diff --git a/api/entrypoints/routers.py b/api/entrypoints/routers.py
index 828cf2628f..60879503d1 100644
--- a/api/entrypoints/routers.py
+++ b/api/entrypoints/routers.py
@@ -165,6 +165,10 @@
 from oss.src.core.mounts.service import MountsService
 from oss.src.core.store.storage import ObjectStore
 from oss.src.core.sessions.mounts.service import SessionMountsService
+from oss.src.core.sessions.attachments.dtos import AttachmentLimits
+from oss.src.core.sessions.attachments.service import SessionAttachmentsService
+from oss.src.dbs.postgres.sessions.attachments.dao import SessionAttachmentsDAO
+from oss.src.tasks.asyncio.sessions.attachment_sweep import attachment_sweep_loop
 from oss.src.apis.fastapi.mounts.router import MountsRouter
 
 # Session streams
@@ -271,6 +275,16 @@ async def lifespan(*args, **kwargs):
         orphan_sweep_loop(_transactions_engine, _lock_engine)
     )
 
+    _attachment_sweep_task = asyncio.create_task(
+        attachment_sweep_loop(
+            attachments_dao=session_attachments_dao,
+            original_store=mounts_service,
+            lock_engine=_lock_engine,
+            pending_ttl_seconds=env.agenta.sessions.attachments.pending_ttl_seconds,
+            unreferenced_ttl_seconds=env.agenta.sessions.attachments.unreferenced_ttl_seconds,
+            sweep_interval_seconds=env.agenta.sessions.attachments.sweep_interval_seconds,
+        )
+    )
     # Best-effort: ingestion re-resolves on demand if this fails.
     if env.composio.enabled:
         try:
@@ -282,7 +296,16 @@ async def lifespan(*args, **kwargs):
 
     yield
 
-    _orphan_sweep_task.cancel()
+    for task in (
+        _orphan_sweep_task,
+        _attachment_sweep_task,
+    ):
+        task.cancel()
+    await asyncio.gather(
+        _orphan_sweep_task,
+        _attachment_sweep_task,
+        return_exceptions=True,
+    )
 
     await _triggers_broker.shutdown()
 
@@ -559,6 +582,7 @@ async def lifespan(*args, **kwargs):
 
 connections_dao = ConnectionsDAO(engine=_transactions_engine)
 mounts_dao = MountsDAO(engine=_transactions_engine)
+session_attachments_dao = SessionAttachmentsDAO(engine=_transactions_engine)
 
 # SERVICES ---------------------------------------------------------------------
 
@@ -883,6 +907,21 @@ async def _dispatch_detached_run(*, project_id, user_id, request) -> str:
     mounts_service=mounts_service,
 )
 
+session_attachments_service = SessionAttachmentsService(
+    attachments_dao=session_attachments_dao,
+    original_store=mounts_service,
+    limits=AttachmentLimits(
+        max_image_bytes=env.agenta.sessions.attachments.max_image_bytes,
+        max_audio_bytes=env.agenta.sessions.attachments.max_audio_bytes,
+        max_document_bytes=env.agenta.sessions.attachments.max_document_bytes,
+        max_other_bytes=env.agenta.sessions.attachments.max_other_bytes,
+        max_per_session_count=env.agenta.sessions.attachments.max_per_session_count,
+        max_per_session_bytes=env.agenta.sessions.attachments.max_per_session_bytes,
+        max_pending_per_session=env.agenta.sessions.attachments.max_pending_per_session,
+        pending_ttl_seconds=env.agenta.sessions.attachments.pending_ttl_seconds,
+    ),
+)
+
 _t_services_done = time.perf_counter() - _t_services
 print(f"[STARTUP] Service initialization completed (+{_t_services_done:.3f}s)")
 _t_routers = time.perf_counter()
@@ -1053,6 +1092,7 @@ async def _dispatch_detached_run(*, project_id, user_id, request) -> str:
     records_service=records_service,
     interactions_service=interactions_service,
     workflows_service=workflows_service,
+    attachments_service=session_attachments_service,
     session_mounts_service=session_mounts_service,
     mounts_service=mounts_service,
     turns_service=session_turns_service,
@@ -1482,6 +1522,12 @@ async def _dispatch_detached_run(*, project_id, user_id, request) -> str:
     tags=["Mounts"],
 )
 
+app.include_router(
+    router=sessions.attachments.router,
+    prefix="/sessions",
+    tags=["Sessions"],
+)
+
 app.include_router(
     router=sessions.mounts.router,
     prefix="/sessions",
diff --git a/api/oss/databases/postgres/migrations/core_oss/versions/oss000000020_add_session_attachments.py b/api/oss/databases/postgres/migrations/core_oss/versions/oss000000020_add_session_attachments.py
new file mode 100644
index 0000000000..eca96c1183
--- /dev/null
+++ b/api/oss/databases/postgres/migrations/core_oss/versions/oss000000020_add_session_attachments.py
@@ -0,0 +1,120 @@
+"""add session attachments
+
+Revision ID: oss000000020
+Revises: oss000000019
+Create Date: 2026-07-31 00:00:00.000000
+
+"""
+
+from typing import Sequence, Union
+
+from alembic import op
+import sqlalchemy as sa
+
+
+revision: str = "oss000000020"
+down_revision: Union[str, None] = "oss000000019"
+branch_labels: Union[str, Sequence[str], None] = None
+depends_on: Union[str, Sequence[str], None] = None
+
+
+def upgrade() -> None:
+    op.add_column(
+        "mounts",
+        sa.Column("purpose", sa.String(), nullable=True),
+    )
+    op.create_table(
+        "session_attachments",
+        sa.Column("id", sa.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", sa.UUID(as_uuid=True), nullable=False),
+        sa.Column("session_id", sa.String(), nullable=False),
+        sa.Column("mount_id", sa.UUID(as_uuid=True), nullable=False),
+        sa.Column("path", sa.String(), nullable=False),
+        sa.Column("filename", sa.String(), nullable=False),
+        sa.Column("media_type", sa.String(), nullable=False),
+        sa.Column("size", sa.BigInteger(), nullable=False),
+        sa.Column("kind", sa.String(), nullable=False),
+        sa.Column("state", sa.String(), nullable=False),
+        sa.Column("idempotency_key", sa.String(), nullable=False),
+        sa.Column("content_digest", sa.String(), nullable=False),
+        sa.Column("referenced_at", sa.TIMESTAMP(timezone=True), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.TIMESTAMP(timezone=True),
+            server_default=sa.func.current_timestamp(),
+            nullable=True,
+        ),
+        sa.Column("updated_at", sa.TIMESTAMP(timezone=True), nullable=True),
+        sa.Column("deleted_at", sa.TIMESTAMP(timezone=True), nullable=True),
+        sa.Column("created_by_id", sa.UUID(as_uuid=True), nullable=True),
+        sa.Column("updated_by_id", sa.UUID(as_uuid=True), nullable=True),
+        sa.Column("deleted_by_id", sa.UUID(as_uuid=True), nullable=True),
+        sa.CheckConstraint(
+            "state IN ('pending', 'ready', 'deleting')",
+            name="ck_session_attachments_state",
+        ),
+        sa.CheckConstraint(
+            "kind IN ('image', 'audio', 'document', 'other')",
+            name="ck_session_attachments_kind",
+        ),
+        sa.ForeignKeyConstraint(
+            ["project_id"],
+            ["projects.id"],
+            ondelete="CASCADE",
+        ),
+        sa.ForeignKeyConstraint(
+            ["project_id", "mount_id"],
+            ["mounts.project_id", "mounts.id"],
+            ondelete="CASCADE",
+        ),
+        sa.PrimaryKeyConstraint("project_id", "id"),
+        sa.UniqueConstraint(
+            "project_id",
+            "session_id",
+            "idempotency_key",
+            name="uq_session_attachments_idempotency",
+        ),
+    )
+    op.create_index(
+        "ix_session_attachments_session_state",
+        "session_attachments",
+        ["project_id", "session_id", "state"],
+    )
+    op.create_index(
+        "ix_session_attachments_project_mount",
+        "session_attachments",
+        ["project_id", "mount_id"],
+    )
+    op.create_index(
+        "ix_session_attachments_pending_created",
+        "session_attachments",
+        ["created_at"],
+        postgresql_where=sa.text("state IN ('pending', 'deleting')"),
+    )
+    op.create_index(
+        "ix_session_attachments_ready_unreferenced",
+        "session_attachments",
+        ["created_at"],
+        postgresql_where=sa.text("state = 'ready' AND referenced_at IS NULL"),
+    )
+
+
+def downgrade() -> None:
+    op.drop_index(
+        "ix_session_attachments_ready_unreferenced",
+        table_name="session_attachments",
+    )
+    op.drop_index(
+        "ix_session_attachments_pending_created",
+        table_name="session_attachments",
+    )
+    op.drop_index(
+        "ix_session_attachments_session_state",
+        table_name="session_attachments",
+    )
+    op.drop_index(
+        "ix_session_attachments_project_mount",
+        table_name="session_attachments",
+    )
+    op.drop_table("session_attachments")
+    op.drop_column("mounts", "purpose")
diff --git a/api/oss/src/apis/fastapi/mounts/models.py b/api/oss/src/apis/fastapi/mounts/models.py
index c405e1efb0..b6ec8073d8 100644
--- a/api/oss/src/apis/fastapi/mounts/models.py
+++ b/api/oss/src/apis/fastapi/mounts/models.py
@@ -1,17 +1,17 @@
-from typing import List, Optional
+from typing import Any, Dict, List, Optional
 from uuid import UUID
 
-from pydantic import BaseModel, Field
+from pydantic import BaseModel, ConfigDict, Field
 
 from oss.src.core.mounts.dtos import (
     Mount,
-    MountCreate,
     MountCredentials,
     MountEdit,
     MountFile,
+    MountFlags,
     MountQuery,
 )
-from oss.src.core.shared.dtos import Windowing
+from oss.src.core.shared.dtos import Header, Slug, Windowing
 
 
 # ---------------------------------------------------------------------------
@@ -19,8 +19,18 @@
 # ---------------------------------------------------------------------------
 
 
+class PublicMountCreate(Slug, Header):
+    model_config = ConfigDict(extra="forbid")
+
+    session_id: Optional[str] = None
+    agent_id: Optional[str] = None
+    flags: MountFlags = Field(default_factory=MountFlags)
+    tags: Optional[Dict[str, Any]] = None
+    meta: Optional[Dict[str, Any]] = None
+
+
 class MountCreateRequest(BaseModel):
-    mount: MountCreate
+    mount: PublicMountCreate
 
 
 class MountEditRequest(BaseModel):
diff --git a/api/oss/src/apis/fastapi/mounts/router.py b/api/oss/src/apis/fastapi/mounts/router.py
index e282ba7da0..7daf2be17e 100644
--- a/api/oss/src/apis/fastapi/mounts/router.py
+++ b/api/oss/src/apis/fastapi/mounts/router.py
@@ -19,7 +19,7 @@
 from oss.src.core.access.permissions.service import check_action_access
 from oss.src.apis.fastapi.shared.exceptions import FORBIDDEN_EXCEPTION
 
-from oss.src.core.mounts.dtos import MountArchiveSource
+from oss.src.core.mounts.dtos import MountArchiveSource, MountCreate
 from oss.src.core.mounts.service import MountsService
 from oss.src.core.mounts.types import (
     MountArtifactIdInvalid,
@@ -29,6 +29,7 @@
     MountImmutableField,
     MountNameInvalid,
     MountNotFound,
+    MountProtected,
     MountPathInvalid,
     MountSlugConflict,
     MountSlugReserved,
@@ -112,6 +113,11 @@ async def wrapper(*args, **kwargs):
                     status_code=status.HTTP_404_NOT_FOUND,
                     detail=e.message,
                 ) from e
+            except MountProtected as e:
+                raise HTTPException(
+                    status_code=status.HTTP_404_NOT_FOUND,
+                    detail=MountNotFound().message,
+                ) from e
             except MountNotFound as e:
                 raise HTTPException(
                     status_code=status.HTTP_404_NOT_FOUND,
@@ -314,7 +320,7 @@ async def create_mount(
             project_id=UUID(request.state.project_id),
             user_id=UUID(str(request.state.user_id)),
             #
-            mount_create=body.mount,
+            mount_create=MountCreate(**body.mount.model_dump()),
         )
 
         return MountResponse(count=1, mount=mount)
@@ -435,6 +441,7 @@ async def edit_mount(
         return MountResponse(count=1, mount=mount)
 
     @intercept_exceptions()
+    @handle_mount_exceptions()
     async def archive_mount(
         self,
         request: Request,
@@ -457,6 +464,7 @@ async def archive_mount(
         return MountResponse(count=1, mount=mount)
 
     @intercept_exceptions()
+    @handle_mount_exceptions()
     async def unarchive_mount(
         self,
         request: Request,
diff --git a/api/oss/src/apis/fastapi/sessions/models.py b/api/oss/src/apis/fastapi/sessions/models.py
index 176f640733..3a1da94dde 100644
--- a/api/oss/src/apis/fastapi/sessions/models.py
+++ b/api/oss/src/apis/fastapi/sessions/models.py
@@ -177,6 +177,34 @@ class SessionMountsResponse(BaseModel):
     mounts: List[SessionMount] = Field(default_factory=list)
 
 
+# ---------------------------------------------------------------------------
+# Attachments request/response models
+# ---------------------------------------------------------------------------
+
+
+class SessionAttachment(BaseModel):
+    attachment_id: UUID
+    filename: str
+    media_type: str
+    size: int
+    created_at: datetime
+
+
+class SessionAttachmentResponse(BaseModel):
+    count: int = 0
+    attachment: SessionAttachment
+
+
+class SessionAttachmentReferenceRequest(BaseModel):
+    session_id: str
+    attachment_ids: List[UUID] = Field(max_length=100)
+
+
+class SessionAttachmentsResponse(BaseModel):
+    count: int = 0
+    attachments: List[SessionAttachment] = Field(default_factory=list)
+
+
 # ---------------------------------------------------------------------------
 # Turns request/response models
 # ---------------------------------------------------------------------------
diff --git a/api/oss/src/apis/fastapi/sessions/router.py b/api/oss/src/apis/fastapi/sessions/router.py
index 8187f15f45..4968dcae55 100644
--- a/api/oss/src/apis/fastapi/sessions/router.py
+++ b/api/oss/src/apis/fastapi/sessions/router.py
@@ -26,10 +26,13 @@
     Query,
     Request,
     Response,
-    UploadFile,
     status,
 )
 from fastapi.responses import JSONResponse
+
+# FastAPI route params need fastapi.UploadFile; request.form() yields starlette's base class.
+from fastapi import UploadFile as FastAPIUploadFile
+from starlette.datastructures import UploadFile
 from typing import Any, Optional, Union
 
 from oss.src.utils.exceptions import intercept_exceptions
@@ -69,6 +72,19 @@
 )
 from oss.src.core.sessions.interactions.service import SessionInteractionsService
 from oss.src.core.sessions.interactions.types import InteractionNotFound
+from oss.src.core.sessions.attachments.dtos import Attachment
+from oss.src.core.sessions.attachments.service import SessionAttachmentsService
+from oss.src.core.sessions.attachments.types import (
+    AttachmentConflict,
+    AttachmentInvalid,
+    AttachmentLengthRequired,
+    AttachmentNotFound,
+    AttachmentQuotaExceeded,
+    AttachmentRequestInvalid,
+    AttachmentStateConflict,
+    AttachmentTooLarge,
+    AttachmentUploadInFlight,
+)
 from oss.src.core.sessions.mounts.service import SessionMountsService
 from oss.src.core.sessions.mounts.dtos import SessionMountQuery
 from oss.src.core.sessions.turns.dtos import SessionTurnComplete, SessionTurnCreate
@@ -80,6 +96,7 @@
 from oss.src.apis.fastapi.mounts.router import handle_mount_exceptions
 from oss.src.apis.fastapi.mounts.utils import (
     BINARY_RESPONSE,
+    _content_disposition_attachment,
     download_mount_file,
     sign_mount_credentials,
     upload_mount_file,
@@ -113,6 +130,10 @@
     SessionInteractionResponse,
     SessionInteractionsResponse,
     SessionInteractionTransitionRequest,
+    SessionAttachment,
+    SessionAttachmentReferenceRequest,
+    SessionAttachmentResponse,
+    SessionAttachmentsResponse,
     # mounts
     SessionMountQueryRequest,
     SessionMountResponse,  # noqa: F401  (exported for OpenAPI/single-mount future use)
@@ -130,6 +151,8 @@
 )
 
 log = get_module_logger(__name__)
+_ATTACHMENT_MULTIPART_OVERHEAD_BYTES = 64 * 1024
+_MAX_IDEMPOTENCY_KEY_CHARACTERS = 255
 
 # matches the streams contract allowlist (dbs/redis/sessions/contract.py)
 _SESSION_ID_RE = re.compile(r"^[a-zA-Z0-9_\-]{1,128}$")
@@ -183,6 +206,64 @@ async def wrapper(*args, **kwargs):
     return decorator
 
 
+def _handle_attachment_exceptions():
+    def decorator(func):
+        @wraps(func)
+        async def wrapper(*args, **kwargs):
+            try:
+                return await func(*args, **kwargs)
+            except (AttachmentInvalid, AttachmentRequestInvalid) as e:
+                raise HTTPException(
+                    status_code=status.HTTP_422_UNPROCESSABLE_ENTITY,
+                    detail=e.message,
+                ) from e
+            except AttachmentLengthRequired as e:
+                raise HTTPException(
+                    status_code=status.HTTP_411_LENGTH_REQUIRED,
+                    detail=e.message,
+                ) from e
+            except AttachmentTooLarge as e:
+                raise HTTPException(
+                    status_code=status.HTTP_413_REQUEST_ENTITY_TOO_LARGE,
+                    detail=e.message,
+                ) from e
+            except AttachmentQuotaExceeded as e:
+                raise HTTPException(
+                    status_code=status.HTTP_429_TOO_MANY_REQUESTS,
+                    detail=e.message,
+                ) from e
+            except AttachmentNotFound as e:
+                raise HTTPException(
+                    status_code=status.HTTP_404_NOT_FOUND,
+                    detail=e.message,
+                ) from e
+            except AttachmentUploadInFlight as e:
+                raise HTTPException(
+                    status_code=status.HTTP_409_CONFLICT,
+                    detail=e.message,
+                    headers={"Retry-After": str(e.retry_after_seconds)},
+                ) from e
+            except (AttachmentConflict, AttachmentStateConflict) as e:
+                raise HTTPException(
+                    status_code=status.HTTP_409_CONFLICT,
+                    detail=e.message,
+                ) from e
+
+        return wrapper
+
+    return decorator
+
+
+def _to_session_attachment(attachment: Attachment) -> SessionAttachment:
+    return SessionAttachment(
+        attachment_id=attachment.id,
+        filename=attachment.filename,
+        media_type=attachment.media_type,
+        size=attachment.size,
+        created_at=attachment.created_at,
+    )
+
+
 # ---------------------------------------------------------------------------
 # Sub-routers
 # ---------------------------------------------------------------------------
@@ -869,6 +950,179 @@ async def respond_interaction(
         return SessionInteractionResponse(count=1, interaction=interaction)
 
 
+class SessionAttachmentsRouter:
+    def __init__(
+        self,
+        *,
+        attachments_service: SessionAttachmentsService,
+    ) -> None:
+        self.attachments_service = attachments_service
+        self.router = APIRouter()
+
+        self.router.add_api_route(
+            "/attachments",
+            self.create_session_attachment,
+            methods=["POST"],
+            operation_id="create_session_attachment",
+            response_model=SessionAttachmentResponse,
+            response_model_exclude_none=True,
+            status_code=status.HTTP_200_OK,
+        )
+        self.router.add_api_route(
+            "/attachments/{attachment_id}/content",
+            self.download_session_attachment_content,
+            methods=["GET"],
+            operation_id="download_session_attachment_content",
+            response_model=None,
+            response_class=Response,
+            responses=BINARY_RESPONSE,
+            status_code=status.HTTP_200_OK,
+        )
+        self.router.add_api_route(
+            "/attachments/reference",
+            self.reference_session_attachments,
+            methods=["POST"],
+            operation_id="reference_session_attachments",
+            response_model=SessionAttachmentsResponse,
+            response_model_exclude_none=True,
+            status_code=status.HTTP_200_OK,
+        )
+
+    async def _check(self, request: Request, permission: Permission) -> None:
+        # Session-only permissions keep the protected mount out of the authorization model.
+        if not await check_action_access(
+            user_uid=request.state.user_id,
+            project_id=request.state.project_id,
+            permission=permission,
+        ):
+            raise FORBIDDEN_EXCEPTION
+
+    async def _read_bounded(self, *, file: UploadFile) -> bytes:
+        max_raw_bytes = self.attachments_service.limits.max_raw_bytes
+        data = bytearray()
+        while len(data) <= max_raw_bytes:
+            remaining = max_raw_bytes + 1 - len(data)
+            chunk = await file.read(min(64 * 1024, remaining))
+            if not chunk:
+                return bytes(data)
+            data.extend(chunk)
+        raise AttachmentTooLarge(size=len(data), limit=max_raw_bytes)
+
+    @intercept_exceptions()
+    @_handle_attachment_exceptions()
+    @handle_mount_exceptions()
+    async def create_session_attachment(
+        self,
+        request: Request,
+        *,
+        session_id: str = Query(...),
+    ) -> SessionAttachmentResponse:
+        # Authorize first: the size limits below must not be probeable by an unauthorized caller.
+        _validate_session_id_http(session_id)
+        await self._check(request, Permission.EDIT_SESSIONS)
+
+        # The Content-Length check must stay above `request.form()`: touching form data (or
+        # declaring the file as a File(...) route param) spools the whole body to disk first.
+        content_length = request.headers.get("content-length")
+        if content_length is None:
+            raise AttachmentLengthRequired()
+        try:
+            request_size = int(content_length)
+        except ValueError as error:
+            raise AttachmentRequestInvalid(
+                "Content-Length must be an integer."
+            ) from error
+
+        max_request_bytes = (
+            self.attachments_service.limits.max_raw_bytes
+            + _ATTACHMENT_MULTIPART_OVERHEAD_BYTES
+        )
+        if request_size < 0:
+            raise AttachmentRequestInvalid("Content-Length cannot be negative.")
+        if request_size > max_request_bytes:
+            raise AttachmentTooLarge(size=request_size, limit=max_request_bytes)
+
+        form = await request.form()
+        file = form.get("file")
+        idempotency_key = form.get("idempotency_key")
+        if not isinstance(file, UploadFile):
+            raise AttachmentRequestInvalid("A file upload is required.")
+        if not isinstance(idempotency_key, str):
+            raise AttachmentRequestInvalid("An idempotency_key form field is required.")
+        # The key is part of a composite btree index, which rejects oversized values at the DAO.
+        if len(idempotency_key) > _MAX_IDEMPOTENCY_KEY_CHARACTERS:
+            raise AttachmentRequestInvalid(
+                f"idempotency_key must be at most {_MAX_IDEMPOTENCY_KEY_CHARACTERS} characters."
+            )
+
+        data = await self._read_bounded(file=file)
+        attachment = await self.attachments_service.create_attachment(
+            project_id=UUID(str(request.state.project_id)),
+            user_id=UUID(str(request.state.user_id)),
+            session_id=session_id,
+            idempotency_key=idempotency_key,
+            filename=file.filename,
+            declared_media_type=file.content_type,
+            data=data,
+        )
+        return SessionAttachmentResponse(
+            count=1,
+            attachment=_to_session_attachment(attachment),
+        )
+
+    @intercept_exceptions()
+    @_handle_attachment_exceptions()
+    @handle_mount_exceptions()
+    async def download_session_attachment_content(
+        self,
+        request: Request,
+        attachment_id: UUID,
+        *,
+        session_id: str = Query(...),
+    ) -> Response:
+        _validate_session_id_http(session_id)
+        await self._check(request, Permission.VIEW_SESSIONS)
+
+        content = await self.attachments_service.fetch_attachment_content(
+            project_id=UUID(str(request.state.project_id)),
+            session_id=session_id,
+            attachment_id=attachment_id,
+        )
+        return Response(
+            content=content.data,
+            media_type=content.attachment.media_type,
+            headers={
+                "Content-Disposition": _content_disposition_attachment(
+                    content.attachment.filename
+                ),
+                "X-Content-Type-Options": "nosniff",
+            },
+        )
+
+    @intercept_exceptions()
+    @_handle_attachment_exceptions()
+    async def reference_session_attachments(
+        self,
+        request: Request,
+        *,
+        body: SessionAttachmentReferenceRequest,
+    ) -> SessionAttachmentsResponse:
+        _validate_session_id_http(body.session_id)
+        await self._check(request, Permission.RUN_SESSIONS)
+
+        attachments = await self.attachments_service.reference_attachments(
+            project_id=UUID(str(request.state.project_id)),
+            session_id=body.session_id,
+            attachment_ids=body.attachment_ids,
+        )
+        return SessionAttachmentsResponse(
+            count=len(attachments),
+            attachments=[
+                _to_session_attachment(attachment) for attachment in attachments
+            ],
+        )
+
+
 class SessionMountsRouter:
     """Session-scoped view over mounts — /sessions/mounts/*.
 
@@ -1042,7 +1296,7 @@ async def upload_session_mount_file(
         request: Request,
         mount_id: UUID,
         *,
-        file: UploadFile,
+        file: FastAPIUploadFile,
         path: Optional[str] = Query(default=None),
     ) -> MountFileWrittenResponse:
         await self._check(request, Permission.EDIT_SESSIONS, Permission.EDIT_MOUNTS)
@@ -1398,6 +1652,7 @@ class SessionsRouter:
       sessions_router.streams.router               → no prefix (paths include /sessions/streams/…)
       sessions_router.records.router               → prefix /sessions/records
       sessions_router.interactions.router          → prefix /sessions/interactions
+      sessions_router.attachments.router           → prefix /sessions
       sessions_router.mounts.router                → prefix /sessions
       sessions_router.turns.router                 → prefix /sessions/turns
       sessions_router.root.router                  → no prefix (paths include /sessions/query, /sessions/, /sessions/archive, /sessions/unarchive)
@@ -1410,6 +1665,7 @@ def __init__(
         records_service: RecordsService,
         interactions_service: SessionInteractionsService,
         workflows_service: WorkflowsService,
+        attachments_service: SessionAttachmentsService,
         session_mounts_service: SessionMountsService,
         mounts_service: MountsService,
         turns_service: SessionTurnsService,
@@ -1426,6 +1682,9 @@ def __init__(
             workflows_service=workflows_service,
             respond_task=respond_task,
         )
+        self.attachments = SessionAttachmentsRouter(
+            attachments_service=attachments_service,
+        )
         self.mounts = SessionMountsRouter(
             session_mounts_service=session_mounts_service,
             mounts_service=mounts_service,
diff --git a/api/oss/src/core/mounts/dtos.py b/api/oss/src/core/mounts/dtos.py
index a7deac924c..0187fe8791 100644
--- a/api/oss/src/core/mounts/dtos.py
+++ b/api/oss/src/core/mounts/dtos.py
@@ -26,6 +26,7 @@ class Mount(Identifier, Slug, Header, Lifecycle):
     project_id: UUID
     session_id: Optional[str] = None
     agent_id: Optional[str] = None
+    purpose: Optional[str] = None
     #
     data: MountData = Field(default_factory=MountData)
     #
@@ -37,6 +38,7 @@ class Mount(Identifier, Slug, Header, Lifecycle):
 class MountCreate(Slug, Header):
     session_id: Optional[str] = None
     agent_id: Optional[str] = None
+    purpose: Optional[str] = None
     #
     flags: MountFlags = Field(default_factory=MountFlags)
     tags: Optional[Dict[str, Any]] = None
diff --git a/api/oss/src/core/mounts/service.py b/api/oss/src/core/mounts/service.py
index 9600209795..e33e645415 100644
--- a/api/oss/src/core/mounts/service.py
+++ b/api/oss/src/core/mounts/service.py
@@ -29,12 +29,18 @@
 from oss.src.core.store.dtos import StoreObject
 from oss.src.core.store.storage import ObjectStore
 from oss.src.core.mounts.types import (
+    ATTACHMENTS_MOUNT_NAME,
+    ATTACHMENTS_MOUNT_PURPOSE,
+    RESERVED_SLUG_PREFIX,
+    SESSION_SLUG_PREFIX,
     MountArtifactIdInvalid,
     MountArtifactNotFound,
     MountFileNotFound,
+    MountImmutableField,
     MountNameInvalid,
     MountNotFound,
     MountPathInvalid,
+    MountProtected,
     MountSlugReserved,
     MountStorageUnavailable,
 )
@@ -44,9 +50,6 @@
 
 log = get_module_logger(__name__)
 
-# Reserved slug prefix for service-minted (session) slugs; a caller may not author one.
-_RESERVED_SLUG_PREFIX = "__ag__"
-
 # Deterministic UUIDv5 namespace: the project-wide root (uuid5(NAMESPACE_DNS, "agenta"))
 # sub-namespaced under "mounts". Stable across instances/restarts so the same session id
 # always derives the same slug. The same derived-root style as static_catalog's "catalog".
@@ -86,7 +89,19 @@ def mint_session_slug(*, session_id: str, name: str) -> str:
     without truncation, so the existing unique(project_id, slug) constraint holds
     for both session and non-session mounts.
     """
-    return f"{_RESERVED_SLUG_PREFIX}session__{uuid5(_MOUNTS_NAMESPACE, session_id)}__{slugify_mount_name(name)}"
+    return f"{SESSION_SLUG_PREFIX}{uuid5(_MOUNTS_NAMESPACE, session_id)}__{slugify_mount_name(name)}"
+
+
+def is_protected_mount(mount: Mount) -> bool:
+    # Purpose is durable classification; slug is the transitional fallback for pre-column rows.
+    if mount.purpose == ATTACHMENTS_MOUNT_PURPOSE:
+        return True
+    if not mount.session_id:
+        return False
+    return mount.slug == mint_session_slug(
+        session_id=mount.session_id,
+        name=ATTACHMENTS_MOUNT_NAME,
+    )
 
 
 def mint_agent_id(*, artifact_id: str) -> str:
@@ -109,12 +124,12 @@ def mint_agent_slug(*, artifact_id: str, name: str) -> str:
     """
     canonical_artifact_id = mint_agent_id(artifact_id=artifact_id)
     slug_name = slugify_mount_name(name)
-    return f"{_RESERVED_SLUG_PREFIX}agent__{canonical_artifact_id}__{slug_name}"
+    return f"{RESERVED_SLUG_PREFIX}agent__{canonical_artifact_id}__{slug_name}"
 
 
 def reject_reserved_slug(slug: str) -> None:
     """A caller may not author a slug in the reserved namespace (the service mints those)."""
-    if slug.startswith(_RESERVED_SLUG_PREFIX):
+    if slug.startswith(RESERVED_SLUG_PREFIX):
         raise MountSlugReserved(slug)
 
 
@@ -425,6 +440,9 @@ async def create_mount(
         #
         mount_create: MountCreate,
     ) -> Mount:
+        if mount_create.purpose is not None:
+            raise MountImmutableField("purpose")
+
         # The caller may not author a reserved slug; the service mints those for session mounts.
         reject_reserved_slug(mount_create.slug)
 
@@ -433,6 +451,11 @@ async def create_mount(
         # session id, so unique(project_id, slug) holds for both without a scope-aware constraint.
         if mount_create.session_id is not None:
             name = mount_create.name or mount_create.slug
+            if ATTACHMENTS_MOUNT_NAME in {
+                slugify_mount_name(mount_create.slug),
+                slugify_mount_name(name),
+            }:
+                raise MountNameInvalid(name)
             mount_create = mount_create.model_copy(
                 update={
                     "name": name,
@@ -456,6 +479,7 @@ async def get_or_create_session_mount(
         user_id: UUID,
         session_id: str,
         name: str = _SESSION_CWD_NAME,
+        purpose: Optional[str] = None,
     ) -> Mount:
         """Bind (idempotently) one durable mount for a session, keyed by `name`.
 
@@ -468,10 +492,13 @@ async def get_or_create_session_mount(
         stored `name` is the slug so it never disagrees with it.
         """
         slug_name = slugify_mount_name(name)
+        if purpose is None and slug_name == ATTACHMENTS_MOUNT_NAME:
+            raise MountNameInvalid(name)
         mount_create = MountCreate(
             slug=mint_session_slug(session_id=session_id, name=slug_name),
             name=slug_name,
             session_id=session_id,
+            purpose=purpose,
         )
         return await self.mounts_dao.upsert_mount(
             project_id=project_id,
@@ -549,6 +576,85 @@ async def get_or_create_session_cwd(
             name=_SESSION_CWD_NAME,
         )
 
+    # These narrow operations are the only protected-mount bypass.
+    async def get_or_create_attachment_mount(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        session_id: str,
+    ) -> UUID:
+        mount = await self.get_or_create_session_mount(
+            project_id=project_id,
+            user_id=user_id,
+            session_id=session_id,
+            name=ATTACHMENTS_MOUNT_NAME,
+            purpose=ATTACHMENTS_MOUNT_PURPOSE,
+        )
+        return mount.id
+
+    async def write_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+        data: bytes,
+    ) -> None:
+        if self.mounts_store is None:
+            raise MountStorageUnavailable()
+
+        validate_file_path(path)
+        mount = await self._resolve_mount(
+            project_id=project_id,
+            mount_id=mount_id,
+            allow_protected=True,
+        )
+        key = self._storage_key(project_id=project_id, mount=mount, path=path)
+        await self.mounts_store.put_object(
+            bucket=self._bucket(),
+            key=key,
+            body=data,
+        )
+
+    async def read_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> bytes:
+        if self.mounts_store is None:
+            raise MountStorageUnavailable()
+
+        validate_file_path(path)
+        mount = await self._resolve_mount(
+            project_id=project_id,
+            mount_id=mount_id,
+            allow_protected=True,
+        )
+        key = self._storage_key(project_id=project_id, mount=mount, path=path)
+        return await self.mounts_store.get_object(bucket=self._bucket(), key=key)
+
+    async def delete_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> None:
+        if self.mounts_store is None:
+            raise MountStorageUnavailable()
+
+        validate_file_path(path)
+        mount = await self._resolve_mount(
+            project_id=project_id,
+            mount_id=mount_id,
+            allow_protected=True,
+        )
+        key = self._storage_key(project_id=project_id, mount=mount, path=path)
+        await self.mounts_store.delete_keys(bucket=self._bucket(), keys=[key])
+
     async def fetch_mount(
         self,
         *,
@@ -556,10 +662,13 @@ async def fetch_mount(
         #
         mount_id: UUID,
     ) -> Optional[Mount]:
-        return await self.mounts_dao.fetch_mount(
+        mount = await self.mounts_dao.fetch_mount(
             project_id=project_id,
             mount_id=mount_id,
         )
+        if mount and is_protected_mount(mount):
+            return None
+        return mount
 
     async def fetch_agent_mount(
         self,
@@ -570,10 +679,11 @@ async def fetch_agent_mount(
     ) -> Optional[Mount]:
         """Fetch the active artifact mount keyed by name without creating it."""
         slug = mint_agent_slug(artifact_id=artifact_id, name=name)
-        return await self.mounts_dao.fetch_mount_by_slug(
+        mount = await self.mounts_dao.fetch_mount_by_slug(
             project_id=project_id,
             slug=slug,
         )
+        return mount
 
     async def edit_mount(
         self,
@@ -583,12 +693,10 @@ async def edit_mount(
         #
         mount_edit: MountEdit,
     ) -> Optional[Mount]:
-        existing = await self.mounts_dao.fetch_mount(
+        await self._resolve_mount(
             project_id=project_id,
             mount_id=mount_edit.id,
         )
-        if not existing:
-            raise MountNotFound()
 
         return await self.mounts_dao.edit_mount(
             project_id=project_id,
@@ -604,6 +712,10 @@ async def archive_mount(
         #
         mount_id: UUID,
     ) -> Optional[Mount]:
+        await self._resolve_mount(
+            project_id=project_id,
+            mount_id=mount_id,
+        )
         return await self.mounts_dao.archive_mount(
             project_id=project_id,
             user_id=user_id,
@@ -618,6 +730,10 @@ async def unarchive_mount(
         #
         mount_id: UUID,
     ) -> Optional[Mount]:
+        await self._resolve_mount(
+            project_id=project_id,
+            mount_id=mount_id,
+        )
         return await self.mounts_dao.unarchive_mount(
             project_id=project_id,
             user_id=user_id,
@@ -633,11 +749,13 @@ async def query_mounts(
         #
         windowing: Optional[Windowing] = None,
     ) -> List[Mount]:
-        return await self.mounts_dao.query_mounts(
+        mounts = await self.mounts_dao.query_mounts(
             project_id=project_id,
             mount_query=mount_query,
             windowing=windowing,
         )
+        # Session lifecycle bypasses this filter to retain protected mounts for teardown and archival.
+        return [mount for mount in mounts if not is_protected_mount(mount)]
 
     async def delete_session_mounts(
         self,
@@ -718,6 +836,7 @@ async def _resolve_mount(
         *,
         project_id: UUID,
         mount_id: UUID,
+        allow_protected: bool = False,
     ) -> Mount:
         mount = await self.mounts_dao.fetch_mount(
             project_id=project_id,
@@ -725,6 +844,8 @@ async def _resolve_mount(
         )
         if not mount:
             raise MountNotFound()
+        if not allow_protected and is_protected_mount(mount):
+            raise MountProtected()
         return mount
 
     def _bucket(self) -> str:
diff --git a/api/oss/src/core/mounts/types.py b/api/oss/src/core/mounts/types.py
index 328299e35e..88767e42f1 100644
--- a/api/oss/src/core/mounts/types.py
+++ b/api/oss/src/core/mounts/types.py
@@ -1,3 +1,40 @@
+# Mount naming vocabulary. It lives here, below the service, because the protected-mount
+# policy is enforced twice against the same rows — as a SQL predicate in the Postgres DAO
+# and in Python in `MountsService` — and the two must not be able to drift apart.
+RESERVED_SLUG_PREFIX = "__ag__"
+SESSION_SLUG_PREFIX = f"{RESERVED_SLUG_PREFIX}session__"
+ATTACHMENTS_MOUNT_NAME = "attachments"
+ATTACHMENTS_MOUNT_PURPOSE = "session_attachment_originals"
+
+# Backslash, so the escaped pattern below survives a `LIKE ... ESCAPE` round trip.
+PROTECTED_MOUNT_SLUG_LIKE_ESCAPE = "\\"
+
+
+def _escape_like(value: str) -> str:
+    escaped = value.replace(
+        PROTECTED_MOUNT_SLUG_LIKE_ESCAPE,
+        PROTECTED_MOUNT_SLUG_LIKE_ESCAPE * 2,
+    )
+    for wildcard in ("%", "_"):
+        escaped = escaped.replace(
+            wildcard,
+            f"{PROTECTED_MOUNT_SLUG_LIKE_ESCAPE}{wildcard}",
+        )
+    return escaped
+
+
+def protected_mount_slug_like_pattern() -> str:
+    """The `LIKE` pattern matching every attachments slug `mint_session_slug` can mint.
+
+    The session uuid5 segment is the only wildcard; the literal underscores are escaped
+    so they cannot match an arbitrary character.
+    """
+    return (
+        f"{_escape_like(SESSION_SLUG_PREFIX)}%"
+        f"{_escape_like(f'__{ATTACHMENTS_MOUNT_NAME}')}"
+    )
+
+
 class MountError(Exception):
     def __init__(self, message: str = "Mount error."):
         self.message = message
@@ -74,3 +111,8 @@ def __init__(self, message: str = "No such file or folder."):
 class MountStorageUnavailable(MountError):
     def __init__(self, message: str = "Mount storage backend is not configured."):
         super().__init__(message)
+
+
+class MountProtected(MountError):
+    def __init__(self, message: str = "Mount is protected."):
+        super().__init__(message)
diff --git a/api/oss/src/core/sessions/attachments/__init__.py b/api/oss/src/core/sessions/attachments/__init__.py
new file mode 100644
index 0000000000..f574cc0b9e
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/__init__.py
@@ -0,0 +1 @@
+"""Session attachment domain."""
diff --git a/api/oss/src/core/sessions/attachments/dtos.py b/api/oss/src/core/sessions/attachments/dtos.py
new file mode 100644
index 0000000000..93f46e959f
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/dtos.py
@@ -0,0 +1,114 @@
+from datetime import datetime
+from enum import Enum
+from typing import List, Optional
+from uuid import UUID
+
+from pydantic import BaseModel, Field
+
+from oss.src.core.shared.dtos import Identifier, Lifecycle
+
+
+class AttachmentState(str, Enum):
+    PENDING = "pending"
+    READY = "ready"
+    DELETING = "deleting"
+
+
+class AttachmentKind(str, Enum):
+    IMAGE = "image"
+    AUDIO = "audio"
+    DOCUMENT = "document"
+    OTHER = "other"
+
+
+class AttachmentMedia(BaseModel):
+    media_type: str
+    kind: AttachmentKind
+    native_image: bool
+
+
+class Attachment(Identifier, Lifecycle):
+    project_id: UUID
+    session_id: str
+    mount_id: UUID
+    path: str
+    filename: str
+    media_type: str
+    size: int
+    kind: AttachmentKind
+    state: AttachmentState
+    idempotency_key: str
+    content_digest: str
+    referenced_at: Optional[datetime] = None
+
+
+class AttachmentCreate(BaseModel):
+    id: UUID
+    session_id: str
+    mount_id: UUID
+    path: str
+    filename: str
+    media_type: str
+    size: int
+    kind: AttachmentKind
+    idempotency_key: str
+    content_digest: str
+
+
+class AttachmentContent(BaseModel):
+    attachment: Attachment
+    data: bytes
+
+
+class AttachmentLimits(BaseModel):
+    max_image_bytes: int = 10 * 1024 * 1024
+    max_audio_bytes: int = 15 * 1024 * 1024
+    max_document_bytes: int = 10 * 1024 * 1024
+    max_other_bytes: int = 10 * 1024 * 1024
+    max_per_session_count: int = 1000
+    max_per_session_bytes: int = 256 * 1024 * 1024
+    max_pending_per_session: int = 20
+    pending_ttl_seconds: int = 15 * 60
+
+    @property
+    def max_raw_bytes(self) -> int:
+        return max(
+            self.max_image_bytes,
+            self.max_audio_bytes,
+            self.max_document_bytes,
+            self.max_other_bytes,
+        )
+
+    def max_bytes_for(self, *, kind: AttachmentKind) -> int:
+        return {
+            AttachmentKind.IMAGE: self.max_image_bytes,
+            AttachmentKind.AUDIO: self.max_audio_bytes,
+            AttachmentKind.DOCUMENT: self.max_document_bytes,
+            AttachmentKind.OTHER: self.max_other_bytes,
+        }[kind]
+
+
+class AttachmentQuotaUsage(BaseModel):
+    stored_count: int = 0
+    stored_bytes: int = 0
+    pending_count: int = 0
+
+
+class AttachmentReservationStatus(str, Enum):
+    CREATED = "created"
+    READY = "ready"
+    IN_FLIGHT = "in_flight"
+    TAKEN_OVER = "taken_over"
+    CONFLICT = "conflict"
+
+
+class AttachmentReservation(BaseModel):
+    attachment: Attachment
+    status: AttachmentReservationStatus
+
+
+class AttachmentReferenceResult(BaseModel):
+    """Outcome of a reference claim: nothing is claimed unless every id resolved."""
+
+    attachments: List[Attachment] = Field(default_factory=list)
+    missing_ids: List[UUID] = Field(default_factory=list)
diff --git a/api/oss/src/core/sessions/attachments/interfaces.py b/api/oss/src/core/sessions/attachments/interfaces.py
new file mode 100644
index 0000000000..84d3944a19
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/interfaces.py
@@ -0,0 +1,135 @@
+from abc import ABC, abstractmethod
+from datetime import datetime
+from typing import Awaitable, Callable, List, Optional, Protocol
+from uuid import UUID
+
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentCreate,
+    AttachmentLimits,
+    AttachmentQuotaUsage,
+    AttachmentReferenceResult,
+    AttachmentReservation,
+)
+
+
+class AttachmentOriginalStore(Protocol):
+    async def get_or_create_attachment_mount(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        session_id: str,
+    ) -> UUID: ...
+
+    async def write_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+        data: bytes,
+    ) -> None: ...
+
+    async def read_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> bytes: ...
+
+    async def delete_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> None: ...
+
+
+AttachmentOriginalDelete = Callable[[Attachment], Awaitable[None]]
+
+
+class SessionAttachmentsDAOInterface(ABC):
+    @abstractmethod
+    async def fetch_by_idempotency_key(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+    ) -> Optional[Attachment]: ...
+
+    @abstractmethod
+    async def get_quota_usage(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+    ) -> AttachmentQuotaUsage: ...
+
+    @abstractmethod
+    async def reserve_pending(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        attachment_create: AttachmentCreate,
+        limits: AttachmentLimits,
+        stale_before: datetime,
+    ) -> AttachmentReservation: ...
+
+    @abstractmethod
+    async def mark_ready(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+        limits: AttachmentLimits,
+    ) -> Optional[Attachment]: ...
+
+    @abstractmethod
+    async def delete_pending(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+    ) -> bool: ...
+
+    @abstractmethod
+    async def fetch_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_id: UUID,
+    ) -> Optional[Attachment]: ...
+
+    @abstractmethod
+    async def reference_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_ids: List[UUID],
+        referenced_at: datetime,
+    ) -> AttachmentReferenceResult: ...
+
+    @abstractmethod
+    async def reap_stale_pending(
+        self,
+        *,
+        older_than: datetime,
+        delete_original: AttachmentOriginalDelete,
+        limit: int = 100,
+    ) -> List[Attachment]: ...
+
+    @abstractmethod
+    async def sweep_unreferenced_ready(
+        self,
+        *,
+        older_than: datetime,
+        delete_original: AttachmentOriginalDelete,
+        limit: int = 100,
+    ) -> List[Attachment]: ...
diff --git a/api/oss/src/core/sessions/attachments/media.py b/api/oss/src/core/sessions/attachments/media.py
new file mode 100644
index 0000000000..e0e23888bc
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/media.py
@@ -0,0 +1,141 @@
+from typing import Optional
+
+import puremagic
+from puremagic.main import PureError
+
+from oss.src.core.sessions.attachments.dtos import AttachmentKind, AttachmentMedia
+from oss.src.core.sessions.attachments.types import AttachmentInvalid
+
+
+_NATIVE_IMAGE_TYPES = {
+    "image/gif",
+    "image/jpeg",
+    "image/png",
+    "image/webp",
+}
+_M4A_BRANDS = {
+    b"M4A ",
+    b"M4B ",
+    b"M4P ",
+}
+_OGG_AUDIO_CODECS = (
+    b"OpusHead",
+    b"Speex   ",
+    b"\x01vorbis",
+    b"\x7fFLAC",
+)
+_OGG_VIDEO_CODECS = (
+    b"\x80theora",
+    b"\x01video",
+)
+_WEBM_AUDIO_CODECS = (
+    b"A_AAC",
+    b"A_FLAC",
+    b"A_MPEG/L3",
+    b"A_OPUS",
+    b"A_VORBIS",
+)
+_WEBM_VIDEO_CODECS = (
+    b"V_AV1",
+    b"V_MPEG4/ISO/AVC",
+    b"V_MPEGH/ISO/HEVC",
+    b"V_VP8",
+    b"V_VP9",
+)
+_CONTAINER_SCAN_BYTES = 1024 * 1024
+
+
+def _sniff(data: bytes) -> Optional[str]:
+    """The only puremagic call; classification is policy, not a security boundary."""
+    try:
+        media_type = puremagic.from_string(data, mime=True)
+        return media_type or None
+    except (PureError, ValueError):
+        return None
+
+
+def _contains_any(*, data: bytes, signatures: tuple[bytes, ...]) -> bool:
+    return any(signature in data for signature in signatures)
+
+
+def _is_m4a(*, data: bytes) -> bool:
+    if len(data) < 16 or data[4:8] != b"ftyp":
+        return False
+
+    box_size = int.from_bytes(data[:4], byteorder="big")
+    if box_size != 0 and box_size < 16:
+        return False
+    box_end = min(len(data), box_size or len(data), 256)
+    brands = [data[8:12]]
+    brands.extend(data[offset : offset + 4] for offset in range(16, box_end, 4))
+    return any(brand in _M4A_BRANDS for brand in brands)
+
+
+def _canonical_container_media_type(
+    *,
+    data: bytes,
+    inspected_media_type: Optional[str],
+) -> Optional[str]:
+    if _is_m4a(data=data):
+        return "audio/mp4"
+
+    scan = data[:_CONTAINER_SCAN_BYTES]
+    if scan.startswith(b"OggS"):
+        if _contains_any(data=scan, signatures=_OGG_VIDEO_CODECS):
+            return "video/ogg"
+        if _contains_any(data=scan, signatures=_OGG_AUDIO_CODECS):
+            return "audio/ogg"
+
+    if scan.startswith(b"\x1aE\xdf\xa3") and b"webm" in scan:
+        if _contains_any(data=scan, signatures=_WEBM_VIDEO_CODECS):
+            return "video/webm"
+        if _contains_any(data=scan, signatures=_WEBM_AUDIO_CODECS):
+            return "audio/webm"
+
+    return inspected_media_type
+
+
+def _kind_for(*, media_type: str) -> AttachmentKind:
+    if media_type in _NATIVE_IMAGE_TYPES:
+        return AttachmentKind.IMAGE
+    if media_type.startswith("audio/"):
+        return AttachmentKind.AUDIO
+    if media_type.startswith("text/") or media_type in {
+        "application/json",
+        "application/pdf",
+        "image/svg+xml",
+    }:
+        return AttachmentKind.DOCUMENT
+    return AttachmentKind.OTHER
+
+
+def classify(
+    *, data: bytes, declared_media_type: Optional[str] = None
+) -> AttachmentMedia:
+    if not data:
+        raise AttachmentInvalid()
+
+    inspected_media_type = _canonical_container_media_type(
+        data=data,
+        inspected_media_type=_sniff(data),
+    )
+    if inspected_media_type is None:
+        try:
+            data.decode("utf-8")
+        except UnicodeDecodeError as e:
+            raise AttachmentInvalid() from e
+
+        if declared_media_type and (
+            declared_media_type.startswith("text/")
+            or declared_media_type == "application/json"
+        ):
+            inspected_media_type = declared_media_type
+        else:
+            inspected_media_type = "text/plain"
+
+    kind = _kind_for(media_type=inspected_media_type)
+    return AttachmentMedia(
+        media_type=inspected_media_type,
+        kind=kind,
+        native_image=inspected_media_type in _NATIVE_IMAGE_TYPES,
+    )
diff --git a/api/oss/src/core/sessions/attachments/service.py b/api/oss/src/core/sessions/attachments/service.py
new file mode 100644
index 0000000000..25c1b4f0b8
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/service.py
@@ -0,0 +1,255 @@
+from datetime import datetime, timedelta, timezone
+from hashlib import sha256
+from math import ceil
+from typing import List, Optional
+from uuid import UUID
+
+import uuid_utils.compat as uuid_utils
+
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentContent,
+    AttachmentCreate,
+    AttachmentLimits,
+    AttachmentReservationStatus,
+)
+from oss.src.core.sessions.attachments.interfaces import (
+    AttachmentOriginalStore,
+    SessionAttachmentsDAOInterface,
+)
+from oss.src.core.sessions.attachments.media import classify
+from oss.src.core.sessions.attachments.types import (
+    AttachmentConflict,
+    AttachmentNotFound,
+    AttachmentQuotaExceeded,
+    AttachmentRequestInvalid,
+    AttachmentStateConflict,
+    AttachmentTooLarge,
+    AttachmentUploadInFlight,
+)
+from oss.src.utils.logging import get_module_logger
+
+
+log = get_module_logger(__name__)
+_MAX_FILENAME_CHARACTERS = 200
+
+
+def sanitize_attachment_filename(filename: Optional[str]) -> str:
+    if not filename:
+        return "attachment"
+    if any(ord(character) < 0x20 or character == "\x7f" for character in filename):
+        raise AttachmentRequestInvalid(
+            "The attachment filename contains control characters."
+        )
+
+    basename = filename.replace("\\", "/").split("/")[-1]
+    if basename in {"", ".", ".."}:
+        return "attachment"
+    if len(basename) <= _MAX_FILENAME_CHARACTERS:
+        return basename
+
+    stem, separator, extension = basename.rpartition(".")
+    suffix = f"{separator}{extension}" if stem and separator else ""
+    # Keep attachment paths below the object-store key limit without losing the type suffix.
+    if suffix and len(suffix) < _MAX_FILENAME_CHARACTERS:
+        return f"{stem[: _MAX_FILENAME_CHARACTERS - len(suffix)]}{suffix}"
+    return basename[:_MAX_FILENAME_CHARACTERS]
+
+
+class SessionAttachmentsService:
+    def __init__(
+        self,
+        *,
+        attachments_dao: SessionAttachmentsDAOInterface,
+        original_store: AttachmentOriginalStore,
+        limits: Optional[AttachmentLimits] = None,
+    ) -> None:
+        self._dao = attachments_dao
+        self._original_store = original_store
+        self.limits = limits or AttachmentLimits()
+
+    async def create_attachment(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+        filename: Optional[str],
+        declared_media_type: Optional[str],
+        data: bytes,
+    ) -> Attachment:
+        media = classify(data=data, declared_media_type=declared_media_type)
+        size = len(data)
+        kind_limit = self.limits.max_bytes_for(kind=media.kind)
+        if size > kind_limit:
+            raise AttachmentTooLarge(size=size, limit=kind_limit)
+
+        safe_filename = sanitize_attachment_filename(filename)
+        mount_id = await self._original_store.get_or_create_attachment_mount(
+            project_id=project_id,
+            user_id=user_id,
+            session_id=session_id,
+        )
+
+        attachment_id = uuid_utils.uuid7()
+        reservation = await self._dao.reserve_pending(
+            project_id=project_id,
+            user_id=user_id,
+            attachment_create=AttachmentCreate(
+                id=attachment_id,
+                session_id=session_id,
+                mount_id=mount_id,
+                path=f"{attachment_id}/{safe_filename}",
+                filename=safe_filename,
+                media_type=media.media_type,
+                size=size,
+                kind=media.kind,
+                idempotency_key=idempotency_key,
+                content_digest=sha256(data).hexdigest(),
+            ),
+            limits=self.limits,
+            stale_before=self._pending_stale_before(),
+        )
+
+        if reservation.status == AttachmentReservationStatus.READY:
+            return reservation.attachment
+        if reservation.status == AttachmentReservationStatus.IN_FLIGHT:
+            raise AttachmentUploadInFlight(
+                attachment_id=reservation.attachment.id,
+                retry_after_seconds=self._pending_retry_after_seconds(
+                    attachment=reservation.attachment
+                ),
+            )
+        if reservation.status == AttachmentReservationStatus.CONFLICT:
+            raise AttachmentConflict()
+
+        # A takeover falls through with the existing row's id and path from the reservation.
+        try:
+            await self._original_store.write_attachment_original(
+                project_id=project_id,
+                mount_id=reservation.attachment.mount_id,
+                path=reservation.attachment.path,
+                data=data,
+            )
+        except Exception:
+            await self._delete_pending_best_effort(
+                project_id=project_id,
+                attachment_id=reservation.attachment.id,
+            )
+            raise
+
+        try:
+            ready = await self._dao.mark_ready(
+                project_id=project_id,
+                attachment_id=reservation.attachment.id,
+                limits=self.limits,
+            )
+        except AttachmentQuotaExceeded:
+            # Dropping the row before the object is gone would orphan the object with nothing
+            # left to retry from; a surviving PENDING row lets the sweep reclaim both.
+            if await self._delete_original_best_effort(
+                project_id=project_id,
+                attachment=reservation.attachment,
+            ):
+                await self._delete_pending_best_effort(
+                    project_id=project_id,
+                    attachment_id=reservation.attachment.id,
+                )
+            raise
+        if ready is None:
+            raise AttachmentStateConflict(
+                attachment_id=reservation.attachment.id,
+            )
+        return ready
+
+    async def fetch_attachment_content(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_id: UUID,
+    ) -> AttachmentContent:
+        attachment = await self._dao.fetch_ready(
+            project_id=project_id,
+            session_id=session_id,
+            attachment_id=attachment_id,
+        )
+        if attachment is None:
+            raise AttachmentNotFound(attachment_id=attachment_id)
+
+        data = await self._original_store.read_attachment_original(
+            project_id=project_id,
+            mount_id=attachment.mount_id,
+            path=attachment.path,
+        )
+        return AttachmentContent(attachment=attachment, data=data)
+
+    async def reference_attachments(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_ids: List[UUID],
+    ) -> List[Attachment]:
+        result = await self._dao.reference_ready(
+            project_id=project_id,
+            session_id=session_id,
+            attachment_ids=attachment_ids,
+            referenced_at=datetime.now(timezone.utc),
+        )
+        if result.missing_ids:
+            raise AttachmentNotFound(attachment_id=result.missing_ids[0])
+        return result.attachments
+
+    def _pending_stale_before(self) -> datetime:
+        return datetime.now(timezone.utc) - timedelta(
+            seconds=self.limits.pending_ttl_seconds
+        )
+
+    def _pending_retry_after_seconds(self, *, attachment: Attachment) -> int:
+        now = datetime.now(timezone.utc)
+        created_at = attachment.created_at or now
+        remaining = (
+            created_at + timedelta(seconds=self.limits.pending_ttl_seconds) - now
+        ).total_seconds()
+        return max(1, ceil(remaining))
+
+    async def _delete_pending_best_effort(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+    ) -> None:
+        try:
+            await self._dao.delete_pending(
+                project_id=project_id,
+                attachment_id=attachment_id,
+            )
+        except Exception:
+            log.error(
+                "attachment_create: pending-row compensation failed for %s",
+                attachment_id,
+                exc_info=True,
+            )
+
+    async def _delete_original_best_effort(
+        self,
+        *,
+        project_id: UUID,
+        attachment: Attachment,
+    ) -> bool:
+        try:
+            await self._original_store.delete_attachment_original(
+                project_id=project_id,
+                mount_id=attachment.mount_id,
+                path=attachment.path,
+            )
+        except Exception:
+            log.error(
+                "attachment_create: object compensation failed for %s",
+                attachment.id,
+                exc_info=True,
+            )
+            return False
+        return True
diff --git a/api/oss/src/core/sessions/attachments/types.py b/api/oss/src/core/sessions/attachments/types.py
new file mode 100644
index 0000000000..b9f8085231
--- /dev/null
+++ b/api/oss/src/core/sessions/attachments/types.py
@@ -0,0 +1,117 @@
+from typing import Literal
+from uuid import UUID
+
+from oss.src.core.sessions.attachments.dtos import (
+    AttachmentLimits,
+    AttachmentQuotaUsage,
+)
+
+
+class AttachmentError(Exception):
+    """Base exception for session attachment errors."""
+
+
+class AttachmentInvalid(AttachmentError):
+    def __init__(self, message: str = "The attachment is not a valid file."):
+        self.message = message
+        super().__init__(message)
+
+
+class AttachmentRequestInvalid(AttachmentError):
+    def __init__(self, message: str):
+        self.message = message
+        super().__init__(message)
+
+
+class AttachmentConflict(AttachmentError):
+    def __init__(
+        self,
+        message: str = "The idempotency key is already associated with a different upload.",
+    ):
+        self.message = message
+        super().__init__(message)
+
+
+class AttachmentLengthRequired(AttachmentError):
+    def __init__(self):
+        self.message = "Content-Length is required for attachment uploads."
+        super().__init__(self.message)
+
+
+class AttachmentTooLarge(AttachmentError):
+    def __init__(self, *, size: int, limit: int):
+        self.size = size
+        self.limit = limit
+        self.message = f"The attachment exceeds the {limit}-byte limit."
+        super().__init__(self.message)
+
+
+class AttachmentQuotaExceeded(AttachmentError):
+    def __init__(
+        self,
+        *,
+        quota: Literal["count", "bytes", "pending"],
+        limit: int,
+    ):
+        self.quota = quota
+        self.limit = limit
+        self.message = f"The session attachment {quota} quota of {limit} is exhausted."
+        super().__init__(self.message)
+
+
+class AttachmentUploadInFlight(AttachmentError):
+    def __init__(self, *, attachment_id: UUID, retry_after_seconds: int):
+        self.attachment_id = attachment_id
+        self.retry_after_seconds = retry_after_seconds
+        self.message = "An upload with this idempotency key is already in progress."
+        super().__init__(self.message)
+
+
+class AttachmentNotFound(AttachmentError):
+    def __init__(self, *, attachment_id: UUID):
+        self.attachment_id = attachment_id
+        self.message = "Attachment not found."
+        super().__init__(self.message)
+
+
+class AttachmentStateConflict(AttachmentError):
+    def __init__(self, *, attachment_id: UUID):
+        self.attachment_id = attachment_id
+        self.message = "The attachment state changed during upload."
+        super().__init__(self.message)
+
+
+def enforce_stored_attachment_quota(
+    *,
+    usage: AttachmentQuotaUsage,
+    limits: AttachmentLimits,
+    incoming_size: int,
+) -> None:
+    if usage.stored_count >= limits.max_per_session_count:
+        raise AttachmentQuotaExceeded(
+            quota="count",
+            limit=limits.max_per_session_count,
+        )
+    if usage.stored_bytes + incoming_size > limits.max_per_session_bytes:
+        raise AttachmentQuotaExceeded(
+            quota="bytes",
+            limit=limits.max_per_session_bytes,
+        )
+
+
+def enforce_attachment_quota(
+    *,
+    usage: AttachmentQuotaUsage,
+    limits: AttachmentLimits,
+    incoming_size: int,
+) -> None:
+    enforce_stored_attachment_quota(
+        usage=usage,
+        limits=limits,
+        incoming_size=incoming_size,
+    )
+    if usage.pending_count >= limits.max_pending_per_session:
+        raise AttachmentQuotaExceeded(
+            quota="pending",
+            limit=limits.max_pending_per_session,
+        )
diff --git a/api/oss/src/dbs/postgres/mounts/dao.py b/api/oss/src/dbs/postgres/mounts/dao.py
index 6bb8dd3b86..def3a61627 100644
--- a/api/oss/src/dbs/postgres/mounts/dao.py
+++ b/api/oss/src/dbs/postgres/mounts/dao.py
@@ -8,7 +8,12 @@
 
 from oss.src.core.mounts.dtos import Mount, MountCreate, MountEdit, MountQuery
 from oss.src.core.mounts.interfaces import MountsDAOInterface
-from oss.src.core.mounts.types import MountSlugConflict
+from oss.src.core.mounts.types import (
+    ATTACHMENTS_MOUNT_PURPOSE,
+    PROTECTED_MOUNT_SLUG_LIKE_ESCAPE,
+    MountSlugConflict,
+    protected_mount_slug_like_pattern,
+)
 from oss.src.core.shared.dtos import Windowing
 
 from oss.src.dbs.postgres.shared.engine import (
@@ -77,6 +82,8 @@ async def upsert_mount(
         # On re-bind (same project + slug), keep the original row/id and re-activate it:
         # touch the audit fields and clear any archive, so a re-attached session gets a
         # live mount on the same durable prefix. name/description/flags are left intact.
+        # `purpose` is server-owned and derived from the slug, so re-binding backfills it
+        # on rows minted before the column existed.
         stmt = stmt.on_conflict_do_update(
             constraint="uq_mounts_project_id_slug",
             set_={
@@ -84,6 +91,7 @@ async def upsert_mount(
                 "updated_by_id": user_id,
                 "deleted_at": None,
                 "deleted_by_id": None,
+                "purpose": stmt.excluded.purpose,
             },
         ).returning(MountDBE)
 
@@ -269,6 +277,15 @@ async def query_mounts(
             stmt = select(MountDBE).where(
                 MountDBE.project_id == project_id,
             )
+            # Same protected-mount policy as `is_protected_mount`, in SQL so the exclusion
+            # happens before the window's LIMIT rather than shortening the returned page.
+            stmt = stmt.where(
+                MountDBE.purpose.is_distinct_from(ATTACHMENTS_MOUNT_PURPOSE),
+                MountDBE.slug.not_like(
+                    protected_mount_slug_like_pattern(),
+                    escape=PROTECTED_MOUNT_SLUG_LIKE_ESCAPE,
+                ),
+            )
 
             if mount_query:
                 if not mount_query.include_archived:
diff --git a/api/oss/src/dbs/postgres/mounts/dbas.py b/api/oss/src/dbs/postgres/mounts/dbas.py
index 464c388514..1e9bc11cac 100644
--- a/api/oss/src/dbs/postgres/mounts/dbas.py
+++ b/api/oss/src/dbs/postgres/mounts/dbas.py
@@ -32,6 +32,11 @@ class MountDBA(
         nullable=True,
     )
 
+    purpose = Column(
+        String,
+        nullable=True,
+    )
+
     # agent_id is a bare column — not an FK. Populated only for agent mounts,
     # mirroring session_id (populated only for session mounts).
     agent_id = Column(
diff --git a/api/oss/src/dbs/postgres/mounts/mappings.py b/api/oss/src/dbs/postgres/mounts/mappings.py
index 529ed8899f..0560a2201a 100644
--- a/api/oss/src/dbs/postgres/mounts/mappings.py
+++ b/api/oss/src/dbs/postgres/mounts/mappings.py
@@ -39,6 +39,7 @@ def map_mount_dto_to_dbe_upsert(
         "slug": mount_create.slug,
         "session_id": mount_create.session_id,
         "agent_id": mount_create.agent_id,
+        "purpose": mount_create.purpose,
         "name": mount_create.name,
         "description": mount_create.description,
         "flags": mount_create.flags.model_dump(),
@@ -63,6 +64,7 @@ def map_mount_dto_to_dbe_create(
         slug=mount_create.slug,
         session_id=mount_create.session_id,
         agent_id=mount_create.agent_id,
+        purpose=mount_create.purpose,
         #
         name=mount_create.name,
         description=mount_create.description,
@@ -93,6 +95,7 @@ def map_mount_dbe_to_dto(
         slug=mount_dbe.slug,
         session_id=mount_dbe.session_id,
         agent_id=mount_dbe.agent_id,
+        purpose=mount_dbe.purpose,
         #
         name=mount_dbe.name,
         description=mount_dbe.description,
diff --git a/api/oss/src/dbs/postgres/sessions/attachments/__init__.py b/api/oss/src/dbs/postgres/sessions/attachments/__init__.py
new file mode 100644
index 0000000000..5a1fe1826c
--- /dev/null
+++ b/api/oss/src/dbs/postgres/sessions/attachments/__init__.py
@@ -0,0 +1,3 @@
+from oss.src.dbs.postgres.sessions.attachments.dao import SessionAttachmentsDAO
+
+__all__ = ["SessionAttachmentsDAO"]
diff --git a/api/oss/src/dbs/postgres/sessions/attachments/dao.py b/api/oss/src/dbs/postgres/sessions/attachments/dao.py
new file mode 100644
index 0000000000..dd01530fe3
--- /dev/null
+++ b/api/oss/src/dbs/postgres/sessions/attachments/dao.py
@@ -0,0 +1,498 @@
+from datetime import datetime, timezone
+from typing import List, Optional
+from uuid import UUID
+
+from sqlalchemy import delete, func, or_, select, text, tuple_
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentCreate,
+    AttachmentLimits,
+    AttachmentQuotaUsage,
+    AttachmentReferenceResult,
+    AttachmentReservation,
+    AttachmentReservationStatus,
+    AttachmentState,
+)
+from oss.src.core.sessions.attachments.interfaces import (
+    AttachmentOriginalDelete,
+    SessionAttachmentsDAOInterface,
+)
+from oss.src.core.sessions.attachments.types import (
+    enforce_attachment_quota,
+    enforce_stored_attachment_quota,
+)
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+from oss.src.dbs.postgres.sessions.attachments.mappings import (
+    map_attachment_create_to_dbe,
+    map_attachment_dbe_to_dto,
+    refresh_pending_takeover,
+)
+from oss.src.dbs.postgres.shared.engine import (
+    TransactionsEngine,
+    get_transactions_engine,
+)
+from oss.src.utils.logging import get_module_logger
+
+
+log = get_module_logger(__name__)
+
+
+class SessionAttachmentsDAO(SessionAttachmentsDAOInterface):
+    def __init__(self, engine: TransactionsEngine = None):
+        self.engine = engine or get_transactions_engine()
+
+    async def fetch_by_idempotency_key(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+    ) -> Optional[Attachment]:
+        async with self.engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE).where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.session_id == session_id,
+                    SessionAttachmentDBE.idempotency_key == idempotency_key,
+                )
+            )
+            attachment_dbe = result.scalar_one_or_none()
+        if attachment_dbe is None:
+            return None
+        return map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+
+    async def get_quota_usage(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+    ) -> AttachmentQuotaUsage:
+        async with self.engine.session() as session:
+            return await self._get_quota_usage(
+                session=session,
+                project_id=project_id,
+                session_id=session_id,
+            )
+
+    async def reserve_pending(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        attachment_create: AttachmentCreate,
+        limits: AttachmentLimits,
+        stale_before: datetime,
+    ) -> AttachmentReservation:
+        now = datetime.now(timezone.utc)
+        async with self.engine.session() as session:
+            await self._lock_session_scope(
+                session=session,
+                project_id=project_id,
+                session_id=attachment_create.session_id,
+            )
+            existing = await self._fetch_idempotency_locked(
+                session=session,
+                project_id=project_id,
+                session_id=attachment_create.session_id,
+                idempotency_key=attachment_create.idempotency_key,
+            )
+            if existing is not None:
+                reservation = self._existing_reservation(
+                    attachment_dbe=existing,
+                    attachment_create=attachment_create,
+                    user_id=user_id,
+                    now=now,
+                    stale_before=stale_before,
+                )
+                await session.commit()
+                await session.refresh(existing)
+                return reservation.model_copy(
+                    update={
+                        "attachment": map_attachment_dbe_to_dto(attachment_dbe=existing)
+                    }
+                )
+
+            usage = await self._get_quota_usage(
+                session=session,
+                project_id=project_id,
+                session_id=attachment_create.session_id,
+            )
+            enforce_attachment_quota(
+                usage=usage,
+                limits=limits,
+                incoming_size=attachment_create.size,
+            )
+            attachment_dbe = map_attachment_create_to_dbe(
+                project_id=project_id,
+                user_id=user_id,
+                attachment_create=attachment_create,
+            )
+            session.add(attachment_dbe)
+            await session.commit()
+            await session.refresh(attachment_dbe)
+            return AttachmentReservation(
+                attachment=map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe),
+                status=AttachmentReservationStatus.CREATED,
+            )
+
+    async def mark_ready(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+        limits: AttachmentLimits,
+    ) -> Optional[Attachment]:
+        async with self.engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE.session_id).where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.id == attachment_id,
+                )
+            )
+            session_id = result.scalar_one_or_none()
+            if session_id is None:
+                return None
+
+            await self._lock_session_scope(
+                session=session,
+                project_id=project_id,
+                session_id=session_id,
+            )
+            result = await session.execute(
+                select(SessionAttachmentDBE)
+                .where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.id == attachment_id,
+                    SessionAttachmentDBE.state == AttachmentState.PENDING.value,
+                )
+                .with_for_update()
+            )
+            attachment_dbe = result.scalar_one_or_none()
+            if attachment_dbe is None:
+                return None
+
+            usage = await self._get_quota_usage(
+                session=session,
+                project_id=project_id,
+                session_id=session_id,
+            )
+            # Quota enforcement lives here because the session advisory lock lives here.
+            enforce_stored_attachment_quota(
+                usage=usage,
+                limits=limits,
+                incoming_size=attachment_dbe.size,
+            )
+            attachment_dbe.state = AttachmentState.READY.value
+            attachment_dbe.updated_at = datetime.now(timezone.utc)
+            await session.commit()
+            await session.refresh(attachment_dbe)
+        return map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+
+    async def delete_pending(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+    ) -> bool:
+        async with self.engine.session() as session:
+            result = await session.execute(
+                delete(SessionAttachmentDBE)
+                .where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.id == attachment_id,
+                    SessionAttachmentDBE.state == AttachmentState.PENDING.value,
+                )
+                .returning(SessionAttachmentDBE.id)
+            )
+            deleted_id = result.scalar_one_or_none()
+            await session.commit()
+        return deleted_id is not None
+
+    async def fetch_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_id: UUID,
+    ) -> Optional[Attachment]:
+        async with self.engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE).where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.session_id == session_id,
+                    SessionAttachmentDBE.id == attachment_id,
+                    SessionAttachmentDBE.state == AttachmentState.READY.value,
+                )
+            )
+            attachment_dbe = result.scalar_one_or_none()
+        if attachment_dbe is None:
+            return None
+        return map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+
+    async def reference_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_ids: List[UUID],
+        referenced_at: datetime,
+    ) -> AttachmentReferenceResult:
+        ordered_ids = list(dict.fromkeys(attachment_ids))
+        if not ordered_ids:
+            return AttachmentReferenceResult()
+
+        async with self.engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE)
+                .where(
+                    SessionAttachmentDBE.project_id == project_id,
+                    SessionAttachmentDBE.session_id == session_id,
+                    SessionAttachmentDBE.id.in_(ordered_ids),
+                    SessionAttachmentDBE.state == AttachmentState.READY.value,
+                )
+                .with_for_update()
+            )
+            attachment_dbes = list(result.scalars().all())
+            resolved_ids = {attachment_dbe.id for attachment_dbe in attachment_dbes}
+            missing_ids = [
+                attachment_id
+                for attachment_id in ordered_ids
+                if attachment_id not in resolved_ids
+            ]
+            # The claim is all-or-nothing: leave every row untouched when one id is unresolved.
+            if missing_ids:
+                return AttachmentReferenceResult(missing_ids=missing_ids)
+
+            for attachment_dbe in attachment_dbes:
+                if attachment_dbe.referenced_at is None:
+                    attachment_dbe.referenced_at = referenced_at
+                    attachment_dbe.updated_at = referenced_at
+            await session.commit()
+            for attachment_dbe in attachment_dbes:
+                await session.refresh(attachment_dbe)
+
+        by_id = {
+            attachment_dbe.id: map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+            for attachment_dbe in attachment_dbes
+        }
+        return AttachmentReferenceResult(
+            attachments=[by_id[attachment_id] for attachment_id in ordered_ids]
+        )
+
+    async def reap_stale_pending(
+        self,
+        *,
+        older_than: datetime,
+        delete_original: AttachmentOriginalDelete,
+        limit: int = 100,
+    ) -> List[Attachment]:
+        return await self._delete_stale(
+            state=AttachmentState.PENDING,
+            older_than=older_than,
+            delete_original=delete_original,
+            limit=limit,
+        )
+
+    async def sweep_unreferenced_ready(
+        self,
+        *,
+        older_than: datetime,
+        delete_original: AttachmentOriginalDelete,
+        limit: int = 100,
+    ) -> List[Attachment]:
+        return await self._delete_stale(
+            state=AttachmentState.READY,
+            older_than=older_than,
+            delete_original=delete_original,
+            limit=limit,
+        )
+
+    @staticmethod
+    async def _lock_session_scope(
+        *,
+        session: AsyncSession,
+        project_id: UUID,
+        session_id: str,
+    ) -> None:
+        await session.execute(
+            text(
+                "SELECT pg_advisory_xact_lock(hashtextextended(:attachment_scope, 0))"
+            ),
+            {"attachment_scope": (f"session-attachments:{project_id}:{session_id}")},
+        )
+
+    @staticmethod
+    async def _get_quota_usage(
+        *,
+        session: AsyncSession,
+        project_id: UUID,
+        session_id: str,
+    ) -> AttachmentQuotaUsage:
+        stored = await session.execute(
+            select(
+                func.count(SessionAttachmentDBE.id),
+                func.coalesce(func.sum(SessionAttachmentDBE.size), 0),
+            ).where(
+                SessionAttachmentDBE.project_id == project_id,
+                SessionAttachmentDBE.session_id == session_id,
+                or_(
+                    SessionAttachmentDBE.state == AttachmentState.READY.value,
+                    SessionAttachmentDBE.referenced_at.is_not(None),
+                ),
+            )
+        )
+        stored_count, stored_bytes = stored.one()
+        pending = await session.execute(
+            select(func.count(SessionAttachmentDBE.id)).where(
+                SessionAttachmentDBE.project_id == project_id,
+                SessionAttachmentDBE.session_id == session_id,
+                SessionAttachmentDBE.state == AttachmentState.PENDING.value,
+            )
+        )
+        return AttachmentQuotaUsage(
+            stored_count=stored_count,
+            stored_bytes=stored_bytes,
+            pending_count=pending.scalar_one(),
+        )
+
+    @staticmethod
+    async def _fetch_idempotency_locked(
+        *,
+        session: AsyncSession,
+        project_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+    ) -> Optional[SessionAttachmentDBE]:
+        result = await session.execute(
+            select(SessionAttachmentDBE)
+            .where(
+                SessionAttachmentDBE.project_id == project_id,
+                SessionAttachmentDBE.session_id == session_id,
+                SessionAttachmentDBE.idempotency_key == idempotency_key,
+            )
+            .with_for_update()
+        )
+        return result.scalar_one_or_none()
+
+    @staticmethod
+    def _existing_reservation(
+        *,
+        attachment_dbe: SessionAttachmentDBE,
+        attachment_create: AttachmentCreate,
+        user_id: UUID,
+        now: datetime,
+        stale_before: datetime,
+    ) -> AttachmentReservation:
+        attachment = map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+        if not SessionAttachmentsDAO._same_upload(
+            attachment=attachment,
+            attachment_create=attachment_create,
+        ):
+            status = AttachmentReservationStatus.CONFLICT
+        elif attachment.state == AttachmentState.READY:
+            status = AttachmentReservationStatus.READY
+        elif attachment.state == AttachmentState.DELETING:
+            status = AttachmentReservationStatus.IN_FLIGHT
+        elif attachment.created_at is None or attachment.created_at >= stale_before:
+            status = AttachmentReservationStatus.IN_FLIGHT
+        else:
+            refresh_pending_takeover(
+                attachment_dbe=attachment_dbe,
+                user_id=user_id,
+                now=now,
+            )
+            status = AttachmentReservationStatus.TAKEN_OVER
+        return AttachmentReservation(attachment=attachment, status=status)
+
+    @staticmethod
+    def _same_upload(
+        *,
+        attachment: Attachment,
+        attachment_create: AttachmentCreate,
+    ) -> bool:
+        return (
+            attachment.filename == attachment_create.filename
+            and attachment.media_type == attachment_create.media_type
+            and attachment.size == attachment_create.size
+            and attachment.content_digest == attachment_create.content_digest
+        )
+
+    async def _delete_stale(
+        self,
+        *,
+        state: AttachmentState,
+        older_than: datetime,
+        delete_original: AttachmentOriginalDelete,
+        limit: int,
+    ) -> List[Attachment]:
+        now = datetime.now(timezone.utc)
+        async with self.engine.session() as session:
+            states = [state.value]
+            if state == AttachmentState.PENDING:
+                states.append(AttachmentState.DELETING.value)
+            conditions = [
+                SessionAttachmentDBE.state.in_(states),
+                SessionAttachmentDBE.created_at < older_than,
+            ]
+            if state == AttachmentState.READY:
+                conditions.append(SessionAttachmentDBE.referenced_at.is_(None))
+            result = await session.execute(
+                select(SessionAttachmentDBE)
+                .where(*conditions)
+                .order_by(SessionAttachmentDBE.created_at.asc())
+                .limit(limit)
+                .with_for_update(skip_locked=True)
+            )
+            attachment_dbes = list(result.scalars().all())
+            candidates: List[Attachment] = []
+            for attachment_dbe in attachment_dbes:
+                candidates.append(
+                    map_attachment_dbe_to_dto(attachment_dbe=attachment_dbe)
+                )
+                # Tombstoning first makes claims fail closed; failed object deletes stay retryable.
+                attachment_dbe.state = AttachmentState.DELETING.value
+                attachment_dbe.updated_at = now
+            await session.commit()
+
+        cleaned: List[Attachment] = []
+        for attachment in candidates:
+            try:
+                await delete_original(attachment)
+            except Exception:
+                log.error(
+                    "attachment_sweep: object deletion failed for %s",
+                    attachment.id,
+                    exc_info=True,
+                )
+            else:
+                cleaned.append(attachment)
+
+        if not cleaned:
+            return []
+
+        coordinates = [(attachment.project_id, attachment.id) for attachment in cleaned]
+        async with self.engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE)
+                .where(
+                    tuple_(
+                        SessionAttachmentDBE.project_id,
+                        SessionAttachmentDBE.id,
+                    ).in_(coordinates),
+                    SessionAttachmentDBE.state == AttachmentState.DELETING.value,
+                )
+                .with_for_update(skip_locked=True)
+            )
+            deleted_coordinates = set()
+            for attachment_dbe in result.scalars().all():
+                deleted_coordinates.add((attachment_dbe.project_id, attachment_dbe.id))
+                await session.delete(attachment_dbe)
+            await session.commit()
+
+        return [
+            attachment
+            for attachment in cleaned
+            if (attachment.project_id, attachment.id) in deleted_coordinates
+        ]
diff --git a/api/oss/src/dbs/postgres/sessions/attachments/dbas.py b/api/oss/src/dbs/postgres/sessions/attachments/dbas.py
new file mode 100644
index 0000000000..1442f06672
--- /dev/null
+++ b/api/oss/src/dbs/postgres/sessions/attachments/dbas.py
@@ -0,0 +1,27 @@
+from sqlalchemy import BigInteger, Column, String, TIMESTAMP, UUID
+
+from oss.src.dbs.postgres.shared.dbas import (
+    IdentifierDBA,
+    LifecycleDBA,
+    ProjectScopeDBA,
+)
+
+
+class SessionAttachmentDBA(
+    ProjectScopeDBA,
+    LifecycleDBA,
+    IdentifierDBA,
+):
+    __abstract__ = True
+
+    session_id = Column(String, nullable=False)
+    mount_id = Column(UUID(as_uuid=True), nullable=False)
+    path = Column(String, nullable=False)
+    filename = Column(String, nullable=False)
+    media_type = Column(String, nullable=False)
+    size = Column(BigInteger, nullable=False)
+    kind = Column(String, nullable=False)
+    state = Column(String, nullable=False)
+    idempotency_key = Column(String, nullable=False)
+    content_digest = Column(String, nullable=False)
+    referenced_at = Column(TIMESTAMP(timezone=True), nullable=True)
diff --git a/api/oss/src/dbs/postgres/sessions/attachments/dbes.py b/api/oss/src/dbs/postgres/sessions/attachments/dbes.py
new file mode 100644
index 0000000000..0d8dcb29ff
--- /dev/null
+++ b/api/oss/src/dbs/postgres/sessions/attachments/dbes.py
@@ -0,0 +1,64 @@
+from sqlalchemy import (
+    CheckConstraint,
+    ForeignKeyConstraint,
+    Index,
+    PrimaryKeyConstraint,
+    UniqueConstraint,
+    text,
+)
+
+from oss.src.dbs.postgres.sessions.attachments.dbas import SessionAttachmentDBA
+from oss.src.dbs.postgres.shared.base import Base
+
+
+class SessionAttachmentDBE(Base, SessionAttachmentDBA):
+    __tablename__ = "session_attachments"
+
+    __table_args__ = (
+        ForeignKeyConstraint(
+            ["project_id"],
+            ["projects.id"],
+            ondelete="CASCADE",
+        ),
+        ForeignKeyConstraint(
+            ["project_id", "mount_id"],
+            ["mounts.project_id", "mounts.id"],
+            ondelete="CASCADE",
+        ),
+        PrimaryKeyConstraint("project_id", "id"),
+        UniqueConstraint(
+            "project_id",
+            "session_id",
+            "idempotency_key",
+            name="uq_session_attachments_idempotency",
+        ),
+        CheckConstraint(
+            "state IN ('pending', 'ready', 'deleting')",
+            name="ck_session_attachments_state",
+        ),
+        CheckConstraint(
+            "kind IN ('image', 'audio', 'document', 'other')",
+            name="ck_session_attachments_kind",
+        ),
+        Index(
+            "ix_session_attachments_session_state",
+            "project_id",
+            "session_id",
+            "state",
+        ),
+        Index(
+            "ix_session_attachments_project_mount",
+            "project_id",
+            "mount_id",
+        ),
+        Index(
+            "ix_session_attachments_pending_created",
+            "created_at",
+            postgresql_where=text("state IN ('pending', 'deleting')"),
+        ),
+        Index(
+            "ix_session_attachments_ready_unreferenced",
+            "created_at",
+            postgresql_where=text("state = 'ready' AND referenced_at IS NULL"),
+        ),
+    )
diff --git a/api/oss/src/dbs/postgres/sessions/attachments/mappings.py b/api/oss/src/dbs/postgres/sessions/attachments/mappings.py
new file mode 100644
index 0000000000..e8c29a2ca3
--- /dev/null
+++ b/api/oss/src/dbs/postgres/sessions/attachments/mappings.py
@@ -0,0 +1,71 @@
+from datetime import datetime
+from uuid import UUID
+
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentCreate,
+    AttachmentKind,
+    AttachmentState,
+)
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+
+
+def map_attachment_create_to_dbe(
+    *,
+    project_id: UUID,
+    user_id: UUID,
+    attachment_create: AttachmentCreate,
+) -> SessionAttachmentDBE:
+    return SessionAttachmentDBE(
+        id=attachment_create.id,
+        project_id=project_id,
+        created_by_id=user_id,
+        session_id=attachment_create.session_id,
+        mount_id=attachment_create.mount_id,
+        path=attachment_create.path,
+        filename=attachment_create.filename,
+        media_type=attachment_create.media_type,
+        size=attachment_create.size,
+        kind=attachment_create.kind.value,
+        state=AttachmentState.PENDING.value,
+        idempotency_key=attachment_create.idempotency_key,
+        content_digest=attachment_create.content_digest,
+    )
+
+
+def map_attachment_dbe_to_dto(
+    *,
+    attachment_dbe: SessionAttachmentDBE,
+) -> Attachment:
+    return Attachment(
+        id=attachment_dbe.id,
+        created_at=attachment_dbe.created_at,
+        updated_at=attachment_dbe.updated_at,
+        deleted_at=attachment_dbe.deleted_at,
+        created_by_id=attachment_dbe.created_by_id,
+        updated_by_id=attachment_dbe.updated_by_id,
+        deleted_by_id=attachment_dbe.deleted_by_id,
+        project_id=attachment_dbe.project_id,
+        session_id=attachment_dbe.session_id,
+        mount_id=attachment_dbe.mount_id,
+        path=attachment_dbe.path,
+        filename=attachment_dbe.filename,
+        media_type=attachment_dbe.media_type,
+        size=attachment_dbe.size,
+        kind=AttachmentKind(attachment_dbe.kind),
+        state=AttachmentState(attachment_dbe.state),
+        idempotency_key=attachment_dbe.idempotency_key,
+        content_digest=attachment_dbe.content_digest,
+        referenced_at=attachment_dbe.referenced_at,
+    )
+
+
+def refresh_pending_takeover(
+    *,
+    attachment_dbe: SessionAttachmentDBE,
+    user_id: UUID,
+    now: datetime,
+) -> None:
+    attachment_dbe.created_at = now
+    attachment_dbe.updated_at = now
+    attachment_dbe.updated_by_id = user_id
diff --git a/api/oss/src/tasks/asyncio/sessions/attachment_sweep.py b/api/oss/src/tasks/asyncio/sessions/attachment_sweep.py
new file mode 100644
index 0000000000..9934855321
--- /dev/null
+++ b/api/oss/src/tasks/asyncio/sessions/attachment_sweep.py
@@ -0,0 +1,154 @@
+import asyncio
+from datetime import datetime, timedelta, timezone
+from uuid import uuid4
+
+from oss.src.core.sessions.attachments.dtos import Attachment
+from oss.src.core.sessions.attachments.interfaces import (
+    AttachmentOriginalStore,
+    SessionAttachmentsDAOInterface,
+)
+from oss.src.dbs.redis.shared.engine import LockEngine
+from oss.src.utils.logging import get_module_logger
+
+log = get_module_logger(__name__)
+
+_ATTACHMENT_SWEEP_LOCK_KEY = "locks:sessions:attachment-sweep"
+_ATTACHMENT_SWEEP_BATCH_SIZE = 100
+_RELEASE_IF_OWNER_LUA = """
+if redis.call('get', KEYS[1]) == ARGV[1] then
+    return redis.call('del', KEYS[1])
+end
+return 0
+"""
+_RENEW_IF_OWNER_LUA = """
+if redis.call('get', KEYS[1]) == ARGV[1] then
+    return redis.call('expire', KEYS[1], ARGV[2])
+end
+return 0
+"""
+
+
+async def _release_lock(
+    *,
+    lock_engine: LockEngine,
+    owner: bytes,
+) -> None:
+    await lock_engine.eval(
+        _RELEASE_IF_OWNER_LUA,
+        1,
+        _ATTACHMENT_SWEEP_LOCK_KEY.encode(),
+        owner,
+    )
+
+
+async def _renew_lock(
+    *,
+    lock_engine: LockEngine,
+    owner: bytes,
+    lease_ttl_seconds: int,
+) -> bool:
+    result = await lock_engine.eval(
+        _RENEW_IF_OWNER_LUA,
+        1,
+        _ATTACHMENT_SWEEP_LOCK_KEY.encode(),
+        owner,
+        lease_ttl_seconds,
+    )
+    return result == 1
+
+
+async def run_attachment_sweep(
+    *,
+    attachments_dao: SessionAttachmentsDAOInterface,
+    original_store: AttachmentOriginalStore,
+    lock_engine: LockEngine,
+    pending_ttl_seconds: int,
+    unreferenced_ttl_seconds: int,
+    sweep_interval_seconds: int,
+) -> None:
+    owner = uuid4().hex.encode()
+    lease_ttl_seconds = max(sweep_interval_seconds * 2, 300)
+    acquired = await lock_engine.set(
+        _ATTACHMENT_SWEEP_LOCK_KEY,
+        owner,
+        nx=True,
+        ex=lease_ttl_seconds,
+    )
+    if not acquired:
+        return
+
+    async def delete_original(attachment: Attachment) -> None:
+        await original_store.delete_attachment_original(
+            project_id=attachment.project_id,
+            mount_id=attachment.mount_id,
+            path=attachment.path,
+        )
+
+    try:
+        now = datetime.now(timezone.utc)
+        while True:
+            reaped = await attachments_dao.reap_stale_pending(
+                older_than=now - timedelta(seconds=pending_ttl_seconds),
+                delete_original=delete_original,
+                limit=_ATTACHMENT_SWEEP_BATCH_SIZE,
+            )
+            if len(reaped) < _ATTACHMENT_SWEEP_BATCH_SIZE:
+                break
+            if not await _renew_lock(
+                lock_engine=lock_engine,
+                owner=owner,
+                lease_ttl_seconds=lease_ttl_seconds,
+            ):
+                return
+        while True:
+            swept = await attachments_dao.sweep_unreferenced_ready(
+                older_than=now - timedelta(seconds=unreferenced_ttl_seconds),
+                delete_original=delete_original,
+                limit=_ATTACHMENT_SWEEP_BATCH_SIZE,
+            )
+            if len(swept) < _ATTACHMENT_SWEEP_BATCH_SIZE:
+                break
+            if not await _renew_lock(
+                lock_engine=lock_engine,
+                owner=owner,
+                lease_ttl_seconds=lease_ttl_seconds,
+            ):
+                return
+    finally:
+        await asyncio.shield(
+            _release_lock(
+                lock_engine=lock_engine,
+                owner=owner,
+            )
+        )
+
+
+async def attachment_sweep_loop(
+    *,
+    attachments_dao: SessionAttachmentsDAOInterface,
+    original_store: AttachmentOriginalStore,
+    lock_engine: LockEngine,
+    pending_ttl_seconds: int,
+    unreferenced_ttl_seconds: int,
+    sweep_interval_seconds: int,
+) -> None:
+    while True:
+        try:
+            await run_attachment_sweep(
+                attachments_dao=attachments_dao,
+                original_store=original_store,
+                lock_engine=lock_engine,
+                pending_ttl_seconds=pending_ttl_seconds,
+                unreferenced_ttl_seconds=unreferenced_ttl_seconds,
+                sweep_interval_seconds=sweep_interval_seconds,
+            )
+        except asyncio.CancelledError:
+            raise
+        except Exception as error:
+            log.error(
+                "attachment_sweep: error during sweep pass: %s",
+                error,
+                exc_info=True,
+            )
+        # Floored: a zero or negative interval would turn the loop into a hot spin.
+        await asyncio.sleep(max(sweep_interval_seconds, 1))
diff --git a/api/oss/src/utils/env.py b/api/oss/src/utils/env.py
index c62ec09b74..397404d032 100644
--- a/api/oss/src/utils/env.py
+++ b/api/oss/src/utils/env.py
@@ -504,9 +504,45 @@ class SessionsRecordsConfig(BaseModel):
     model_config = ConfigDict(extra="ignore")
 
 
+class SessionAttachmentsConfig(BaseModel):
+    max_image_bytes: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_IMAGE_BYTES") or 10_485_760
+    )
+    max_audio_bytes: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_AUDIO_BYTES") or 15_728_640
+    )
+    max_document_bytes: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_DOCUMENT_BYTES") or 10_485_760
+    )
+    max_other_bytes: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_OTHER_BYTES") or 10_485_760
+    )
+    max_per_session_count: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_PER_SESSION_COUNT") or 1000
+    )
+    max_per_session_bytes: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_PER_SESSION_BYTES") or 268_435_456
+    )
+    max_pending_per_session: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_MAX_PENDING_PER_SESSION") or 20
+    )
+    pending_ttl_seconds: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_PENDING_TTL_SECONDS") or 900
+    )
+    unreferenced_ttl_seconds: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_UNREFERENCED_TTL_SECONDS") or 86_400
+    )
+    sweep_interval_seconds: int = int(
+        os.getenv("AGENTA_ATTACHMENTS_SWEEP_INTERVAL_SECONDS") or 3_600
+    )
+
+    model_config = ConfigDict(extra="ignore")
+
+
 class SessionsConfig(BaseModel):
     """Agenta sessions sub-namespace."""
 
+    attachments: SessionAttachmentsConfig = SessionAttachmentsConfig()
     records: SessionsRecordsConfig = SessionsRecordsConfig()
 
     model_config = ConfigDict(extra="ignore")
diff --git a/api/oss/tests/pytest/acceptance/mounts/test_attachments_mount_hidden.py b/api/oss/tests/pytest/acceptance/mounts/test_attachments_mount_hidden.py
new file mode 100644
index 0000000000..4db863f1d9
--- /dev/null
+++ b/api/oss/tests/pytest/acceptance/mounts/test_attachments_mount_hidden.py
@@ -0,0 +1,131 @@
+import asyncio
+from uuid import UUID, uuid4
+
+from sqlalchemy import select
+
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+from oss.src.dbs.postgres.shared.engine import TransactionsEngine
+from oss.tests.pytest.utils.mounts import skip_if_mount_storage_unavailable
+
+_PNG = b"\x89PNG\r\n\x1a\n" + b"hidden-mount"
+
+
+def _create_attachment(authed_api, session_id):
+    response = authed_api(
+        "POST",
+        "/sessions/attachments",
+        params={"session_id": session_id},
+        data={"idempotency_key": uuid4().hex},
+        files={"file": ("image.png", _PNG, "image/png")},
+    )
+    skip_if_mount_storage_unavailable(response)
+    assert response.status_code == 200, response.text
+    return response.json()["attachment"]["attachment_id"]
+
+
+async def _mount_id(attachment_id):
+    engine = TransactionsEngine()
+    try:
+        async with engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE.mount_id).where(
+                    SessionAttachmentDBE.id == UUID(attachment_id)
+                )
+            )
+            return str(result.scalar_one())
+    finally:
+        await engine.close()
+
+
+class TestAttachmentsMountHidden:
+    def test_mount_is_absent_from_generic_and_session_reads(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        attachment_id = _create_attachment(authed_api, session_id)
+        mount_id = asyncio.run(_mount_id(attachment_id))
+
+        fetched = authed_api("GET", f"/mounts/{mount_id}")
+        assert fetched.status_code == 404, fetched.text
+
+        queried = authed_api("POST", "/mounts/query", json={})
+        assert queried.status_code == 200, queried.text
+        assert mount_id not in {mount["id"] for mount in queried.json()["mounts"]}
+
+        session_fetched = authed_api(
+            "GET",
+            "/sessions/mounts/",
+            params={"session_id": session_id},
+        )
+        assert session_fetched.status_code == 200, session_fetched.text
+        assert mount_id not in {
+            mount["id"] for mount in session_fetched.json()["mounts"]
+        }
+
+        session_queried = authed_api(
+            "POST",
+            "/sessions/mounts/query",
+            params={"session_id": session_id},
+            json={},
+        )
+        assert session_queried.status_code == 200, session_queried.text
+        assert mount_id not in {
+            mount["id"] for mount in session_queried.json()["mounts"]
+        }
+
+    def test_every_generic_mutation_and_file_route_returns_404(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        attachment_id = _create_attachment(authed_api, session_id)
+        mount_id = asyncio.run(_mount_id(attachment_id))
+        path = f"{attachment_id}/image.png"
+
+        requests = [
+            (
+                "PUT",
+                f"/mounts/{mount_id}",
+                {"json": {"mount": {"id": mount_id, "name": "changed"}}},
+            ),
+            ("POST", f"/mounts/{mount_id}/sign", {}),
+            (
+                "POST",
+                "/mounts/files/export",
+                {"json": {"mounts": [{"mount_id": mount_id}]}},
+            ),
+            ("POST", f"/mounts/{mount_id}/archive", {}),
+            ("POST", f"/mounts/{mount_id}/unarchive", {}),
+            (
+                "POST",
+                f"/mounts/{mount_id}/files/folder",
+                {"params": {"path": "folder"}},
+            ),
+            (
+                "POST",
+                f"/mounts/{mount_id}/files/upload",
+                {"files": {"file": ("other.bin", b"other")}},
+            ),
+            (
+                "GET",
+                f"/mounts/{mount_id}/files/download",
+                {"params": {"path": path}},
+            ),
+            ("GET", f"/mounts/{mount_id}/files", {}),
+            (
+                "GET",
+                f"/mounts/{mount_id}/files",
+                {"params": {"read": path}},
+            ),
+            (
+                "PUT",
+                f"/mounts/{mount_id}/files",
+                {"params": {"path": path}, "data": b"changed"},
+            ),
+            (
+                "DELETE",
+                f"/mounts/{mount_id}/files",
+                {"params": {"path": path}},
+            ),
+        ]
+
+        for method, endpoint, kwargs in requests:
+            response = authed_api(method, endpoint, **kwargs)
+            assert response.status_code == 404, (
+                f"{method} {endpoint}: {response.status_code} {response.text}"
+            )
diff --git a/api/oss/tests/pytest/acceptance/sessions/test_session_attachment_teardown.py b/api/oss/tests/pytest/acceptance/sessions/test_session_attachment_teardown.py
new file mode 100644
index 0000000000..eeb417455e
--- /dev/null
+++ b/api/oss/tests/pytest/acceptance/sessions/test_session_attachment_teardown.py
@@ -0,0 +1,126 @@
+import asyncio
+from uuid import UUID, uuid4
+
+import pytest
+from sqlalchemy import select
+
+from oss.src.core.mounts.dtos import Mount
+from oss.src.core.mounts.service import MountsService
+from oss.src.core.mounts.types import MountFileNotFound
+from oss.src.core.store.storage import ObjectStore
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+from oss.src.dbs.postgres.shared.engine import TransactionsEngine
+from oss.src.utils.env import env
+from oss.tests.pytest.utils.mounts import skip_if_mount_storage_unavailable
+
+_PNG = b"\x89PNG\r\n\x1a\n" + b"teardown"
+
+
+def _create_session(authed_api, session_id):
+    response = authed_api(
+        "PUT",
+        "/sessions/streams/header",
+        params={"session_id": session_id},
+        json={"name": "Attachment teardown"},
+    )
+    assert response.status_code == 200, response.text
+
+
+def _upload(authed_api, session_id):
+    response = authed_api(
+        "POST",
+        "/sessions/attachments",
+        params={"session_id": session_id},
+        data={"idempotency_key": uuid4().hex},
+        files={"file": ("image.png", _PNG, "image/png")},
+    )
+    skip_if_mount_storage_unavailable(response)
+    assert response.status_code == 200, response.text
+    return response.json()["attachment"]["attachment_id"]
+
+
+async def _coordinates(attachment_id):
+    engine = TransactionsEngine()
+    try:
+        async with engine.session() as session:
+            result = await session.execute(
+                select(
+                    SessionAttachmentDBE.project_id,
+                    SessionAttachmentDBE.mount_id,
+                    SessionAttachmentDBE.path,
+                ).where(SessionAttachmentDBE.id == UUID(attachment_id))
+            )
+            return result.one()
+    finally:
+        await engine.close()
+
+
+def _storage_key(coordinates):
+    """Derive the object key through the service so a key-construction bug fails here too."""
+    project_id, mount_id, path = coordinates
+    service = MountsService(mounts_dao=None, namespace=env.store.namespace)
+    return service._storage_key(
+        project_id=project_id,
+        mount=Mount(id=mount_id, project_id=project_id, slug=str(mount_id)),
+        path=path,
+    )
+
+
+async def _read_original(coordinates):
+    key = _storage_key(coordinates)
+    store = ObjectStore(
+        endpoint_url=env.store.endpoint_url,
+        access_key=env.store.access_key,
+        secret_key=env.store.secret_key,
+        region=env.store.region,
+        sts_endpoint_url=env.store.sts_endpoint_url,
+        signing_key=env.store.signing_key,
+    )
+    return await store.get_object(bucket=env.store.bucket, key=key)
+
+
+class TestSessionAttachmentTeardown:
+    def test_delete_removes_attachment_row_and_original(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        _create_session(authed_api, session_id)
+        attachment_id = _upload(authed_api, session_id)
+        coordinates = asyncio.run(_coordinates(attachment_id))
+        assert asyncio.run(_read_original(coordinates)) == _PNG
+
+        deleted = authed_api(
+            "DELETE",
+            "/sessions/",
+            params={"session_id": session_id},
+        )
+        assert deleted.status_code == 200, deleted.text
+
+        content = authed_api(
+            "GET",
+            f"/sessions/attachments/{attachment_id}/content",
+            params={"session_id": session_id},
+        )
+        assert content.status_code == 404, content.text
+        with pytest.raises(MountFileNotFound):
+            asyncio.run(_read_original(coordinates))
+
+    def test_archive_keeps_attachment_original(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        _create_session(authed_api, session_id)
+        attachment_id = _upload(authed_api, session_id)
+        coordinates = asyncio.run(_coordinates(attachment_id))
+
+        archived = authed_api(
+            "POST",
+            "/sessions/archive",
+            params={"session_id": session_id},
+        )
+        assert archived.status_code == 200, archived.text
+
+        content = authed_api(
+            "GET",
+            f"/sessions/attachments/{attachment_id}/content",
+            params={"session_id": session_id},
+        )
+        assert content.status_code == 200, content.text
+        assert content.content == _PNG
+        assert asyncio.run(_read_original(coordinates)) == _PNG
diff --git a/api/oss/tests/pytest/acceptance/sessions/test_session_attachments.py b/api/oss/tests/pytest/acceptance/sessions/test_session_attachments.py
new file mode 100644
index 0000000000..fb4e822130
--- /dev/null
+++ b/api/oss/tests/pytest/acceptance/sessions/test_session_attachments.py
@@ -0,0 +1,171 @@
+import asyncio
+from uuid import UUID, uuid4
+
+from sqlalchemy import select
+
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+from oss.src.dbs.postgres.shared.engine import TransactionsEngine
+from oss.tests.pytest.utils.mounts import skip_if_mount_storage_unavailable
+
+_PNG = b"\x89PNG\r\n\x1a\n" + b"attachment-content"
+_AUDIO_CAP_BYTES = 15 * 1024 * 1024
+
+
+def _wav_bytes(size):
+    data_size = size - 44
+    header = (
+        b"RIFF"
+        + (size - 8).to_bytes(4, "little")
+        + b"WAVEfmt "
+        + (16).to_bytes(4, "little")
+        + (1).to_bytes(2, "little")
+        + (1).to_bytes(2, "little")
+        + (8_000).to_bytes(4, "little")
+        + (8_000).to_bytes(4, "little")
+        + (1).to_bytes(2, "little")
+        + (8).to_bytes(2, "little")
+        + b"data"
+        + data_size.to_bytes(4, "little")
+    )
+    return header + bytes(data_size)
+
+
+def _upload(
+    authed_api,
+    *,
+    session_id,
+    data=_PNG,
+    filename="image.png",
+    media_type="image/png",
+):
+    response = authed_api(
+        "POST",
+        "/sessions/attachments",
+        params={"session_id": session_id},
+        data={"idempotency_key": uuid4().hex},
+        files={"file": (filename, data, media_type)},
+    )
+    skip_if_mount_storage_unavailable(response)
+    return response
+
+
+async def _referenced_at(attachment_id):
+    engine = TransactionsEngine()
+    try:
+        async with engine.session() as session:
+            result = await session.execute(
+                select(SessionAttachmentDBE.referenced_at).where(
+                    SessionAttachmentDBE.id == UUID(attachment_id)
+                )
+            )
+            return result.scalar_one()
+    finally:
+        await engine.close()
+
+
+class TestSessionAttachments:
+    def test_create_and_download_verified_content(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        created = _upload(
+            authed_api,
+            session_id=session_id,
+            media_type="text/plain",
+        )
+        assert created.status_code == 200, created.text
+
+        body = created.json()
+        assert body["count"] == 1
+        assert set(body["attachment"]) == {
+            "attachment_id",
+            "filename",
+            "media_type",
+            "size",
+            "created_at",
+        }
+        assert body["attachment"]["media_type"] == "image/png"
+        assert body["attachment"]["size"] == len(_PNG)
+
+        attachment_id = body["attachment"]["attachment_id"]
+        downloaded = authed_api(
+            "GET",
+            f"/sessions/attachments/{attachment_id}/content",
+            params={"session_id": session_id},
+        )
+        assert downloaded.status_code == 200, downloaded.text
+        assert downloaded.content == _PNG
+        assert downloaded.headers["Content-Type"].startswith("image/png")
+        assert downloaded.headers["X-Content-Type-Options"] == "nosniff"
+        assert asyncio.run(_referenced_at(attachment_id)) is None
+
+    def test_content_hides_missing_and_foreign_attachments(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        created = _upload(authed_api, session_id=session_id)
+        assert created.status_code == 200, created.text
+        attachment_id = created.json()["attachment"]["attachment_id"]
+
+        foreign = authed_api(
+            "GET",
+            f"/sessions/attachments/{attachment_id}/content",
+            params={"session_id": f"session-{uuid4().hex}"},
+        )
+        assert foreign.status_code == 404, foreign.text
+        assert session_id not in foreign.text
+
+        missing = authed_api(
+            "GET",
+            f"/sessions/attachments/{uuid4()}/content",
+            params={"session_id": session_id},
+        )
+        assert missing.status_code == 404, missing.text
+
+    def test_over_kind_cap_returns_structured_413(self, authed_api):
+        response = _upload(
+            authed_api,
+            session_id=f"session-{uuid4().hex}",
+            data=b"\x89PNG\r\n\x1a\n" + b"x" * (10 * 1024 * 1024),
+        )
+        assert response.status_code == 413, response.text
+        assert "detail" in response.json()
+
+    def test_exact_audio_cap_succeeds(self, authed_api):
+        response = _upload(
+            authed_api,
+            session_id=f"session-{uuid4().hex}",
+            data=_wav_bytes(_AUDIO_CAP_BYTES),
+            filename="audio.wav",
+            media_type="application/octet-stream",
+        )
+        assert response.status_code == 200, response.text
+        attachment = response.json()["attachment"]
+        assert attachment["media_type"].startswith("audio/")
+        assert attachment["size"] == _AUDIO_CAP_BYTES
+
+    def test_reference_claims_and_rejects_foreign_attachment(self, authed_api):
+        session_id = f"session-{uuid4().hex}"
+        created = _upload(authed_api, session_id=session_id)
+        assert created.status_code == 200, created.text
+        attachment_id = created.json()["attachment"]["attachment_id"]
+        assert asyncio.run(_referenced_at(attachment_id)) is None
+
+        claimed = authed_api(
+            "POST",
+            "/sessions/attachments/reference",
+            json={
+                "session_id": session_id,
+                "attachment_ids": [attachment_id],
+            },
+        )
+        assert claimed.status_code == 200, claimed.text
+        assert claimed.json()["count"] == 1
+        assert claimed.json()["attachments"][0]["attachment_id"] == attachment_id
+        assert asyncio.run(_referenced_at(attachment_id)) is not None
+
+        foreign = authed_api(
+            "POST",
+            "/sessions/attachments/reference",
+            json={
+                "session_id": f"session-{uuid4().hex}",
+                "attachment_ids": [attachment_id],
+            },
+        )
+        assert foreign.status_code == 404, foreign.text
diff --git a/api/oss/tests/pytest/unit/mounts/test_agent_mounts.py b/api/oss/tests/pytest/unit/mounts/test_agent_mounts.py
index dec278f996..57527e77cb 100644
--- a/api/oss/tests/pytest/unit/mounts/test_agent_mounts.py
+++ b/api/oss/tests/pytest/unit/mounts/test_agent_mounts.py
@@ -29,6 +29,16 @@ async def upsert_mount(self, *, project_id, user_id, mount_create):
             )
         return self.mounts[key]
 
+    async def fetch_mount(self, *, project_id, mount_id):
+        return next(
+            (
+                mount
+                for (mount_project_id, _), mount in self.mounts.items()
+                if mount_project_id == project_id and mount.id == mount_id
+            ),
+            None,
+        )
+
     async def fetch_mount_by_slug(self, *, project_id, slug):
         self.fetch_by_slug_calls += 1
         mount = self.mounts.get((project_id, slug))
diff --git a/api/oss/tests/pytest/unit/mounts/test_protected_mount_policy.py b/api/oss/tests/pytest/unit/mounts/test_protected_mount_policy.py
new file mode 100644
index 0000000000..3dc7b24aca
--- /dev/null
+++ b/api/oss/tests/pytest/unit/mounts/test_protected_mount_policy.py
@@ -0,0 +1,620 @@
+from datetime import datetime, timezone
+from re import compile, escape
+from types import SimpleNamespace
+from uuid import uuid4
+
+import pytest
+from fastapi import HTTPException, status
+from pydantic import ValidationError
+
+from oss.src.apis.fastapi.mounts.models import MountCreateRequest, PublicMountCreate
+from oss.src.apis.fastapi.mounts.router import handle_mount_exceptions
+from oss.src.core.mounts.dtos import (
+    Mount,
+    MountArchiveSource,
+    MountCreate,
+    MountEdit,
+    MountFlags,
+    MountQuery,
+)
+from oss.src.core.mounts.service import (
+    ATTACHMENTS_MOUNT_NAME,
+    ATTACHMENTS_MOUNT_PURPOSE,
+    MountsService,
+    is_protected_mount,
+    mint_session_slug,
+)
+from oss.src.core.mounts.types import (
+    PROTECTED_MOUNT_SLUG_LIKE_ESCAPE,
+    MountImmutableField,
+    MountNameInvalid,
+    MountProtected,
+    MountStorageUnavailable,
+    protected_mount_slug_like_pattern,
+)
+
+_PROJECT_ID = uuid4()
+_USER_ID = uuid4()
+_SESSION_ID = "protected-mount-policy"
+_BUCKET = "test-bucket"
+_PATH = "attachment.txt"
+
+
+def _mount(
+    *,
+    name: str,
+    purpose: str | None = None,
+    session_id: str = _SESSION_ID,
+    archived: bool = False,
+) -> Mount:
+    return Mount(
+        id=uuid4(),
+        project_id=_PROJECT_ID,
+        slug=mint_session_slug(session_id=session_id, name=name),
+        name=name,
+        session_id=session_id,
+        purpose=purpose,
+        deleted_at=datetime.now(timezone.utc) if archived else None,
+    )
+
+
+class _MountsDAO:
+    def __init__(self, mounts: list[Mount]):
+        self.mounts = {mount.id: mount for mount in mounts}
+        self.fetch_by_slug_override: Mount | None = None
+        self.last_upsert: MountCreate | None = None
+
+    async def fetch_mount(self, *, project_id, mount_id):
+        mount = self.mounts.get(mount_id)
+        return mount if mount and mount.project_id == project_id else None
+
+    async def fetch_mount_by_slug(self, *, project_id, slug):
+        if self.fetch_by_slug_override is not None:
+            return self.fetch_by_slug_override
+        return next(
+            (
+                mount
+                for mount in self.mounts.values()
+                if mount.project_id == project_id
+                and mount.slug == slug
+                and mount.deleted_at is None
+            ),
+            None,
+        )
+
+    async def query_mounts(
+        self,
+        *,
+        project_id,
+        mount_query=None,
+        windowing=None,
+    ):
+        del windowing
+        mounts = [
+            mount for mount in self.mounts.values() if mount.project_id == project_id
+        ]
+        if mount_query:
+            if mount_query.session_id is not None:
+                mounts = [
+                    mount
+                    for mount in mounts
+                    if mount.session_id == mount_query.session_id
+                ]
+            if mount_query.agent_id is not None:
+                mounts = [
+                    mount for mount in mounts if mount.agent_id == mount_query.agent_id
+                ]
+            if not mount_query.include_archived:
+                mounts = [mount for mount in mounts if mount.deleted_at is None]
+        else:
+            mounts = [mount for mount in mounts if mount.deleted_at is None]
+        mounts = [mount for mount in mounts if not is_protected_mount(mount)]
+        return mounts
+
+    async def upsert_mount(self, *, project_id, user_id, mount_create):
+        del user_id
+        self.last_upsert = mount_create
+        existing = next(
+            (
+                mount
+                for mount in self.mounts.values()
+                if mount.project_id == project_id and mount.slug == mount_create.slug
+            ),
+            None,
+        )
+        if existing:
+            return existing
+        mount = Mount(
+            id=uuid4(),
+            project_id=project_id,
+            slug=mount_create.slug,
+            name=mount_create.name,
+            session_id=mount_create.session_id,
+            purpose=mount_create.purpose,
+        )
+        self.mounts[mount.id] = mount
+        return mount
+
+    async def edit_mount(self, *, project_id, user_id, mount_edit):
+        del user_id
+        mount = await self.fetch_mount(project_id=project_id, mount_id=mount_edit.id)
+        if mount is None:
+            return None
+        edited = mount.model_copy(
+            update={
+                "name": mount_edit.name,
+                "description": mount_edit.description,
+            }
+        )
+        self.mounts[mount.id] = edited
+        return edited
+
+    async def archive_mount(self, *, project_id, user_id, mount_id):
+        mount = await self.fetch_mount(project_id=project_id, mount_id=mount_id)
+        if mount is None:
+            return None
+        archived = mount.model_copy(
+            update={
+                "deleted_at": datetime.now(timezone.utc),
+                "deleted_by_id": user_id,
+            }
+        )
+        self.mounts[mount.id] = archived
+        return archived
+
+    async def unarchive_mount(self, *, project_id, user_id, mount_id):
+        mount = await self.fetch_mount(project_id=project_id, mount_id=mount_id)
+        if mount is None:
+            return None
+        unarchived = mount.model_copy(
+            update={
+                "deleted_at": None,
+                "deleted_by_id": None,
+                "updated_by_id": user_id,
+            }
+        )
+        self.mounts[mount.id] = unarchived
+        return unarchived
+
+    async def delete_by_session_id(self, *, project_id, session_id):
+        deleted = [
+            mount
+            for mount in self.mounts.values()
+            if mount.project_id == project_id and mount.session_id == session_id
+        ]
+        for mount in deleted:
+            del self.mounts[mount.id]
+        return deleted
+
+
+class _ObjectStore:
+    endpoint_url = "http://store"
+    region = "test-region"
+
+    def __init__(self):
+        self.objects: dict[str, bytes] = {}
+        self.deleted_prefixes: list[str] = []
+
+    async def put_object(self, *, bucket, key, body):
+        assert bucket == _BUCKET
+        self.objects[key] = body
+        return len(body)
+
+    async def get_object(self, *, bucket, key):
+        assert bucket == _BUCKET
+        return self.objects[key]
+
+    async def list_objects_v2(self, *, bucket, prefix):
+        assert bucket == _BUCKET
+        return [
+            SimpleNamespace(key=key, size=len(body), mtime=1)
+            for key, body in self.objects.items()
+            if key.startswith(prefix)
+        ]
+
+    async def delete_keys(self, *, bucket, keys):
+        assert bucket == _BUCKET
+        deleted = 0
+        for key in keys:
+            if key in self.objects:
+                del self.objects[key]
+                deleted += 1
+        return deleted
+
+    async def delete_prefix(self, *, bucket, prefix):
+        assert bucket == _BUCKET
+        self.deleted_prefixes.append(prefix)
+        keys = [key for key in self.objects if key.startswith(prefix)]
+        for key in keys:
+            del self.objects[key]
+        return len(keys)
+
+    async def sign_temp_credentials(self, *, bucket, prefix, duration_seconds):
+        assert bucket == _BUCKET
+        assert prefix
+        assert duration_seconds > 0
+        return SimpleNamespace(
+            access_key="access",
+            secret_key="secret",
+            session_token="token",
+        )
+
+
+@pytest.fixture
+def mount_context():
+    protected = _mount(
+        name=ATTACHMENTS_MOUNT_NAME,
+        purpose=ATTACHMENTS_MOUNT_PURPOSE,
+    )
+    cwd = _mount(name="cwd")
+    dao = _MountsDAO([protected, cwd])
+    store = _ObjectStore()
+    store.objects[f"mounts/{_PROJECT_ID}/{cwd.id}/{_PATH}"] = b"content"
+    service = MountsService(
+        mounts_dao=dao,
+        mounts_store=store,
+        bucket=_BUCKET,
+    )
+    return service, dao, store, protected, cwd
+
+
+_GENERIC_OPERATIONS = (
+    "edit_mount",
+    "archive_mount",
+    "unarchive_mount",
+    "list_files",
+    "read_file",
+    "read_file_bytes",
+    "build_archive_work_list",
+    "write_file",
+    "create_folder",
+    "delete_path",
+    "sign_mount_credentials",
+)
+
+
+def _generic_mount_calls(service, mount):
+    return {
+        "edit_mount": lambda: service.edit_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            mount_edit=MountEdit(id=mount.id, name="renamed"),
+        ),
+        "archive_mount": lambda: service.archive_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            mount_id=mount.id,
+        ),
+        "unarchive_mount": lambda: service.unarchive_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            mount_id=mount.id,
+        ),
+        "list_files": lambda: service.list_files(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+        ),
+        "read_file": lambda: service.read_file(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+            path=_PATH,
+        ),
+        "read_file_bytes": lambda: service.read_file_bytes(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+            path=_PATH,
+        ),
+        "build_archive_work_list": lambda: service.build_archive_work_list(
+            project_id=_PROJECT_ID,
+            mounts=[MountArchiveSource(mount_id=mount.id)],
+        ),
+        "write_file": lambda: service.write_file(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+            path=_PATH,
+            content=b"replacement",
+        ),
+        "create_folder": lambda: service.create_folder(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+            path="folder",
+        ),
+        "delete_path": lambda: service.delete_path(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+            path=_PATH,
+        ),
+        "sign_mount_credentials": lambda: service.sign_mount_credentials(
+            project_id=_PROJECT_ID,
+            mount_id=mount.id,
+        ),
+    }
+
+
+def test_protected_classification_uses_purpose_then_legacy_slug_fallback():
+    purpose_mount = _mount(name="not-attachments", purpose=ATTACHMENTS_MOUNT_PURPOSE)
+    legacy_mount = _mount(name=ATTACHMENTS_MOUNT_NAME)
+    cwd = _mount(name="cwd")
+
+    assert is_protected_mount(purpose_mount)
+    assert is_protected_mount(legacy_mount)
+    assert not is_protected_mount(cwd)
+
+
+def _like_to_regex(pattern: str) -> str:
+    """Translate a SQL `LIKE ... ESCAPE` pattern to an equivalent regular expression."""
+    regex = ""
+    literal = False
+    for char in pattern:
+        if literal:
+            regex += escape(char)
+            literal = False
+        elif char == PROTECTED_MOUNT_SLUG_LIKE_ESCAPE:
+            literal = True
+        elif char == "%":
+            regex += ".*"
+        elif char == "_":
+            regex += "."
+        else:
+            regex += escape(char)
+    return regex
+
+
+def test_dao_slug_predicate_matches_what_the_service_mints():
+    # The DAO applies this pattern in SQL and the service re-checks in Python; a drift
+    # between the two silently returns a protected mount from the query path.
+    pattern = compile(_like_to_regex(protected_mount_slug_like_pattern()))
+
+    assert pattern.fullmatch(
+        mint_session_slug(session_id=_SESSION_ID, name=ATTACHMENTS_MOUNT_NAME)
+    )
+    assert not pattern.fullmatch(mint_session_slug(session_id=_SESSION_ID, name="cwd"))
+    # The literal underscores are escaped, so they match underscores and nothing else.
+    assert not pattern.fullmatch(
+        mint_session_slug(session_id=_SESSION_ID, name=ATTACHMENTS_MOUNT_NAME).replace(
+            "_", "x"
+        )
+    )
+
+
+def test_purpose_is_server_owned_create_data_not_an_editable_flag():
+    assert "purpose" in Mount.model_fields
+    assert "purpose" in MountCreate.model_fields
+    assert "purpose" not in MountEdit.model_fields
+    assert "purpose" not in MountFlags.model_fields
+    assert "purpose" not in PublicMountCreate.model_fields
+
+
+@pytest.mark.asyncio
+async def test_generic_create_rejects_client_authored_purpose(mount_context):
+    service, _, _, _, _ = mount_context
+
+    with pytest.raises(MountImmutableField) as exc_info:
+        await service.create_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            mount_create=MountCreate(
+                slug="client-mount",
+                name="client-mount",
+                purpose=ATTACHMENTS_MOUNT_PURPOSE,
+            ),
+        )
+
+    assert exc_info.value.field == "purpose"
+
+
+def test_public_create_rejects_client_authored_purpose():
+    with pytest.raises(ValidationError):
+        MountCreateRequest(
+            mount={
+                "slug": "client-mount",
+                "name": "client-mount",
+                "purpose": ATTACHMENTS_MOUNT_PURPOSE,
+            }
+        )
+
+
+@pytest.mark.parametrize(
+    "slug,name",
+    [
+        ("attachments", None),
+        ("other", "attachments"),
+        ("ATTACHMENTS", "display-name"),
+    ],
+)
+@pytest.mark.asyncio
+async def test_generic_session_create_rejects_reserved_attachment_name(
+    mount_context,
+    slug,
+    name,
+):
+    service, _, _, _, _ = mount_context
+
+    with pytest.raises(MountNameInvalid):
+        await service.create_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            mount_create=MountCreate(
+                slug=slug,
+                name=name,
+                session_id=_SESSION_ID,
+            ),
+        )
+
+
+@pytest.mark.asyncio
+async def test_fetch_and_query_hide_protected_mounts(mount_context):
+    service, _, _, protected, cwd = mount_context
+
+    assert (
+        await service.fetch_mount(
+            project_id=_PROJECT_ID,
+            mount_id=protected.id,
+        )
+        is None
+    )
+    assert await service.fetch_mount(project_id=_PROJECT_ID, mount_id=cwd.id) == cwd
+
+    mounts = await service.query_mounts(
+        project_id=_PROJECT_ID,
+        mount_query=MountQuery(session_id=_SESSION_ID),
+    )
+    assert [mount.id for mount in mounts] == [cwd.id]
+
+
+@pytest.mark.parametrize("operation", _GENERIC_OPERATIONS)
+@pytest.mark.asyncio
+async def test_every_generic_by_id_operation_rejects_protected_mount(
+    mount_context,
+    operation,
+):
+    service, _, _, protected, _ = mount_context
+    calls = _generic_mount_calls(service, protected)
+
+    with pytest.raises(MountProtected):
+        await calls[operation]()
+
+
+@pytest.mark.parametrize("operation", _GENERIC_OPERATIONS)
+@pytest.mark.asyncio
+async def test_every_generic_by_id_operation_still_accepts_cwd(
+    mount_context,
+    operation,
+):
+    service, _, _, _, cwd = mount_context
+    calls = _generic_mount_calls(service, cwd)
+
+    assert await calls[operation]() is not None
+
+
+@pytest.mark.asyncio
+async def test_attachments_name_is_reserved_without_server_purpose(mount_context):
+    service, dao, _, _, _ = mount_context
+
+    with pytest.raises(MountNameInvalid):
+        await service.get_or_create_session_mount(
+            project_id=_PROJECT_ID,
+            user_id=_USER_ID,
+            session_id=_SESSION_ID,
+            name="ATTACHMENTS",
+        )
+
+    assert dao.last_upsert is None
+
+
+@pytest.mark.asyncio
+async def test_attachment_original_operations_are_the_only_protected_bypass(
+    mount_context,
+):
+    service, dao, store, protected, _ = mount_context
+
+    mount_id = await service.get_or_create_attachment_mount(
+        project_id=_PROJECT_ID,
+        user_id=_USER_ID,
+        session_id=_SESSION_ID,
+    )
+    assert mount_id == protected.id
+    assert dao.last_upsert is not None
+    assert dao.last_upsert.purpose == ATTACHMENTS_MOUNT_PURPOSE
+
+    await service.write_attachment_original(
+        project_id=_PROJECT_ID,
+        mount_id=mount_id,
+        path=_PATH,
+        data=b"original",
+    )
+    assert (
+        await service.read_attachment_original(
+            project_id=_PROJECT_ID,
+            mount_id=mount_id,
+            path=_PATH,
+        )
+        == b"original"
+    )
+    await service.delete_attachment_original(
+        project_id=_PROJECT_ID,
+        mount_id=mount_id,
+        path=_PATH,
+    )
+    assert f"mounts/{_PROJECT_ID}/{mount_id}/{_PATH}" not in store.objects
+
+
+@pytest.mark.parametrize(
+    "operation",
+    (
+        "write_attachment_original",
+        "read_attachment_original",
+        "delete_attachment_original",
+    ),
+)
+@pytest.mark.asyncio
+async def test_attachment_operations_report_unavailable_storage(
+    mount_context,
+    operation,
+):
+    service, _, _, protected, _ = mount_context
+    # A configured bucket without a store is a 503, not an AttributeError.
+    service.mounts_store = None
+    calls = {
+        "write_attachment_original": lambda: service.write_attachment_original(
+            project_id=_PROJECT_ID,
+            mount_id=protected.id,
+            path=_PATH,
+            data=b"original",
+        ),
+        "read_attachment_original": lambda: service.read_attachment_original(
+            project_id=_PROJECT_ID,
+            mount_id=protected.id,
+            path=_PATH,
+        ),
+        "delete_attachment_original": lambda: service.delete_attachment_original(
+            project_id=_PROJECT_ID,
+            mount_id=protected.id,
+            path=_PATH,
+        ),
+    }
+
+    with pytest.raises(MountStorageUnavailable):
+        await calls[operation]()
+
+
+@pytest.mark.asyncio
+async def test_session_hard_delete_still_includes_protected_mount(mount_context):
+    service, _, store, protected, cwd = mount_context
+
+    archived = await service.archive_session_mounts(
+        project_id=_PROJECT_ID,
+        user_id=_USER_ID,
+        session_id=_SESSION_ID,
+    )
+    assert {mount.id for mount in archived} == {cwd.id}
+
+    unarchived = await service.unarchive_session_mounts(
+        project_id=_PROJECT_ID,
+        user_id=_USER_ID,
+        session_id=_SESSION_ID,
+    )
+    assert {mount.id for mount in unarchived} == {cwd.id}
+
+    deleted = await service.delete_session_mounts(
+        project_id=_PROJECT_ID,
+        session_id=_SESSION_ID,
+    )
+    assert {mount.id for mount in deleted} == {protected.id, cwd.id}
+    assert {
+        f"mounts/{_PROJECT_ID}/{protected.id}/",
+        f"mounts/{_PROJECT_ID}/{cwd.id}/",
+    } == set(store.deleted_prefixes)
+
+
+@pytest.mark.asyncio
+async def test_mount_protected_maps_to_the_mount_not_found_wire_shape():
+    @handle_mount_exceptions()
+    async def raise_protected():
+        raise MountProtected()
+
+    with pytest.raises(HTTPException) as exc_info:
+        await raise_protected()
+
+    assert exc_info.value.status_code == status.HTTP_404_NOT_FOUND
+    assert exc_info.value.detail == "Mount not found."
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_dao_integration.py b/api/oss/tests/pytest/unit/sessions/test_attachment_dao_integration.py
new file mode 100644
index 0000000000..978bef7a9a
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_dao_integration.py
@@ -0,0 +1,375 @@
+import asyncio
+import uuid
+from datetime import datetime, timedelta, timezone
+
+import pytest
+from sqlalchemy import func, select, text
+
+from oss.src.core.mounts.dtos import MountCreate
+from oss.src.core.mounts.types import ATTACHMENTS_MOUNT_PURPOSE
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentCreate,
+    AttachmentKind,
+    AttachmentLimits,
+    AttachmentReservationStatus,
+    AttachmentState,
+)
+from oss.src.core.sessions.attachments.types import AttachmentQuotaExceeded
+from oss.src.dbs.postgres.mounts.dao import MountsDAO
+from oss.src.dbs.postgres.sessions.attachments.dao import SessionAttachmentsDAO
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+import oss.src.dbs.postgres.shared.engine as engine_module
+from oss.src.dbs.postgres.shared.engine import get_transactions_engine
+import oss.src.models.db_models  # noqa: F401
+
+
+pytestmark = pytest.mark.integration
+
+
+@pytest.fixture(autouse=True)
+async def _fresh_engine_per_test():
+    # Dispose before dropping the reference, or the previous engine's pooled connections leak.
+    if engine_module._transactions_engine is not None:
+        await engine_module._transactions_engine.close()
+    engine_module._transactions_engine = None
+    yield
+    if engine_module._transactions_engine is not None:
+        await engine_module._transactions_engine.close()
+        engine_module._transactions_engine = None
+
+
+@pytest.fixture
+async def attachment_scope():
+    engine = get_transactions_engine()
+    user_id = uuid.uuid4()
+    organization_id = uuid.uuid4()
+    workspace_id = uuid.uuid4()
+    project_id = uuid.uuid4()
+
+    async with engine.session() as session:
+        await session.execute(
+            text(
+                "INSERT INTO users (id, uid, username, email) "
+                "VALUES (:id, :uid, :username, :email)"
+            ),
+            {
+                "id": user_id,
+                "uid": str(user_id),
+                "username": "attachment-dao-test",
+                "email": f"attachment-dao-{user_id.hex[:8]}@example.com",
+            },
+        )
+        await session.execute(
+            text(
+                "INSERT INTO organizations (id, name, owner_id) "
+                "VALUES (:id, :name, :owner_id)"
+            ),
+            {
+                "id": organization_id,
+                "name": "attachment-dao-test-org",
+                "owner_id": user_id,
+            },
+        )
+        await session.execute(
+            text(
+                "INSERT INTO workspaces (id, name, organization_id) "
+                "VALUES (:id, :name, :organization_id)"
+            ),
+            {
+                "id": workspace_id,
+                "name": "attachment-dao-test-workspace",
+                "organization_id": organization_id,
+            },
+        )
+        await session.execute(
+            text(
+                "INSERT INTO projects "
+                "(id, project_name, workspace_id, organization_id) "
+                "VALUES (:id, :project_name, :workspace_id, :organization_id)"
+            ),
+            {
+                "id": project_id,
+                "project_name": "attachment-dao-test-project",
+                "workspace_id": workspace_id,
+                "organization_id": organization_id,
+            },
+        )
+        await session.commit()
+
+    mount = await MountsDAO(engine=engine).create_mount(
+        project_id=project_id,
+        user_id=user_id,
+        mount_create=MountCreate(slug=f"attachment-dao-{project_id.hex}"),
+    )
+
+    yield {
+        "engine": engine,
+        "project_id": project_id,
+        "user_id": user_id,
+        "mount_id": mount.id,
+    }
+
+    async with engine.session() as session:
+        await session.execute(
+            text("DELETE FROM session_attachments WHERE project_id = :project_id"),
+            {"project_id": project_id},
+        )
+        await session.execute(
+            text("DELETE FROM mounts WHERE project_id = :project_id"),
+            {"project_id": project_id},
+        )
+        await session.execute(
+            text("DELETE FROM projects WHERE id = :id"), {"id": project_id}
+        )
+        await session.execute(
+            text("DELETE FROM workspaces WHERE id = :id"), {"id": workspace_id}
+        )
+        await session.execute(
+            text("DELETE FROM organizations WHERE id = :id"),
+            {"id": organization_id},
+        )
+        await session.execute(text("DELETE FROM users WHERE id = :id"), {"id": user_id})
+        await session.commit()
+
+
+async def _reserve(
+    *,
+    dao: SessionAttachmentsDAO,
+    attachment_scope,
+    session_id: str,
+    idempotency_key: str,
+) -> Attachment:
+    attachment_id = uuid.uuid4()
+    reservation = await dao.reserve_pending(
+        project_id=attachment_scope["project_id"],
+        user_id=attachment_scope["user_id"],
+        attachment_create=AttachmentCreate(
+            id=attachment_id,
+            session_id=session_id,
+            mount_id=attachment_scope["mount_id"],
+            path=f"{attachment_id}/file.txt",
+            filename="file.txt",
+            media_type="text/plain",
+            size=1,
+            kind=AttachmentKind.DOCUMENT,
+            idempotency_key=idempotency_key,
+            content_digest=attachment_id.hex,
+        ),
+        limits=AttachmentLimits(),
+        stale_before=datetime.now(timezone.utc) - timedelta(minutes=15),
+    )
+    assert reservation.status == AttachmentReservationStatus.CREATED
+    return reservation.attachment
+
+
+async def test_sweep_tombstone_wins_against_concurrent_claim(attachment_scope):
+    dao = SessionAttachmentsDAO(engine=attachment_scope["engine"])
+    session_id = f"attachment-sweep-{uuid.uuid4().hex[:8]}"
+    pending = await _reserve(
+        dao=dao,
+        attachment_scope=attachment_scope,
+        session_id=session_id,
+        idempotency_key="sweep-race",
+    )
+    ready = await dao.mark_ready(
+        project_id=attachment_scope["project_id"],
+        attachment_id=pending.id,
+        limits=AttachmentLimits(),
+    )
+    assert ready is not None
+
+    async with attachment_scope["engine"].session() as session:
+        await session.execute(
+            text(
+                "UPDATE session_attachments SET created_at = :created_at "
+                "WHERE project_id = :project_id AND id = :attachment_id"
+            ),
+            {
+                "created_at": datetime.now(timezone.utc) - timedelta(days=2),
+                "project_id": attachment_scope["project_id"],
+                "attachment_id": ready.id,
+            },
+        )
+        await session.commit()
+
+    object_delete_started = asyncio.Event()
+    allow_object_delete = asyncio.Event()
+
+    async def delete_original(_attachment):
+        object_delete_started.set()
+        await allow_object_delete.wait()
+
+    sweep_task = asyncio.create_task(
+        dao.sweep_unreferenced_ready(
+            older_than=datetime.now(timezone.utc) - timedelta(days=1),
+            delete_original=delete_original,
+            limit=1,
+        )
+    )
+    await asyncio.wait_for(object_delete_started.wait(), timeout=5)
+
+    claimed = await asyncio.wait_for(
+        dao.reference_ready(
+            project_id=attachment_scope["project_id"],
+            session_id=session_id,
+            attachment_ids=[ready.id],
+            referenced_at=datetime.now(timezone.utc),
+        ),
+        timeout=30,
+    )
+    allow_object_delete.set()
+    deleted = await asyncio.wait_for(sweep_task, timeout=5)
+
+    assert claimed.attachments == []
+    assert claimed.missing_ids == [ready.id]
+    assert [attachment.id for attachment in deleted] == [ready.id]
+    async with attachment_scope["engine"].session() as session:
+        row = await session.get(
+            SessionAttachmentDBE,
+            (attachment_scope["project_id"], ready.id),
+        )
+    assert row is None
+
+
+async def test_sweep_skips_a_row_claimed_before_the_pass(attachment_scope):
+    dao = SessionAttachmentsDAO(engine=attachment_scope["engine"])
+    session_id = f"attachment-claimed-{uuid.uuid4().hex[:8]}"
+    pending = await _reserve(
+        dao=dao,
+        attachment_scope=attachment_scope,
+        session_id=session_id,
+        idempotency_key="claim-first",
+    )
+    ready = await dao.mark_ready(
+        project_id=attachment_scope["project_id"],
+        attachment_id=pending.id,
+        limits=AttachmentLimits(),
+    )
+    assert ready is not None
+
+    async with attachment_scope["engine"].session() as session:
+        await session.execute(
+            text(
+                "UPDATE session_attachments SET created_at = :created_at "
+                "WHERE project_id = :project_id AND id = :attachment_id"
+            ),
+            {
+                "created_at": datetime.now(timezone.utc) - timedelta(days=2),
+                "project_id": attachment_scope["project_id"],
+                "attachment_id": ready.id,
+            },
+        )
+        await session.commit()
+
+    claimed = await asyncio.wait_for(
+        dao.reference_ready(
+            project_id=attachment_scope["project_id"],
+            session_id=session_id,
+            attachment_ids=[ready.id],
+            referenced_at=datetime.now(timezone.utc),
+        ),
+        timeout=30,
+    )
+    assert [attachment.id for attachment in claimed.attachments] == [ready.id]
+
+    deleted_ids = []
+
+    async def delete_original(attachment):
+        deleted_ids.append(attachment.id)
+
+    swept = await asyncio.wait_for(
+        dao.sweep_unreferenced_ready(
+            older_than=datetime.now(timezone.utc) - timedelta(days=1),
+            delete_original=delete_original,
+            limit=100,
+        ),
+        timeout=30,
+    )
+
+    assert ready.id not in deleted_ids
+    assert ready.id not in [attachment.id for attachment in swept]
+    async with attachment_scope["engine"].session() as session:
+        row = await session.get(
+            SessionAttachmentDBE,
+            (attachment_scope["project_id"], ready.id),
+        )
+        assert row is not None
+        assert row.state == AttachmentState.READY.value
+        assert row.referenced_at is not None
+
+
+async def test_rebinding_a_mount_backfills_its_purpose(attachment_scope):
+    mounts_dao = MountsDAO(engine=attachment_scope["engine"])
+    slug = f"attachment-purpose-{uuid.uuid4().hex}"
+
+    legacy = await mounts_dao.upsert_mount(
+        project_id=attachment_scope["project_id"],
+        user_id=attachment_scope["user_id"],
+        mount_create=MountCreate(slug=slug, name="attachments"),
+    )
+    assert legacy.purpose is None
+
+    rebound = await mounts_dao.upsert_mount(
+        project_id=attachment_scope["project_id"],
+        user_id=attachment_scope["user_id"],
+        mount_create=MountCreate(
+            slug=slug,
+            name="attachments",
+            purpose=ATTACHMENTS_MOUNT_PURPOSE,
+        ),
+    )
+
+    assert rebound.id == legacy.id
+    assert rebound.purpose == ATTACHMENTS_MOUNT_PURPOSE
+
+
+async def test_quota_recheck_is_serialized_by_session_advisory_lock(
+    attachment_scope,
+):
+    dao = SessionAttachmentsDAO(engine=attachment_scope["engine"])
+    session_id = f"attachment-quota-{uuid.uuid4().hex[:8]}"
+    first = await _reserve(
+        dao=dao,
+        attachment_scope=attachment_scope,
+        session_id=session_id,
+        idempotency_key="quota-first",
+    )
+    second = await _reserve(
+        dao=dao,
+        attachment_scope=attachment_scope,
+        session_id=session_id,
+        idempotency_key="quota-second",
+    )
+    limits = AttachmentLimits(max_per_session_count=1)
+
+    # Bounded: both calls contend for the same advisory lock on separate pooled
+    # connections, so a regression here would hang the run instead of failing it.
+    results = await asyncio.wait_for(
+        asyncio.gather(
+            dao.mark_ready(
+                project_id=attachment_scope["project_id"],
+                attachment_id=first.id,
+                limits=limits,
+            ),
+            dao.mark_ready(
+                project_id=attachment_scope["project_id"],
+                attachment_id=second.id,
+                limits=limits,
+            ),
+            return_exceptions=True,
+        ),
+        timeout=30,
+    )
+
+    assert sum(isinstance(result, Attachment) for result in results) == 1
+    assert sum(isinstance(result, AttachmentQuotaExceeded) for result in results) == 1
+    async with attachment_scope["engine"].session() as session:
+        ready_count = await session.scalar(
+            select(func.count(SessionAttachmentDBE.id)).where(
+                SessionAttachmentDBE.project_id == attachment_scope["project_id"],
+                SessionAttachmentDBE.session_id == session_id,
+                SessionAttachmentDBE.state == AttachmentState.READY.value,
+            )
+        )
+    assert ready_count == 1
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_filename.py b/api/oss/tests/pytest/unit/sessions/test_attachment_filename.py
new file mode 100644
index 0000000000..b0a48c56b2
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_filename.py
@@ -0,0 +1,45 @@
+import pytest
+
+from oss.src.core.sessions.attachments.service import sanitize_attachment_filename
+from oss.src.core.sessions.attachments.types import AttachmentRequestInvalid
+
+
+@pytest.mark.parametrize(
+    ("filename", "expected"),
+    [
+        ("../../etc/passwd", "passwd"),
+        (r"..\..\etc\passwd", "passwd"),
+        ("..", "attachment"),
+        ("", "attachment"),
+        (None, "attachment"),
+    ],
+)
+def test_filename_is_reduced_to_a_safe_basename(filename, expected):
+    assert sanitize_attachment_filename(filename) == expected
+
+
+@pytest.mark.parametrize(
+    "filename",
+    [
+        "bad\x00name.txt",
+        "bad\nname.txt",
+    ],
+)
+def test_filename_with_control_characters_is_rejected(filename):
+    with pytest.raises(AttachmentRequestInvalid):
+        sanitize_attachment_filename(filename)
+
+
+def test_filename_at_object_key_boundary_is_unchanged():
+    filename = f"{'a' * 196}.txt"
+
+    assert sanitize_attachment_filename(filename) == filename
+
+
+def test_filename_over_object_key_boundary_preserves_extension():
+    filename = f"{'a' * 197}.txt"
+
+    sanitized = sanitize_attachment_filename(filename)
+
+    assert len(sanitized) == 200
+    assert sanitized.endswith(".txt")
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_media.py b/api/oss/tests/pytest/unit/sessions/test_attachment_media.py
new file mode 100644
index 0000000000..3a32625fcc
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_media.py
@@ -0,0 +1,171 @@
+from io import BytesIO
+from zipfile import ZipFile
+
+import pytest
+
+from oss.src.core.sessions.attachments.dtos import AttachmentKind
+from oss.src.core.sessions.attachments.media import classify
+from oss.src.core.sessions.attachments.types import AttachmentInvalid
+
+
+def test_inspected_png_type_overrides_declared_text_type():
+    result = classify(
+        data=b"\x89PNG\r\n\x1a\n" + (b"\x00" * 32),
+        declared_media_type="text/plain",
+    )
+
+    assert result.media_type == "image/png"
+    assert result.kind == AttachmentKind.IMAGE
+    assert result.native_image is True
+
+
+def test_unsigned_markdown_keeps_declared_text_subtype():
+    result = classify(
+        data=b"# Heading\n\nBody\n",
+        declared_media_type="text/markdown",
+    )
+
+    assert result.media_type == "text/markdown"
+    assert result.kind == AttachmentKind.DOCUMENT
+
+
+def test_unsigned_csv_with_binary_declaration_becomes_plain_text():
+    result = classify(
+        data=b"name,value\nalpha,1\n",
+        declared_media_type="application/octet-stream",
+    )
+
+    assert result.media_type == "text/plain"
+    assert result.kind == AttachmentKind.DOCUMENT
+
+
+@pytest.mark.parametrize("data", [b"", b"\x80\x81\x82\x83\x84"])
+def test_empty_or_unrecognizable_non_utf8_bytes_are_invalid(data):
+    with pytest.raises(AttachmentInvalid):
+        classify(data=data, declared_media_type="application/octet-stream")
+
+
+def test_recognized_zip_is_accepted_as_other():
+    buffer = BytesIO()
+    with ZipFile(buffer, "w") as archive:
+        archive.writestr("file.txt", "hello")
+
+    result = classify(
+        data=buffer.getvalue(),
+        declared_media_type="application/zip",
+    )
+
+    assert result.media_type.startswith("application/")
+    assert result.kind == AttachmentKind.OTHER
+    assert result.native_image is False
+
+
+def test_svg_is_a_workspace_document_not_a_native_image():
+    result = classify(
+        data=b'<svg xmlns="http://www.w3.org/2000/svg"></svg>',
+        declared_media_type="image/svg+xml",
+    )
+
+    assert result.media_type == "image/svg+xml"
+    assert result.kind == AttachmentKind.DOCUMENT
+    assert result.native_image is False
+
+
+_AUDIO_CORPUS = [
+    (
+        "wav",
+        b"RIFF"
+        + (36).to_bytes(4, "little")
+        + b"WAVEfmt "
+        + (16).to_bytes(4, "little")
+        + b"\x01\x00\x01\x00\x40\x1f\x00\x00\x80\x3e\x00\x00\x02\x00\x10\x00"
+        + b"data\x00\x00\x00\x00",
+        None,
+    ),
+    (
+        "mp3",
+        b"ID3\x04\x00\x00\x00\x00\x00\x00\xff\xfb\x90\x64" + (b"\x00" * 32),
+        None,
+    ),
+    (
+        "ogg",
+        b"OggS" + (b"\x00" * 24) + b"\x01vorbis" + (b"\x00" * 32),
+        "audio/ogg",
+    ),
+    (
+        "webm",
+        b"\x1aE\xdf\xa3" + (b"\x00" * 16) + b"webm" + b"A_OPUS",
+        "audio/webm",
+    ),
+    (
+        "flac",
+        b"fLaC\x00\x00\x00\x22" + (b"\x00" * 34),
+        None,
+    ),
+    (
+        "m4a",
+        (24).to_bytes(4, "big")
+        + b"ftyp"
+        + b"M4A "
+        + b"\x00\x00\x00\x00"
+        + b"M4A "
+        + b"isom",
+        "audio/mp4",
+    ),
+]
+
+
+@pytest.mark.parametrize(("_name", "data", "expected_media_type"), _AUDIO_CORPUS)
+def test_audio_container_corpus_is_classified_as_audio(
+    _name,
+    data,
+    expected_media_type,
+):
+    result = classify(
+        data=data,
+        declared_media_type="application/octet-stream",
+    )
+
+    if expected_media_type is not None:
+        assert result.media_type == expected_media_type
+    else:
+        assert result.media_type.startswith("audio/")
+    assert result.kind == AttachmentKind.AUDIO
+    assert result.native_image is False
+
+
+@pytest.mark.parametrize(
+    ("data", "expected_media_type"),
+    [
+        (
+            b"OggS" + (b"\x00" * 24) + b"\x80theora" + b"\x01vorbis" + (b"\x00" * 16),
+            "video/ogg",
+        ),
+        (
+            b"\x1aE\xdf\xa3" + (b"\x00" * 16) + b"webm" + b"V_VP9" + b"A_OPUS",
+            "video/webm",
+        ),
+    ],
+)
+def test_video_containers_remain_other_even_with_audio_markers(
+    data,
+    expected_media_type,
+):
+    result = classify(data=data, declared_media_type="audio/ogg")
+
+    assert result.media_type == expected_media_type
+    assert result.kind == AttachmentKind.OTHER
+    assert result.native_image is False
+
+
+def test_empty_puremagic_result_is_unrecognized(monkeypatch):
+    monkeypatch.setattr(
+        "oss.src.core.sessions.attachments.media.puremagic.from_string",
+        lambda *_args, **_kwargs: "",
+    )
+
+    with pytest.raises(AttachmentInvalid):
+        classify(
+            data=b"\x80\x81\x82\x83\x84",
+            declared_media_type="audio/mp4",
+        )
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_quotas.py b/api/oss/tests/pytest/unit/sessions/test_attachment_quotas.py
new file mode 100644
index 0000000000..e2e9bb10e6
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_quotas.py
@@ -0,0 +1,299 @@
+from contextlib import asynccontextmanager
+from uuid import uuid4
+
+import pytest
+
+from oss.src.core.sessions.attachments.dtos import (
+    AttachmentLimits,
+    AttachmentQuotaUsage,
+    AttachmentState,
+)
+from oss.src.core.sessions.attachments.types import (
+    AttachmentQuotaExceeded,
+    enforce_attachment_quota,
+)
+from oss.src.dbs.postgres.sessions.attachments.dao import SessionAttachmentsDAO
+from oss.src.dbs.postgres.sessions.attachments.dbes import SessionAttachmentDBE
+
+
+LIMITS = AttachmentLimits(
+    max_per_session_count=100,
+    max_per_session_bytes=1_000,
+    max_pending_per_session=20,
+)
+
+
+def test_count_quota_rejects_at_capacity():
+    with pytest.raises(AttachmentQuotaExceeded) as exc_info:
+        enforce_attachment_quota(
+            usage=AttachmentQuotaUsage(stored_count=100),
+            limits=LIMITS,
+            incoming_size=1,
+        )
+
+    assert exc_info.value.quota == "count"
+
+
+def test_count_quota_admits_the_last_available_slot():
+    enforce_attachment_quota(
+        usage=AttachmentQuotaUsage(stored_count=99),
+        limits=LIMITS,
+        incoming_size=1,
+    )
+
+
+def test_byte_quota_rejects_when_upload_would_exceed_capacity():
+    with pytest.raises(AttachmentQuotaExceeded) as exc_info:
+        enforce_attachment_quota(
+            usage=AttachmentQuotaUsage(stored_bytes=1_000),
+            limits=LIMITS,
+            incoming_size=1,
+        )
+
+    assert exc_info.value.quota == "bytes"
+
+
+def test_byte_quota_admits_an_upload_that_exactly_fills_capacity():
+    enforce_attachment_quota(
+        usage=AttachmentQuotaUsage(stored_bytes=999),
+        limits=LIMITS,
+        incoming_size=1,
+    )
+
+
+def test_pending_quota_rejects_at_capacity():
+    with pytest.raises(AttachmentQuotaExceeded) as exc_info:
+        enforce_attachment_quota(
+            usage=AttachmentQuotaUsage(pending_count=20),
+            limits=LIMITS,
+            incoming_size=1,
+        )
+
+    assert exc_info.value.quota == "pending"
+
+
+def test_pending_quota_admits_the_last_available_slot():
+    enforce_attachment_quota(
+        usage=AttachmentQuotaUsage(pending_count=19),
+        limits=LIMITS,
+        incoming_size=1,
+    )
+
+
+def test_pending_rows_do_not_consume_stored_count_or_byte_quota():
+    enforce_attachment_quota(
+        usage=AttachmentQuotaUsage(
+            stored_count=99,
+            stored_bytes=999,
+            pending_count=19,
+        ),
+        limits=LIMITS,
+        incoming_size=1,
+    )
+
+
+class FakeAggregateResult:
+    def __init__(self, row):
+        self._row = row
+
+    def one(self):
+        return self._row
+
+    def scalar_one(self):
+        return self._row
+
+
+class FakeQuotaSession:
+    def __init__(self):
+        self._rows = iter([(99, 999), 19])
+
+    async def execute(self, _statement):
+        return FakeAggregateResult(next(self._rows))
+
+
+async def test_dao_usage_keeps_pending_separate_from_stored_quota():
+    usage = await SessionAttachmentsDAO._get_quota_usage(
+        session=FakeQuotaSession(),
+        project_id=uuid4(),
+        session_id="concurrent-session",
+    )
+
+    assert usage == AttachmentQuotaUsage(
+        stored_count=99,
+        stored_bytes=999,
+        pending_count=19,
+    )
+    enforce_attachment_quota(usage=usage, limits=LIMITS, incoming_size=1)
+
+
+class FakeMarkReadyResult:
+    def __init__(self, value):
+        self._value = value
+
+    def scalar_one_or_none(self):
+        return self._value
+
+    def one(self):
+        return self._value
+
+    def scalar_one(self):
+        return self._value
+
+
+class FakeMarkReadySession:
+    def __init__(self, *, engine, target):
+        self._engine = engine
+        self._target = target
+
+    async def execute(self, _statement, _parameters=None):
+        statement = str(_statement)
+        if "pg_advisory_xact_lock" in statement:
+            return FakeMarkReadyResult(None)
+        # The row lock is the only non-aggregate FOR UPDATE read in mark_ready.
+        if "FOR UPDATE" in statement and "count(" not in statement:
+            return FakeMarkReadyResult(self._target)
+        if statement.lstrip().startswith("SELECT session_attachments.session_id"):
+            return FakeMarkReadyResult(self._target.session_id)
+        if "sum(session_attachments.size)" in statement:
+            ready = [
+                attachment
+                for attachment in self._engine.attachments
+                if attachment.state == AttachmentState.READY.value
+            ]
+            return FakeMarkReadyResult(
+                (len(ready), sum(attachment.size for attachment in ready))
+            )
+        if "count(session_attachments.id)" in statement:
+            pending_count = sum(
+                attachment.state == AttachmentState.PENDING.value
+                for attachment in self._engine.attachments
+            )
+            return FakeMarkReadyResult(pending_count)
+        raise AssertionError(f"Unexpected statement: {statement}")
+
+    async def commit(self):
+        return None
+
+    async def refresh(self, _attachment, attribute_names=None):
+        return None
+
+
+class FakeMarkReadyEngine:
+    def __init__(self, *, attachments, targets):
+        self.attachments = attachments
+        self._targets = iter(targets)
+
+    @asynccontextmanager
+    async def session(self):
+        yield FakeMarkReadySession(engine=self, target=next(self._targets))
+
+
+def _attachment(*, project_id, session_id, state, size):
+    attachment_id = uuid4()
+    return SessionAttachmentDBE(
+        id=attachment_id,
+        project_id=project_id,
+        session_id=session_id,
+        mount_id=uuid4(),
+        path=f"{attachment_id}/file.bin",
+        filename="file.bin",
+        media_type="application/octet-stream",
+        size=size,
+        kind="other",
+        state=state.value,
+        idempotency_key=str(attachment_id),
+        content_digest=attachment_id.hex,
+    )
+
+
+async def test_sequential_ready_transitions_cannot_exceed_count_quota():
+    project_id = uuid4()
+    session_id = "count-session"
+    ready = [
+        _attachment(
+            project_id=project_id,
+            session_id=session_id,
+            state=AttachmentState.READY,
+            size=1,
+        )
+        for _ in range(99)
+    ]
+    first_pending = _attachment(
+        project_id=project_id,
+        session_id=session_id,
+        state=AttachmentState.PENDING,
+        size=1,
+    )
+    second_pending = _attachment(
+        project_id=project_id,
+        session_id=session_id,
+        state=AttachmentState.PENDING,
+        size=1,
+    )
+    engine = FakeMarkReadyEngine(
+        attachments=[*ready, first_pending, second_pending],
+        targets=[first_pending, second_pending],
+    )
+    dao = SessionAttachmentsDAO(engine=engine)
+
+    first = await dao.mark_ready(
+        project_id=project_id,
+        attachment_id=first_pending.id,
+        limits=LIMITS,
+    )
+    with pytest.raises(AttachmentQuotaExceeded) as exc_info:
+        await dao.mark_ready(
+            project_id=project_id,
+            attachment_id=second_pending.id,
+            limits=LIMITS,
+        )
+
+    assert first is not None
+    assert first.state == AttachmentState.READY
+    assert exc_info.value.quota == "count"
+    assert second_pending.state == AttachmentState.PENDING.value
+
+
+async def test_sequential_ready_transitions_cannot_exceed_byte_quota():
+    project_id = uuid4()
+    session_id = "byte-session"
+    ready = _attachment(
+        project_id=project_id,
+        session_id=session_id,
+        state=AttachmentState.READY,
+        size=999,
+    )
+    first_pending = _attachment(
+        project_id=project_id,
+        session_id=session_id,
+        state=AttachmentState.PENDING,
+        size=1,
+    )
+    second_pending = _attachment(
+        project_id=project_id,
+        session_id=session_id,
+        state=AttachmentState.PENDING,
+        size=1,
+    )
+    engine = FakeMarkReadyEngine(
+        attachments=[ready, first_pending, second_pending],
+        targets=[first_pending, second_pending],
+    )
+    dao = SessionAttachmentsDAO(engine=engine)
+
+    first = await dao.mark_ready(
+        project_id=project_id,
+        attachment_id=first_pending.id,
+        limits=LIMITS,
+    )
+    with pytest.raises(AttachmentQuotaExceeded) as exc_info:
+        await dao.mark_ready(
+            project_id=project_id,
+            attachment_id=second_pending.id,
+            limits=LIMITS,
+        )
+
+    assert first is not None
+    assert first.state == AttachmentState.READY
+    assert exc_info.value.quota == "bytes"
+    assert second_pending.state == AttachmentState.PENDING.value
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_state_machine.py b/api/oss/tests/pytest/unit/sessions/test_attachment_state_machine.py
new file mode 100644
index 0000000000..6c253a747e
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_state_machine.py
@@ -0,0 +1,787 @@
+from unittest.mock import AsyncMock
+
+from datetime import datetime, timedelta, timezone
+from hashlib import sha256
+from typing import List, Optional
+from uuid import UUID, uuid4
+
+import pytest
+from fastapi import HTTPException
+from pydantic import ValidationError
+from starlette.requests import Request
+
+from oss.src.core.sessions.attachments.dtos import (
+    Attachment,
+    AttachmentCreate,
+    AttachmentKind,
+    AttachmentLimits,
+    AttachmentQuotaUsage,
+    AttachmentReferenceResult,
+    AttachmentReservation,
+    AttachmentReservationStatus,
+    AttachmentState,
+)
+from oss.src.apis.fastapi.sessions.router import (
+    _ATTACHMENT_MULTIPART_OVERHEAD_BYTES,
+    _MAX_IDEMPOTENCY_KEY_CHARACTERS,
+    SessionAttachmentsRouter,
+)
+from oss.src.apis.fastapi.sessions.models import SessionAttachmentReferenceRequest
+from oss.src.core.mounts.types import MountStorageUnavailable
+from oss.src.core.sessions.attachments.service import SessionAttachmentsService
+from oss.src.core.sessions.attachments.types import AttachmentNotFound
+from oss.src.core.sessions.attachments.types import (
+    AttachmentConflict,
+    AttachmentQuotaExceeded,
+    AttachmentUploadInFlight,
+)
+
+
+class FakeAttachmentsDAO:
+    # Keyed like the composite unique index the DAO relies on, so the reservation store and
+    # the project/session-scoped lookups cannot disagree.
+    def __init__(self) -> None:
+        self.attachments: dict[tuple[UUID, str, str], Attachment] = {}
+        self.fail_mark_ready = False
+        self.reject_mark_ready_for_quota = False
+
+    @staticmethod
+    def _key(
+        *,
+        project_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+    ) -> tuple[UUID, str, str]:
+        return (project_id, session_id, idempotency_key)
+
+    async def fetch_by_idempotency_key(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        idempotency_key: str,
+    ) -> Optional[Attachment]:
+        return self.attachments.get(
+            self._key(
+                project_id=project_id,
+                session_id=session_id,
+                idempotency_key=idempotency_key,
+            )
+        )
+
+    async def get_quota_usage(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+    ) -> AttachmentQuotaUsage:
+        scoped = [
+            attachment
+            for attachment in self.attachments.values()
+            if attachment.project_id == project_id
+            and attachment.session_id == session_id
+        ]
+        ready = [
+            attachment
+            for attachment in scoped
+            if attachment.state == AttachmentState.READY
+            or attachment.referenced_at is not None
+        ]
+        return AttachmentQuotaUsage(
+            stored_count=len(ready),
+            stored_bytes=sum(attachment.size for attachment in ready),
+            pending_count=sum(
+                attachment.state == AttachmentState.PENDING for attachment in scoped
+            ),
+        )
+
+    async def reserve_pending(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        attachment_create: AttachmentCreate,
+        limits: AttachmentLimits,
+        stale_before: datetime,
+    ) -> AttachmentReservation:
+        key = self._key(
+            project_id=project_id,
+            session_id=attachment_create.session_id,
+            idempotency_key=attachment_create.idempotency_key,
+        )
+        existing = self.attachments.get(key)
+        if existing is not None:
+            same_upload = (
+                existing.filename == attachment_create.filename
+                and existing.media_type == attachment_create.media_type
+                and existing.size == attachment_create.size
+                and existing.content_digest == attachment_create.content_digest
+            )
+            if not same_upload:
+                status = AttachmentReservationStatus.CONFLICT
+            elif existing.state == AttachmentState.READY:
+                status = AttachmentReservationStatus.READY
+            elif existing.state == AttachmentState.DELETING:
+                status = AttachmentReservationStatus.IN_FLIGHT
+            else:
+                status = (
+                    AttachmentReservationStatus.TAKEN_OVER
+                    if existing.created_at is not None
+                    and existing.created_at < stale_before
+                    else AttachmentReservationStatus.IN_FLIGHT
+                )
+            return AttachmentReservation(attachment=existing, status=status)
+
+        attachment = Attachment(
+            id=attachment_create.id,
+            project_id=project_id,
+            session_id=attachment_create.session_id,
+            mount_id=attachment_create.mount_id,
+            path=attachment_create.path,
+            filename=attachment_create.filename,
+            media_type=attachment_create.media_type,
+            size=attachment_create.size,
+            kind=attachment_create.kind,
+            state=AttachmentState.PENDING,
+            idempotency_key=attachment_create.idempotency_key,
+            content_digest=attachment_create.content_digest,
+            created_at=datetime.now(timezone.utc),
+            created_by_id=user_id,
+        )
+        self.attachments[key] = attachment
+        return AttachmentReservation(
+            attachment=attachment,
+            status=AttachmentReservationStatus.CREATED,
+        )
+
+    async def mark_ready(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+        limits: AttachmentLimits,
+    ) -> Optional[Attachment]:
+        if self.fail_mark_ready:
+            raise RuntimeError("database unavailable")
+        if self.reject_mark_ready_for_quota:
+            raise AttachmentQuotaExceeded(quota="count", limit=1)
+        for key, attachment in self.attachments.items():
+            if attachment.project_id == project_id and attachment.id == attachment_id:
+                ready = attachment.model_copy(update={"state": AttachmentState.READY})
+                self.attachments[key] = ready
+                return ready
+        return None
+
+    async def delete_pending(
+        self,
+        *,
+        project_id: UUID,
+        attachment_id: UUID,
+    ) -> bool:
+        for key, attachment in list(self.attachments.items()):
+            if (
+                attachment.project_id == project_id
+                and attachment.id == attachment_id
+                and attachment.state == AttachmentState.PENDING
+            ):
+                del self.attachments[key]
+                return True
+        return False
+
+    async def fetch_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_id: UUID,
+    ) -> Optional[Attachment]:
+        return next(
+            (
+                attachment
+                for attachment in self.attachments.values()
+                if attachment.project_id == project_id
+                and attachment.session_id == session_id
+                and attachment.id == attachment_id
+                and attachment.state == AttachmentState.READY
+            ),
+            None,
+        )
+
+    async def reference_ready(
+        self,
+        *,
+        project_id: UUID,
+        session_id: str,
+        attachment_ids: List[UUID],
+        referenced_at: datetime,
+    ) -> AttachmentReferenceResult:
+        ordered_ids = list(dict.fromkeys(attachment_ids))
+        by_id = {
+            attachment.id: attachment
+            for attachment in self.attachments.values()
+            if attachment.project_id == project_id
+            and attachment.session_id == session_id
+            and attachment.state == AttachmentState.READY
+        }
+        missing_ids = [
+            attachment_id for attachment_id in ordered_ids if attachment_id not in by_id
+        ]
+        if missing_ids:
+            return AttachmentReferenceResult(missing_ids=missing_ids)
+        return AttachmentReferenceResult(
+            attachments=[by_id[attachment_id] for attachment_id in ordered_ids]
+        )
+
+
+class FakeOriginalStore:
+    def __init__(self) -> None:
+        self.mount_id = uuid4()
+        self.objects: dict[tuple[UUID, str], bytes] = {}
+        self.write_count = 0
+        self.fail_write = False
+        self.fail_delete = False
+
+    async def get_or_create_attachment_mount(
+        self,
+        *,
+        project_id: UUID,
+        user_id: UUID,
+        session_id: str,
+    ) -> UUID:
+        return self.mount_id
+
+    async def write_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+        data: bytes,
+    ) -> None:
+        self.write_count += 1
+        if self.fail_write:
+            raise RuntimeError("object store unavailable")
+        self.objects[(mount_id, path)] = data
+
+    async def read_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> bytes:
+        return self.objects[(mount_id, path)]
+
+    async def delete_attachment_original(
+        self,
+        *,
+        project_id: UUID,
+        mount_id: UUID,
+        path: str,
+    ) -> None:
+        if self.fail_delete:
+            raise RuntimeError("object store unavailable")
+        self.objects.pop((mount_id, path), None)
+
+
+@pytest.fixture
+def attachment_service():
+    dao = FakeAttachmentsDAO()
+    store = FakeOriginalStore()
+    service = SessionAttachmentsService(
+        attachments_dao=dao,
+        original_store=store,
+    )
+    return service, dao, store
+
+
+def _upload_request(
+    *,
+    data: bytes = b"hello",
+    idempotency_key: str = "upload-a",
+    content_length: int | None | object = ...,
+) -> Request:
+    boundary = "attachment-test-boundary"
+    body = (
+        (
+            f"--{boundary}\r\n"
+            'Content-Disposition: form-data; name="idempotency_key"\r\n\r\n'
+            f"{idempotency_key}\r\n"
+            f"--{boundary}\r\n"
+            'Content-Disposition: form-data; name="file"; filename="note.txt"\r\n'
+            "Content-Type: text/plain\r\n\r\n"
+        ).encode()
+        + data
+        + f"\r\n--{boundary}--\r\n".encode()
+    )
+    headers = [(b"content-type", f"multipart/form-data; boundary={boundary}".encode())]
+    if content_length is ...:
+        headers.append((b"content-length", str(len(body)).encode()))
+    elif content_length is not None:
+        headers.append((b"content-length", str(content_length).encode()))
+
+    sent = False
+
+    async def receive():
+        nonlocal sent
+        if sent:
+            return {"type": "http.request", "body": b"", "more_body": False}
+        sent = True
+        return {"type": "http.request", "body": body, "more_body": False}
+
+    request = Request(
+        {
+            "type": "http",
+            "method": "POST",
+            "path": "/sessions/attachments",
+            "headers": headers,
+        },
+        receive,
+    )
+    request.state.project_id = str(uuid4())
+    request.state.user_id = str(uuid4())
+    return request
+
+
+def _store_key(
+    project_id: UUID,
+    *,
+    session_id: str = "session-a",
+    idempotency_key: str = "upload-a",
+) -> tuple[UUID, str, str]:
+    return FakeAttachmentsDAO._key(
+        project_id=project_id,
+        session_id=session_id,
+        idempotency_key=idempotency_key,
+    )
+
+
+async def _create(
+    service: SessionAttachmentsService,
+    *,
+    project_id: UUID,
+    user_id: UUID,
+    session_id: str,
+    idempotency_key: str,
+) -> Attachment:
+    return await service.create_attachment(
+        project_id=project_id,
+        user_id=user_id,
+        session_id=session_id,
+        idempotency_key=idempotency_key,
+        filename="note.txt",
+        declared_media_type="text/plain",
+        data=b"hello",
+    )
+
+
+def test_reference_request_caps_attachment_ids_at_one_hundred():
+    SessionAttachmentReferenceRequest(
+        session_id="session-a",
+        attachment_ids=[uuid4() for _ in range(100)],
+    )
+
+    with pytest.raises(ValidationError):
+        SessionAttachmentReferenceRequest(
+            session_id="session-a",
+            attachment_ids=[uuid4() for _ in range(101)],
+        )
+
+
+async def test_reference_names_the_id_that_is_not_ready(attachment_service):
+    service, _, _ = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+    ready = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+    missing_id = uuid4()
+
+    with pytest.raises(AttachmentNotFound) as exc_info:
+        await service.reference_attachments(
+            project_id=project_id,
+            session_id="session-a",
+            attachment_ids=[ready.id, missing_id],
+        )
+
+    assert exc_info.value.attachment_id == missing_id
+
+
+async def test_failure_after_object_write_leaves_pending_and_unfetchable(
+    attachment_service,
+):
+    service, dao, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+    dao.fail_mark_ready = True
+
+    with pytest.raises(RuntimeError, match="database unavailable"):
+        await _create(
+            service,
+            project_id=project_id,
+            user_id=user_id,
+            session_id="session-a",
+            idempotency_key="upload-a",
+        )
+
+    pending = dao.attachments[_store_key(project_id)]
+    assert pending.state == AttachmentState.PENDING
+    assert store.objects[(pending.mount_id, pending.path)] == b"hello"
+    with pytest.raises(AttachmentNotFound):
+        await service.fetch_attachment_content(
+            project_id=project_id,
+            session_id="session-a",
+            attachment_id=pending.id,
+        )
+
+
+async def test_object_store_failure_frees_idempotency_key(attachment_service):
+    service, dao, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+    store.fail_write = True
+
+    with pytest.raises(RuntimeError, match="object store unavailable"):
+        await _create(
+            service,
+            project_id=project_id,
+            user_id=user_id,
+            session_id="session-a",
+            idempotency_key="upload-a",
+        )
+
+    assert _store_key(project_id) not in dao.attachments
+
+    store.fail_write = False
+    ready = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+    assert ready.state == AttachmentState.READY
+
+
+async def test_quota_rejection_frees_key_and_object(attachment_service):
+    service, dao, store = attachment_service
+    project_id = uuid4()
+    dao.reject_mark_ready_for_quota = True
+
+    with pytest.raises(AttachmentQuotaExceeded):
+        await _create(
+            service,
+            project_id=project_id,
+            user_id=uuid4(),
+            session_id="session-a",
+            idempotency_key="upload-a",
+        )
+
+    assert _store_key(project_id) not in dao.attachments
+    assert store.objects == {}
+
+
+async def test_quota_rejection_keeps_the_row_pending_when_the_object_survives(
+    attachment_service,
+):
+    service, dao, store = attachment_service
+    project_id = uuid4()
+    dao.reject_mark_ready_for_quota = True
+    store.fail_delete = True
+
+    with pytest.raises(AttachmentQuotaExceeded):
+        await _create(
+            service,
+            project_id=project_id,
+            user_id=uuid4(),
+            session_id="session-a",
+            idempotency_key="upload-a",
+        )
+
+    # Row and object stay paired so the pending sweep can reclaim both.
+    pending = dao.attachments[_store_key(project_id)]
+    assert pending.state == AttachmentState.PENDING
+    assert store.objects[(pending.mount_id, pending.path)] == b"hello"
+
+
+async def test_ready_idempotency_key_returns_same_attachment_without_second_write(
+    attachment_service,
+):
+    service, _, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+
+    first = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+    retried = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+
+    assert retried.id == first.id
+    assert store.write_count == 1
+
+
+async def test_idempotency_key_with_different_bytes_conflicts(attachment_service):
+    service, _, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+    await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+
+    with pytest.raises(AttachmentConflict):
+        await service.create_attachment(
+            project_id=project_id,
+            user_id=user_id,
+            session_id="session-a",
+            idempotency_key="upload-a",
+            filename="note.txt",
+            declared_media_type="text/plain",
+            data=b"world",
+        )
+
+    assert store.write_count == 1
+
+
+async def test_different_key_for_same_bytes_creates_second_attachment(
+    attachment_service,
+):
+    service, _, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+
+    first = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+    second = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-b",
+    )
+
+    assert second.id != first.id
+    assert len(store.objects) == 2
+
+
+async def test_stale_pending_upload_is_taken_over_at_the_same_path(attachment_service):
+    service, dao, store = attachment_service
+    project_id = uuid4()
+    user_id = uuid4()
+    attachment_id = uuid4()
+    stale = Attachment(
+        id=attachment_id,
+        project_id=project_id,
+        session_id="session-a",
+        mount_id=store.mount_id,
+        path=f"{attachment_id}/note.txt",
+        filename="note.txt",
+        media_type="text/plain",
+        size=5,
+        kind=AttachmentKind.DOCUMENT,
+        state=AttachmentState.PENDING,
+        idempotency_key="upload-a",
+        content_digest=sha256(b"hello").hexdigest(),
+        created_at=datetime.now(timezone.utc) - timedelta(hours=1),
+        created_by_id=user_id,
+    )
+    dao.attachments[_store_key(project_id)] = stale
+
+    ready = await _create(
+        service,
+        project_id=project_id,
+        user_id=user_id,
+        session_id="session-a",
+        idempotency_key="upload-a",
+    )
+
+    assert ready.id == stale.id
+    assert ready.path == stale.path
+    assert store.objects[(stale.mount_id, stale.path)] == b"hello"
+
+
+def _router_for(service) -> SessionAttachmentsRouter:
+    router = SessionAttachmentsRouter(attachments_service=service)
+    router._check = AsyncMock()
+    return router
+
+
+async def test_router_requires_content_length_before_reading_form():
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    router = _router_for(service)
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(content_length=None),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == 411
+    service.create_attachment.assert_not_awaited()
+
+
+async def test_router_rejects_oversized_content_length_before_reading_form():
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    router = _router_for(service)
+    oversized = service.limits.max_raw_bytes + _ATTACHMENT_MULTIPART_OVERHEAD_BYTES + 1
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(content_length=oversized),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == 413
+    service.create_attachment.assert_not_awaited()
+
+
+async def test_router_maps_mount_storage_unavailable_to_503():
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    service.create_attachment.side_effect = MountStorageUnavailable()
+    router = _router_for(service)
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == 503
+    assert exc_info.value.detail == MountStorageUnavailable().message
+
+
+@pytest.mark.parametrize(
+    ("error", "expected_status"),
+    [
+        (AttachmentConflict(), 409),
+        (
+            AttachmentUploadInFlight(
+                attachment_id=uuid4(),
+                retry_after_seconds=123,
+            ),
+            409,
+        ),
+    ],
+)
+async def test_router_maps_attachment_conflicts(error, expected_status):
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    service.create_attachment.side_effect = error
+    router = _router_for(service)
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == expected_status
+    if isinstance(error, AttachmentUploadInFlight):
+        assert exc_info.value.headers == {"Retry-After": "123"}
+
+
+async def test_quota_rejection_maps_to_429_after_compensation(attachment_service):
+    service, dao, store = attachment_service
+    dao.reject_mark_ready_for_quota = True
+    router = _router_for(service)
+    request = _upload_request()
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(request, session_id="session-a")
+
+    assert exc_info.value.status_code == 429
+    assert _store_key(UUID(request.state.project_id)) not in dao.attachments
+    assert store.objects == {}
+
+
+async def test_router_rejects_an_oversized_idempotency_key_before_the_service():
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    router = _router_for(service)
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(
+                idempotency_key="k" * (_MAX_IDEMPOTENCY_KEY_CHARACTERS + 1)
+            ),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == 422
+    service.create_attachment.assert_not_awaited()
+
+
+async def test_router_accepts_an_idempotency_key_at_the_length_limit(
+    attachment_service,
+):
+    service, _, _ = attachment_service
+    router = _router_for(service)
+
+    response = await router.create_session_attachment(
+        _upload_request(idempotency_key="k" * _MAX_IDEMPOTENCY_KEY_CHARACTERS),
+        session_id="session-a",
+    )
+
+    assert response.count == 1
+
+
+async def test_router_checks_permissions_before_the_size_limits():
+    service = AsyncMock()
+    service.limits = AttachmentLimits()
+    router = _router_for(service)
+    router._check = AsyncMock(side_effect=HTTPException(status_code=403))
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(content_length=None),
+            session_id="session-a",
+        )
+
+    # An unauthorized caller must not be able to probe the limits through 411/413.
+    assert exc_info.value.status_code == 403
+
+
+async def test_router_rejects_a_body_larger_than_its_declared_content_length():
+    service = AsyncMock()
+    limits = AttachmentLimits(
+        max_image_bytes=16,
+        max_audio_bytes=16,
+        max_document_bytes=16,
+        max_other_bytes=16,
+    )
+    service.limits = limits
+    router = _router_for(service)
+
+    with pytest.raises(HTTPException) as exc_info:
+        await router.create_session_attachment(
+            _upload_request(data=b"x" * 1024, content_length=8),
+            session_id="session-a",
+        )
+
+    assert exc_info.value.status_code == 413
+    service.create_attachment.assert_not_awaited()
diff --git a/api/oss/tests/pytest/unit/sessions/test_attachment_sweep.py b/api/oss/tests/pytest/unit/sessions/test_attachment_sweep.py
new file mode 100644
index 0000000000..640b9e55b1
--- /dev/null
+++ b/api/oss/tests/pytest/unit/sessions/test_attachment_sweep.py
@@ -0,0 +1,307 @@
+import asyncio
+from datetime import datetime, timedelta, timezone
+from uuid import uuid4
+
+import pytest
+
+from oss.src.core.sessions.attachments.dtos import Attachment, AttachmentState
+from oss.src.tasks.asyncio.sessions import attachment_sweep
+
+
+class _FakeLockEngine:
+    def __init__(self, *, held=False, lose_on_renew=False):
+        self.value = b"held" if held else None
+        self.lose_on_renew = lose_on_renew
+        self.renew_calls = 0
+        self.lease_ttls = []
+
+    async def set(self, _key, value, *, nx, ex):
+        self.lease_ttls.append(ex)
+        if nx and self.value is not None:
+            return None
+        self.value = value
+        return True
+
+    async def eval(self, _script, _count, _key, owner, ttl=None):
+        if ttl is not None:
+            self.renew_calls += 1
+            self.lease_ttls.append(ttl)
+            if self.lose_on_renew:
+                self.value = b"other-owner"
+                return 0
+            return int(self.value == owner)
+        if self.value != owner:
+            return 0
+        self.value = None
+        return 1
+
+
+class _FakeOriginalStore:
+    def __init__(self, *, failing_ids=None):
+        self.deleted = []
+        self.failing_ids = set(failing_ids or [])
+
+    async def delete_attachment_original(self, *, project_id, mount_id, path):
+        attachment_id = path.split("/", 1)[0]
+        self.deleted.append(attachment_id)
+        if attachment_id in self.failing_ids:
+            raise RuntimeError("object store unavailable")
+
+
+class _FakeAttachmentsDAO:
+    def __init__(self, rows, *, claim_before_delete=None):
+        self.rows = list(rows)
+        self.claim_before_delete = claim_before_delete
+        self.reap_calls = 0
+        self.sweep_calls = 0
+        self.claim_succeeded = None
+
+    async def _delete_candidates(self, *, candidates, delete_original):
+        for row in candidates:
+            row.state = AttachmentState.DELETING
+
+        deleted = []
+        for row in candidates:
+            if row.id == self.claim_before_delete:
+                self.claim_succeeded = row.state == AttachmentState.READY
+            try:
+                await delete_original(row)
+            except Exception:
+                continue
+            self.rows.remove(row)
+            deleted.append(row)
+        return deleted
+
+    async def reap_stale_pending(
+        self,
+        *,
+        older_than,
+        delete_original,
+        limit=100,
+    ):
+        self.reap_calls += 1
+        candidates = [
+            row
+            for row in self.rows
+            if row.state in {AttachmentState.PENDING, AttachmentState.DELETING}
+            and row.created_at < older_than
+        ][:limit]
+        return await self._delete_candidates(
+            candidates=candidates,
+            delete_original=delete_original,
+        )
+
+    async def sweep_unreferenced_ready(
+        self,
+        *,
+        older_than,
+        delete_original,
+        limit=100,
+    ):
+        self.sweep_calls += 1
+        candidates = [
+            row
+            for row in self.rows
+            if row.state == AttachmentState.READY
+            and row.referenced_at is None
+            and row.created_at < older_than
+        ][:limit]
+        return await self._delete_candidates(
+            candidates=candidates,
+            delete_original=delete_original,
+        )
+
+
+def _attachment(
+    *,
+    state: AttachmentState,
+    age: timedelta,
+    referenced: bool = False,
+) -> Attachment:
+    attachment_id = uuid4()
+    timestamp = datetime.now(timezone.utc) - age
+    return Attachment(
+        id=attachment_id,
+        project_id=uuid4(),
+        session_id="session-1",
+        mount_id=uuid4(),
+        path=f"{attachment_id}/file.bin",
+        filename="file.bin",
+        media_type="application/zip",
+        size=10,
+        kind="other",
+        state=state,
+        idempotency_key=uuid4().hex,
+        content_digest=uuid4().hex,
+        referenced_at=timestamp if referenced else None,
+        created_at=timestamp,
+    )
+
+
+@pytest.fixture
+def anyio_backend():
+    return "asyncio"
+
+
+async def _run(dao, store, lock=None, *, sweep_interval_seconds=60):
+    await attachment_sweep.run_attachment_sweep(
+        attachments_dao=dao,
+        original_store=store,
+        lock_engine=lock or _FakeLockEngine(),
+        pending_ttl_seconds=900,
+        unreferenced_ttl_seconds=86_400,
+        sweep_interval_seconds=sweep_interval_seconds,
+    )
+
+
+@pytest.mark.anyio
+async def test_sweep_removes_only_stale_unclaimed_rows(anyio_backend):
+    assert anyio_backend == "asyncio"
+    stale_pending = _attachment(state=AttachmentState.PENDING, age=timedelta(hours=1))
+    stale_ready = _attachment(state=AttachmentState.READY, age=timedelta(days=2))
+    claimed_ready = _attachment(
+        state=AttachmentState.READY,
+        age=timedelta(days=2),
+        referenced=True,
+    )
+    fresh_ready = _attachment(state=AttachmentState.READY, age=timedelta(hours=1))
+    dao = _FakeAttachmentsDAO([stale_pending, stale_ready, claimed_ready, fresh_ready])
+    store = _FakeOriginalStore()
+
+    await _run(dao, store)
+
+    assert {row.id for row in dao.rows} == {claimed_ready.id, fresh_ready.id}
+    assert set(store.deleted) == {str(stale_pending.id), str(stale_ready.id)}
+
+
+@pytest.mark.anyio
+async def test_claim_after_tombstone_cannot_reference_deleted_object(anyio_backend):
+    assert anyio_backend == "asyncio"
+    ready = _attachment(state=AttachmentState.READY, age=timedelta(days=2))
+    dao = _FakeAttachmentsDAO([ready], claim_before_delete=ready.id)
+    store = _FakeOriginalStore()
+
+    await _run(dao, store)
+
+    assert dao.rows == []
+    assert dao.claim_succeeded is False
+    assert store.deleted == [str(ready.id)]
+
+
+@pytest.mark.anyio
+async def test_object_delete_failure_keeps_row_for_later_retry(anyio_backend):
+    assert anyio_backend == "asyncio"
+    pending = _attachment(state=AttachmentState.PENDING, age=timedelta(hours=1))
+    dao = _FakeAttachmentsDAO([pending])
+    store = _FakeOriginalStore(failing_ids={str(pending.id)})
+
+    await _run(dao, store)
+
+    assert dao.rows == [pending]
+    assert pending.state == AttachmentState.DELETING
+    assert store.deleted == [str(pending.id)]
+
+    store.failing_ids.clear()
+    await _run(dao, store)
+
+    assert dao.rows == []
+    assert store.deleted == [str(pending.id), str(pending.id)]
+
+
+@pytest.mark.anyio
+async def test_sweep_drains_more_than_one_batch_and_renews_lock(anyio_backend):
+    assert anyio_backend == "asyncio"
+    rows = [
+        _attachment(state=AttachmentState.READY, age=timedelta(days=2))
+        for _ in range(101)
+    ]
+    dao = _FakeAttachmentsDAO(rows)
+    store = _FakeOriginalStore()
+    lock = _FakeLockEngine()
+
+    await _run(dao, store, lock)
+
+    assert dao.rows == []
+    assert dao.sweep_calls == 2
+    assert lock.renew_calls == 1
+    assert lock.lease_ttls == [300, 300]
+    assert len(store.deleted) == 101
+
+
+@pytest.mark.anyio
+async def test_sweep_lease_scales_with_configured_interval(anyio_backend):
+    assert anyio_backend == "asyncio"
+    lock = _FakeLockEngine()
+
+    await _run(
+        _FakeAttachmentsDAO([]),
+        _FakeOriginalStore(),
+        lock,
+        sweep_interval_seconds=200,
+    )
+
+    assert lock.lease_ttls == [400]
+
+
+@pytest.mark.anyio
+async def test_lost_lock_stops_backlog_drain(anyio_backend):
+    assert anyio_backend == "asyncio"
+    rows = [
+        _attachment(state=AttachmentState.READY, age=timedelta(days=2))
+        for _ in range(101)
+    ]
+    dao = _FakeAttachmentsDAO(rows)
+    lock = _FakeLockEngine(lose_on_renew=True)
+
+    await _run(dao, _FakeOriginalStore(), lock)
+
+    assert len(dao.rows) == 1
+    assert dao.sweep_calls == 1
+    assert lock.renew_calls == 1
+
+
+@pytest.mark.anyio
+async def test_held_distributed_lock_skips_pass(anyio_backend):
+    assert anyio_backend == "asyncio"
+    dao = _FakeAttachmentsDAO(
+        [_attachment(state=AttachmentState.READY, age=timedelta(days=2))]
+    )
+
+    await _run(dao, _FakeOriginalStore(), _FakeLockEngine(held=True))
+
+    assert dao.reap_calls == 0
+    assert dao.sweep_calls == 0
+
+
+@pytest.mark.anyio
+async def test_loop_sleeps_at_configured_cadence_and_cancels(
+    anyio_backend,
+    monkeypatch,
+):
+    assert anyio_backend == "asyncio"
+    passes = 0
+    sleeps = []
+
+    async def fake_pass(**_kwargs):
+        nonlocal passes
+        passes += 1
+
+    async def cancel_on_sleep(seconds):
+        sleeps.append(seconds)
+        raise asyncio.CancelledError
+
+    monkeypatch.setattr(attachment_sweep, "run_attachment_sweep", fake_pass)
+    monkeypatch.setattr(attachment_sweep.asyncio, "sleep", cancel_on_sleep)
+
+    with pytest.raises(asyncio.CancelledError):
+        await attachment_sweep.attachment_sweep_loop(
+            attachments_dao=_FakeAttachmentsDAO([]),
+            original_store=_FakeOriginalStore(),
+            lock_engine=_FakeLockEngine(),
+            pending_ttl_seconds=900,
+            unreferenced_ttl_seconds=86_400,
+            sweep_interval_seconds=17,
+        )
+
+    assert passes == 1
+    assert sleeps == [17]
diff --git a/api/oss/tests/pytest/unit/sessions/test_records_truncation.py b/api/oss/tests/pytest/unit/sessions/test_records_truncation.py
index 82d9f13886..fc3ff5e199 100644
--- a/api/oss/tests/pytest/unit/sessions/test_records_truncation.py
+++ b/api/oss/tests/pytest/unit/sessions/test_records_truncation.py
@@ -82,3 +82,42 @@ def test_smart_truncation_flag_is_reachable_from_the_env_object():
     from oss.src.utils.env import env
 
     assert isinstance(env.agenta.sessions.records.smart_truncation, bool)
+
+
+def test_attachment_reference_and_delivery_payloads_fit_without_truncation():
+    attachments = [
+        {
+            "attachment_id": f"019a0000-0000-7000-8000-{index:012d}",
+            "filename": f"file-{index}.png",
+            "media_type": "image/png",
+            "size": 1024,
+        }
+        for index in range(5)
+    ]
+    payloads = [
+        {
+            "type": "message",
+            "text": "Review these files.",
+            "attachments": attachments,
+        },
+        *[
+            {
+                "type": "attachment_delivery",
+                "attachmentId": attachment["attachment_id"],
+                "outcome": "workspace_only",
+                "reasonCode": "model_modality_unknown",
+                "workingPath": (
+                    f"attachments/{attachment['attachment_id']}/"
+                    f"{attachment['filename']}"
+                ),
+            }
+            for attachment in attachments
+        ],
+    ]
+
+    assert sum(_size(payload) for payload in payloads) < MAX_ATTRIBUTES_BYTES
+    for payload in payloads:
+        assert (
+            _truncate_attributes(payload, MAX_ATTRIBUTES_BYTES, _size(payload))
+            is payload
+        )
diff --git a/api/pyproject.toml b/api/pyproject.toml
index 363a59a511..6c046e6b9b 100644
--- a/api/pyproject.toml
+++ b/api/pyproject.toml
@@ -45,6 +45,7 @@ dependencies = [
     "miniopy-async>=1,<2",
     "pathspec>=0.12,<0.13",
     "stream-zip>=0.0.83,<0.1",
+    "puremagic>=1.30,<2",
 ]
 
 [dependency-groups]
diff --git a/api/uv.lock b/api/uv.lock
index 6624ca04c5..05c6186dd1 100644
--- a/api/uv.lock
+++ b/api/uv.lock
@@ -1,5 +1,5 @@
 version = 1
-revision = 3
+revision = 1
 requires-python = ">=3.11, <3.14"
 resolution-markers = [
     "python_full_version >= '3.12'",
@@ -92,27 +92,27 @@ source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "caio" },
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+sdist = { url = "https://files.pythonhosted.org/packages/48/41/2fea7e193e061ce54eacc3b7bc0e6a99e4fcff43c78cf0a76dd781ed8334/aiofile-3.11.1.tar.gz", hash = "sha256:1f91912c6643d2a4e49ca4ae3514f0bf3867ce948a36d99a6411b8f4755f4cf9", size = 19342 }
 wheels = [
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+    { url = "https://files.pythonhosted.org/packages/67/cd/0d76dfc5de72bde52f55f53e925c7d152d9c7906634ec1e0cbc7e8d4ad93/aiofile-3.11.1-py3-none-any.whl", hash = "sha256:ce77d14ac07f77bc2b757834a5c129321f3f705c474593deed5ab209079a52c9", size = 20446 },
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+sdist = { url = "https://files.pythonhosted.org/packages/0b/03/a88171e277e8caa88a4c77808c20ebb04ba74cc4681bf1e9416c862de237/aiofiles-24.1.0.tar.gz", hash = "sha256:22a075c9e5a3810f0c2e48f3008c94d68c65d763b9b03857924c99e57355166c", size = 30247 }
 wheels = [
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+    { url = "https://files.pythonhosted.org/packages/a5/45/30bb92d442636f570cb5651bc661f52b610e2eec3f891a5dc3a4c3667db0/aiofiles-24.1.0-py3-none-any.whl", hash = "sha256:b4ec55f4195e3eb5d7abd1bf7e061763e864dd4954231fb8539a0ef8bb8260e5", size = 15896 },
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 [[package]]
 name = "aiohappyeyeballs"
 version = "2.7.1"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/ce/f4/eec0465c2f67b2664688d0240b3212d5196fd89e741df67ddb81f8d35658/aiohappyeyeballs-2.7.1.tar.gz", hash = "sha256:065665c041c42a5938ed220bdcd7230f22527fbec085e1853d2402c8a3615d9d", size = 24757, upload-time = "2026-07-01T17:11:55.501Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/ce/f4/eec0465c2f67b2664688d0240b3212d5196fd89e741df67ddb81f8d35658/aiohappyeyeballs-2.7.1.tar.gz", hash = "sha256:065665c041c42a5938ed220bdcd7230f22527fbec085e1853d2402c8a3615d9d", size = 24757 }
 wheels = [
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+    { url = "https://files.pythonhosted.org/packages/71/43/1947f06babed6b3f1d7f38b0c767f52df66bfb2bc10b468c4a7de9eceff2/aiohappyeyeballs-2.7.1-py3-none-any.whl", hash = "sha256:9243213661e29250eb41368e5daa826fc017156c3b8a11440826b2e3ed376472", size = 15038 },
 ]
 
 [[package]]
@@ -129,67 +129,67 @@ dependencies = [
     { name = "typing-extensions", marker = "python_full_version < '3.13'" },
     { name = "yarl" },
 ]
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diff --git a/docs/design/agent-workflows/projects/agent-multi-modality/plans/stage-1-implementation.md b/docs/design/agent-workflows/projects/agent-multi-modality/plans/stage-1-implementation.md
new file mode 100644
index 0000000000..eb21cc6ec6
--- /dev/null
+++ b/docs/design/agent-workflows/projects/agent-multi-modality/plans/stage-1-implementation.md
@@ -0,0 +1,1179 @@
+# Stage 1 implementation plan, revision 2: agent multi-modality
+
+This plan turns Stage 1 of
+`docs/design/agent-workflows/projects/agent-multi-modality/plan.md` into pull-request-sized work
+packages. It does not reopen any decision: D1 through D14 are settled, and the media-type,
+validation, and limits matrix in `design.md` is the authority on formats, caps, and rejection rules.
+Every file path and line area below was re-checked against the working tree on 2026-07-31.
+
+Revision 2 folds in the Codex critical review of revision 1 and the orchestrator's binding
+adjudications. Where the two disagree, the adjudication wins.
+
+Read in order. "Adjudicated decisions" says what changed and why, and feeds the stage protocol.
+"Corrections to the design's code references" lists code the design text points at wrongly. "How
+Stage 1 splits into pull requests" gives the shape. The four work-package sections give files,
+contracts, migrations, tests, and acceptance criteria. "Design-doc sync" lists the design edits the
+docs lane must make during WP1. "What I could not verify" lists what was inferred.
+
+---
+
+## Adjudicated decisions
+
+What changed versus revision 1, and why. Each item cites the Codex finding and the ruling that
+settled it.
+
+1. **The package split is reader-first, not producer-first** (Codex "PR split and deployment order"
+   → ruling "PR split: reader-first, four packages"). Revision 1 ordered API → wire contract →
+   runner → frontend. The wire-contract package is a *producer* (the Vercel adapter emits blocks),
+   so shipping it before the runner could emit a block nothing consumed. New order: WP1 API, WP2
+   runner (consumer), WP3 SDK/agent-service (producer), WP4 frontend (producer), then the flag.
+   Merge order equals deploy order, and the flag flip is a fifth, separate act.
+2. **Every generic mount operation must treat the attachments mount as absent** (Codex P0-1 → ruling
+   A2). Revision 1 guarded only `write_file`, `delete_path`, `create_folder`, and signing. A project
+   member could still query the mount, list `<attachment_id>/<filename>`, download or export an
+   original bypassing the session-binding check, and archive the mount. One `is_protected_mount()`
+   policy in `MountsService` now covers query, fetch, list, read, download, export, edit, archive,
+   unarchive, write, folder-create, upload, delete, and sign.
+3. **The protected classification gets a server-owned `purpose` column, not just a slug match**
+   (Codex "Immutability guard and slug matching" → ruling A2). Slug matching is mechanically stable
+   today but is a naming convention, not a security classification. The migration adds
+   `mounts.purpose`, set to `"session_attachment_originals"`, absent from `MountEdit` so it cannot be
+   edited. The slug check stays as the transitional fallback for rows written before the column.
+4. **The exception is `MountProtected`, not `MountImmutable`** (Codex → ruling A2). `MountImmutableField`
+   already exists and means something else.
+5. **The runner gets a first-class `currentUserTurn(request)`, as WP2's first commit** (Codex P0-2 →
+   ruling A3). The runner today has no concept of "the current user turn", only "the most recent
+   non-empty user text": `resolvePromptText` scans backward (`protocol.ts:585`), so an
+   attachment-only turn after an earlier text turn resends the earlier text. The same assumption sits
+   in `tailIsFreshUserMessage` (`session-identity.ts:344`), `historyFingerprint`
+   (`session-identity.ts:213`, which hashes user text but no attachment ids), and the inbound-record
+   persist guard (`server.ts:1082-1084`). Fixing the abstraction precedes writing any attachment
+   resolution.
+6. **An explicit claim operation replaces "the download route sets `referenced_at`"** (Codex P0-3 →
+   ruling A4, which overturns revision 1's recommendation 5). A GET must not mutate lifecycle state,
+   and the frontend's render path calls the same route, so merely previewing a staged attachment
+   would make it immortal. New `POST /sessions/attachments/reference`; the runner claims after
+   validating the current turn and before executing it. Recorded tradeoff: a claim leaked by a turn
+   that later fails is tolerable; sweeping a durable conversation reference is not.
+7. **Upload is bounded, row-first, and idempotent by client key** (Codex P0-4 → ruling A5). Revision 1
+   copied `await file.read()` from `mounts/utils.py:85`, which buffers an arbitrarily large body
+   before any policy applies — and the EE stack has no gateway body cap at all. Upload now reads in
+   bounded chunks to the maximum raw cap plus one byte, inserts a `pending` row carrying a
+   client-supplied idempotency key (unique per project + session), writes the object, then marks it
+   `ready`. Downloads and claims resolve only `ready`. A reaper clears stuck `pending` rows and their
+   orphan objects. This replaces revision 1's "a retry mints a new id" contract and fixes the
+   contradiction in `plan.md` around line 120.
+8. **Per-session quotas ship in Stage 1** (Codex P0-5 → ruling A6). Five files per message does not
+   bound a hostile session, and D12 makes a cold start restore every referenced working copy, so an
+   unbounded session is a runner amplification endpoint. Enforced at upload: 100 attachments and
+   256 MB of ready-or-referenced bytes per session, 20 pending uploads. Cold-start restore runs with
+   concurrency 4 and a per-file timeout. Upload rate limiting beyond this is out of Stage 1.
+9. **Every current-turn attachment gets a mention line in the prompt** (Codex P1 → ruling A8).
+   Revision 1's test asserted that a workspace-only attachment produces no native block and the turn
+   still runs, which for an attachment-only ZIP is an empty prompt, and the agent never learns the
+   id-namespaced path. Native blocks come first, then exactly one text block holding the mention
+   lines plus the user text. This also makes an attachment-only turn valid.
+10. **The delivery outcome is a structured chain, not an optional error field** (Codex P1 and
+    recommendation 6 → ruling A9, which overturns revision 1's recommendation 6 as specified). A
+    lonely terminal `errorCode` would be dead data: `result_from_wire` (`wire.py:162-172`) raises and
+    discards every field but `error`, and the Vercel stream emits only `errorText`. The runner now
+    emits an `attachment_delivery` event carrying `{attachmentId, outcome, reasonCode, workingPath}`,
+    persisted with the records, parsed by the SDK, carried on the Vercel stream, and rendered on
+    reload. This is the authoritative D6 notice; the composer's pre-send approximation stays a
+    courtesy.
+11. **Unknown model modalities mean workspace-only, and the fact is sourced at the resolved-connection
+    boundary** (Codex recommendation 2 → ruling R2, overturning revision 1's recommendation 2).
+    Revision 1 proposed reading `model_catalog.modalities` and defaulting an absent value to "assume
+    vision". The catalog's own docstring says it "never gates selection; the runtime accepted set
+    does" (`model_catalog.py:1-22`). The wire now carries
+    `modelCapabilities: {inputModalities: [...]}` populated by the connection resolver, and an absent
+    value means unknown, therefore workspace-only with the notice. Capabilities join
+    `configFingerprint`.
+12. **The dual read must watch today's real inline shape** (Codex "Dual-read rollout traps"). Revision
+    1's legacy branch watched `type: "image"` with a `data` field. The browser writes the data URL
+    into `FileUIPart.url` (`files.ts:21-33`), and `_part_to_blocks` copies `url` into
+    `ContentBlock.uri` (`messages.py:97`), so the field the runner would have read is never sent. The
+    dual read matches `uri` beginning `data:` first, and `data` as the historical fallback.
+13. **Attachment mapping in the Vercel adapter is ingress-only** (Codex recommendation 3 → ruling R3).
+    The module's symmetry rule has an explicit exception for a direction that cannot occur; the
+    neutral attachment block carries no URL, so `_block_to_parts` cannot rebuild a `FileUIPart`. The
+    docstring must state that, the way it already states the reasoning-part exception.
+14. **`providerMetadata` is the carrier and it is verified available** (Codex recommendation 3 →
+    ruling R3). `ai` is exact-pinned at `6.0.0-beta.150` and `FileUIPart` declares
+    `providerMetadata?: ProviderMetadata` (`node_modules/ai/dist/index.d.ts:1602`). `url` keeps the
+    real authenticated content URL; `providerMetadata.agenta.attachmentId` carries the id and is
+    validated as a canonical UUID. The custom-scheme fallback is dropped.
+15. **Route names are resource-shaped** (Codex layering → ruling "Route naming"). `POST
+    /sessions/attachments` creates, `GET /sessions/attachments/{id}/content` returns bytes, `POST
+    /sessions/attachments/reference` claims. The unrecognizable-bytes exception is `AttachmentInvalid`,
+    not `AttachmentUnreadable`.
+16. **Attachment routes use session-domain permissions only** (Codex security → ruling "Permissions").
+    `SessionMountsRouter` requires both domains, but requiring `*_MOUNTS` on attachment routes leaks
+    the storage implementation into the authorization model and can deny a legitimate session user.
+    The deviation from the neighbouring router is deliberate and must be commented.
+17. **The router does no domain work** (Codex layering → `api/AGENTS.md:93`). Revision 1 had the
+    upload handler classify, create the mount, write the object, and insert the row. The router now
+    parses and bounded-reads the `UploadFile`, checks access, calls `SessionAttachmentsService`, and
+    maps domain exceptions. There is no private cross-domain `_write_attachment_original`; the
+    attachments service reaches storage through a narrow public `AttachmentOriginalStore` operation on
+    `MountsService`.
+18. **The sweep deletes under a lock** (Codex recommendation 9 → ruling R9). `orphan_sweep.py` only
+    writes DB and Redis state, so its "duplicates are harmless" property does not carry over to
+    object-store deletion plus row hard-delete. The attachment sweep keeps the asyncio-lifespan
+    mechanism but takes the Redis lock and re-checks `referenced_at` inside the deleting transaction.
+19. **Filename safety is enforced independently at both ends** (Codex recommendation 10 → ruling R10).
+    Revision 1 called re-reading `Content-Disposition` an independent check; it is another trust
+    boundary. The runner validates the id as a canonical UUID, parses `filename*` per RFC 5987,
+    sanitizes to a basename, enforces resolved-path containment under `cwd/attachments/`, rejects
+    symlinks on every parent component, and writes create-exclusive.
+20. **The migration's `down_revision` is `oss000000019`** (Codex layering → ruling "Migration").
+    Revision 1 guessed from `oss000000016`. The head is
+    `oss000000019_index_session_streams_archived_at.py`. The truncation-budget test moves to the
+    session records tests, beside `unit/sessions/test_records_truncation.py`, not
+    `unit/test_mounts_file_ops.py`.
+21. **`puremagic` stays, behind an adapter, and is not a security boundary** (Codex recommendation 1 →
+    ruling R1). Native image delivery maps explicitly to PNG, JPEG, GIF, and WebP; `image/svg+xml` is
+    never a native image block.
+22. **Stage 0 is already done.** Commit `f2aa193cb2` landed the paste and drag gating:
+    `attachmentsBlocked` at `AgentConversation.tsx:1815` now begins with `!uploadsEnabled ||`. The
+    uncommitted-edit question from revision 1 is closed. The stale doc comment at
+    `assets/constants.ts:39-40` still claims paste is ungated and is now factually wrong; WP4 fixes it.
+
+---
+
+## Corrections to the design's code references
+
+Use these values, not the ones in the design text.
+
+- The single call that hands a turn to the harness is
+  `services/runner/src/engines/sandbox_agent/run-turn.ts:803`
+  (`env.session.prompt([{ type: "text", text: turnText }])`), not near line 742. `plan.md` says 742.
+- The rejection of a text-free turn lives in
+  `services/runner/src/engines/sandbox_agent/run-plan.ts:325`, not in `run-turn.ts`. The message is
+  `"No user message to send (prompt/messages empty)."`.
+- The `[image]` cold-replay placeholder is real
+  (`services/runner/src/engines/sandbox_agent/transcript.ts:204-205`) but it fires only for a prior
+  turn that still carries an image block in memory. A user turn rebuilt from durable records carries
+  no image block at all, because `services/runner/src/sessions/reconstruct.ts:103-107` builds the
+  user message from `event.text` alone. Both sites change.
+- The design's "two integration gaps" section cites `protocol.ts` "near line 539" for capabilities and
+  "near line 557" for the error string. `AgentRunResult` starts at line 539 and `error?: string` is
+  line 557; both are still accurate.
+- `design.md` states the count cap is "enforced at the run route". The run route is the runner's
+  `/run`, and the runner cannot read `api/oss/src/utils/env.py`; the count is a runner-side config
+  value (ruling R8).
+- `plan.md` around line 120 states that a retried upload creates a new resource. Ruling A5 replaces
+  that contract; the docs lane fixes the sentence (see "Design-doc sync").
+
+---
+
+## How Stage 1 splits into pull requests
+
+Four stacked pull requests, merged bottom to top, plus a fifth act that is a configuration flip.
+Merge order is deploy order. Each package is safe to deploy on its own because every package below it
+is already live and every package above it does not exist yet.
+
+| # | Branch | Scope | Base | Safe alone because |
+| --- | --- | --- | --- | --- |
+| WP1 | `wp1-api-attachments` | Attachment resource with `pending`/`ready` state, bounded create route, content route, claim route, protected-mount policy, `purpose` column, session quotas, sweep and reaper, nginx raise | workspace target | Adds routes nothing calls yet; the protected-mount policy closes a hole on a mount nothing creates yet. |
+| WP2 | `wp2-runner-delivery` | `currentUserTurn` refactor first, then `protocol.ts` additions, dual read, capability gate, materialization, mentions, `attachment_delivery`, the claim call, records with references, cold-start sweep | WP1 | Consumer only. Nothing produces an attachment block, so the new paths are dead code until WP3. The `currentUserTurn` refactor and the dual read are live improvements on their own. |
+| WP3 | `wp3-sdk-producer` | Attachment block ingress in the Vercel adapter, `modelCapabilities` on the wire, the delivery and error contract through `wire.py` and the Vercel stream, the new golden and both contract suites | WP2 | Produces blocks a live runner already understands. Requires a pip publish plus an agent-service deploy, which is why it is its own package. |
+| WP4 | `wp4-frontend-transport` | Upload transport, references in parts, render through the content route, accept every kind with the notice, replay wiring, delivery-notice rendering | WP3 | Merged with `NEXT_PUBLIC_AGENT_FILE_UPLOADS` still off in production. |
+| — | (no branch) | Turn the flag on | — | A configuration act, taken only after WP1, WP2, and WP3 are confirmed deployed. |
+
+**Why the order is reader-first.** Codex's objection to revision 1 stands: the Vercel adapter is a
+producer, and `ContentBlock.type` in `protocol.ts:13` is `... | string`, so an older runner accepts a
+`type: "attachment"` block structurally and ignores it semantically — a silent file loss. Publishing
+a pip package, deploying the agent service that imports it, and deploying the runner are three
+separate rollout events. Consumers first makes every intermediate state degrade to today's behaviour
+instead of losing data.
+
+**The rollout matrix, after the corrections.**
+
+| Frontend | SDK / agent service | Runner | Result |
+| --- | --- | --- | --- |
+| old | old | new | Works. The inline `data:` image now reaches the model, because WP2's dual read matches `uri: "data:..."` (the shape the browser actually sends). |
+| old | new | new | Works, same path. |
+| new | old | new | The reference is lost: `providerMetadata` is ignored and the SDK emits a resource with an HTTP `uri` and no bytes. This is why the flag stays off until WP3 is deployed. |
+| new | new | old | The `attachment` block is structurally accepted and semantically ignored. Same reason. |
+| new | new | new | The full path. |
+
+A declared `attachments.v1` capability handshake would make the flag unnecessary. It is noted as
+deferred hardening and is not built in Stage 1.
+
+**If WP1 is too large to review**, split the sweep and reaper into `wp1b-attachment-sweep`. They are
+operationally independent from the resource and must land before production enablement, not before
+WP2.
+
+**Where Stage 0 goes.** Nowhere. It is merged (`f2aa193cb2`). WP4 fixes the stale comment it left
+behind at `assets/constants.ts:39-40`.
+
+---
+
+## Work package 1: the API attachment resource
+
+The API stores an attachment original through a bounded, idempotent, two-phase create; serves it back
+with a session-binding check; lets a caller claim it durably; and makes the attachments mount
+invisible to every generic mount operation.
+
+### The storage layout
+
+The original lives in a session-scoped mount named `attachments`. Session mounts are an open
+namespace: `MountsService.get_or_create_session_mount(project_id, user_id, session_id, name)`
+(`api/oss/src/core/mounts/service.py:452`) mints the deterministic slug
+`__ag__session__<uuid5(session_id)>__<name>` and upserts on `unique(project_id, slug)`, so calling it
+with `name="attachments"` is idempotent and needs no enum or constant table. The object key is
+`[<namespace>/]mounts/<project_id>/<mount_id>/<path>` (`_storage_key`, `service.py:405`).
+
+The path inside the mount is `<attachment_id>/<filename>`. The id is minted when the `pending` row is
+inserted, so no two uploads target the same key.
+
+### New files
+
+Core layer, following the existing session-facet shape (`core/sessions/{mounts,records,turns}/`):
+
+- `api/oss/src/core/sessions/attachments/__init__.py`
+- `api/oss/src/core/sessions/attachments/dtos.py`
+- `api/oss/src/core/sessions/attachments/types.py` — domain exceptions
+- `api/oss/src/core/sessions/attachments/interfaces.py` — `SessionAttachmentsDAOInterface`
+- `api/oss/src/core/sessions/attachments/service.py` — `SessionAttachmentsService`
+- `api/oss/src/core/sessions/attachments/media.py` — the classifier adapter
+
+DB layer:
+
+- `api/oss/src/dbs/postgres/sessions/attachments/{__init__,dbas,dbes,dao,mappings}.py`
+- `api/oss/databases/postgres/migrations/core_oss/versions/oss000000020_add_session_attachments.py`,
+  `revision = "oss000000020"`, `down_revision = "oss000000019"`
+
+Background work:
+
+- `api/oss/src/tasks/asyncio/sessions/attachment_sweep.py`, modelled on
+  `api/oss/src/tasks/asyncio/sessions/orphan_sweep.py`
+
+### Modified files
+
+- `api/oss/src/apis/fastapi/sessions/router.py`: new `SessionAttachmentsRouter` beside
+  `SessionMountsRouter` (class at line 872), constructed in `SessionsRouter.__init__` (class at line
+  1394, `self.mounts = SessionMountsRouter(...)` at 1429). Mounted under the `/sessions` prefix, the
+  same prefix the mounts sub-router uses.
+- `api/oss/src/apis/fastapi/sessions/models.py`: request and response models (classes run from line
+  29; `SessionMountsResponse` at 175 is the envelope precedent).
+- `api/oss/src/core/mounts/service.py`: `ATTACHMENTS_MOUNT_NAME = "attachments"` beside
+  `_SESSION_CWD_NAME` (line 56), `is_protected_mount()`, the `allow_protected` parameter on
+  `_resolve_mount` (line 716), the filter in `query_mounts` (line 627), the name reservation in
+  `get_or_create_session_mount` (line 452), and the narrow `AttachmentOriginalStore` operations.
+- `api/oss/src/core/mounts/types.py`: `MountProtected` (the file's exceptions run to line 74;
+  `MountImmutableField` at line 48 is a different thing and stays).
+- `api/oss/src/core/mounts/dtos.py`: `purpose: Optional[str] = None` on `Mount` (line 25) and
+  `MountCreate` (line 37). **Not** on `MountEdit` (line 46) and **not** in `MountFlags` (line 21),
+  because flags are caller-supplied on create and editable through `MountEdit`.
+- `api/oss/src/dbs/postgres/mounts/dbas.py`: `purpose = Column(String, nullable=True)` beside
+  `session_id` and `agent_id`.
+- `api/oss/src/dbs/postgres/mounts/mappings.py`: carry `purpose` both ways.
+- `api/oss/src/apis/fastapi/mounts/router.py`: map `MountProtected` in `handle_mount_exceptions()`
+  (line 64).
+- `api/oss/src/utils/env.py`: `SessionsAttachmentsConfig` nested under `SessionsConfig` (line 507),
+  declared with the file's own pattern.
+- `api/entrypoints/routers.py`: DAO beside `mounts_dao` (line 561), service beside
+  `session_mounts_service` (line 882), passed into `SessionsRouter` (line 1051), sweep task created
+  in the lifespan beside `_orphan_sweep_task` (line 270) and cancelled at line 285.
+- `api/pyproject.toml` and `api/uv.lock`: `cd api && uv add puremagic`.
+- `hosting/docker-compose/oss/nginx/nginx.conf:35`: `client_max_body_size 10M;` becomes `32m`.
+
+### The data contracts
+
+Core DTOs, in `core/sessions/attachments/dtos.py`. Field roles: `id` is server-issued identity;
+`project_id` and `session_id` are tenant and scope routing; `mount_id` and `path` are storage
+coordinates that never leave the API (D10); `filename`, `media_type`, and `size` are verified
+descriptors of the bytes; `state` and `referenced_at` are lifecycle; `idempotency_key` is a
+client-supplied dedupe handle, never an identifier the client may use to fetch.
+
+```python
+class AttachmentState(str, Enum):
+    PENDING = "pending"
+    READY = "ready"
+
+
+class Attachment(Identifier, Lifecycle):
+    project_id: UUID
+    session_id: str
+    mount_id: UUID
+    path: str                 # "<attachment_id>/<filename>", never in a response
+    filename: str             # sanitized basename, server-authoritative
+    media_type: str           # inspected from bytes, never the declared type
+    size: int
+    kind: AttachmentKind      # image | audio | document | other, derived from media_type
+    state: AttachmentState
+    idempotency_key: str
+    referenced_at: Optional[datetime] = None
+```
+
+API models, in `apis/fastapi/sessions/models.py`:
+
+```python
+class SessionAttachment(BaseModel):
+    attachment_id: UUID
+    filename: str
+    media_type: str
+    size: int
+    created_at: datetime
+
+
+class SessionAttachmentResponse(BaseModel):
+    count: int
+    attachment: SessionAttachment
+
+
+class SessionAttachmentReferenceRequest(BaseModel):
+    session_id: str
+    attachment_ids: List[UUID]
+
+
+class SessionAttachmentsResponse(BaseModel):
+    count: int
+    attachments: List[SessionAttachment]
+```
+
+`mount_id`, `path`, `state`, and `idempotency_key` are absent from every response model.
+
+### The routes
+
+All three hang off the `/sessions` prefix. All three check a single session-domain permission and do
+**not** require the mounts-domain permissions that `SessionMountsRouter._check` (line 936) requires,
+per the ruling: a mounts permission on an attachment route exposes the storage implementation in the
+authorization model and can deny a legitimate session user. Write a one-line comment at the check
+saying so, or a later reviewer will "restore consistency" with the neighbouring router.
+
+| Method | Path | operation_id | Permission | Input |
+| --- | --- | --- | --- | --- |
+| POST | `/attachments` | `create_session_attachment` | `EDIT_SESSIONS` | multipart `file`, form `idempotency_key`, query `session_id` |
+| GET | `/attachments/{attachment_id}/content` | `download_session_attachment_content` | `VIEW_SESSIONS` | query `session_id` |
+| POST | `/attachments/reference` | `reference_session_attachments` | `RUN_SESSIONS` | body `{session_id, attachment_ids}` |
+
+`RUN_SESSIONS` on the claim route matches the runner-write family in the same file:
+`ingest_record_event` (line 529), `append_turn` (line 1134), and the heartbeat (line 270) all use it.
+The browser never calls the claim route.
+
+**Create, step by step.** The router validates `session_id` with `_validate_session_id_http`
+(line 138), checks `EDIT_SESSIONS`, performs the bounded read, and hands bytes plus metadata to
+`SessionAttachmentsService.create_attachment(...)`. Everything below the read is service work.
+
+1. **Bounded read.** Accumulate `await file.read(65536)` chunks until the total exceeds
+   `max_raw_cap + 1` bytes, where `max_raw_cap` is the largest per-kind cap (15 MB). Over that, stop
+   reading and raise `AttachmentTooLarge` → 413. This is the only thing standing between an arbitrary
+   body and API memory on the EE stack, which runs Traefik with no buffering middleware and no body
+   cap, behind uvicorn, which has no body limit either. Do **not** copy `await file.read()` from
+   `apis/fastapi/mounts/utils.py:85`.
+2. **Classify** through `media.classify(...)` and apply the lower per-kind cap. Unrecognizable or
+   empty bytes raise `AttachmentInvalid` → 422; over the per-kind cap raises `AttachmentTooLarge` →
+   413.
+3. **Sanitize the filename** to a basename: strip every path separator, reject `..`, reject control
+   characters, fall back to `attachment`.
+4. **Quota check** against the session: ready-or-referenced count and byte total, and pending count.
+   Over any of them raises `AttachmentQuotaExceeded` → 429 with a detail naming which quota.
+5. **Get or create the attachments mount**, passing `purpose="session_attachment_originals"`.
+6. **Insert the `pending` row** with a fresh uuid7 id, unique on `(project_id, session_id,
+   idempotency_key)`. On conflict: a `ready` row for the same key is returned as-is (idempotent
+   success); a fresh `pending` row raises `AttachmentUploadInFlight` → 409; a `pending` row older
+   than the pending time-to-live is taken over.
+7. **Write the object** through the narrow `MountsService` attachment-original operation, which is
+   the only writer that bypasses the protected-mount policy.
+8. **Mark the row `ready`.** If this fails the row stays `pending` and the reaper removes the row and
+   the object. Nothing is ever visible half-written, because reads resolve only `ready`.
+9. Return `{count: 1, attachment: {...}}`.
+
+`ObjectStore.put_object` (`api/oss/src/core/store/storage.py:439`) is unconditional and the store
+exposes no head-object call, so create-only cannot come from the storage layer. The `pending` → `ready`
+row is what provides it: the id is unique per row, so a second writer at the same key cannot exist.
+
+**Content**, `GET /attachments/{attachment_id}/content`. Resolve the row by
+`(project_id, attachment_id)`; return 404 when the row is missing, when `state != ready`, or when
+`row.session_id` differs from the `session_id` query parameter. One 404 for all three, with a body
+that names no other session. The response reuses `_content_disposition_attachment` and
+`BINARY_RESPONSE` from `apis/fastapi/mounts/utils.py` (lines 46 and 35) but sets `media_type` from the
+stored verified type rather than `guess_type(name)`, and adds `X-Content-Type-Options: nosniff`. The
+route has no side effects.
+
+**Reference**, `POST /attachments/reference`. Resolve every id under one transaction with
+`SELECT ... FOR UPDATE`, apply the same 404 rules as the content route (missing, not ready, or wrong
+session, all indistinguishable), set `referenced_at = now()` where it is null, and return the
+attachments. Holding the row lock is what serializes the claim against the sweep.
+
+### The protected-mount policy (decisions D3 and D7)
+
+The generic mounts routes reach any mount in the project by id, and none of them asks what kind of
+mount it is. `MountsRouter` (`api/oss/src/apis/fastapi/mounts/router.py:131`) exposes `create_mount`,
+`query_mounts`, `fetch_mount`, `edit_mount`, `sign_mount_credentials`, `export_mount_files`,
+`archive_mount`, `unarchive_mount`, `create_mount_folder`, `upload_mount_file`, `download_mount_file`,
+`get_mount_files`, `write_mount_file`, and `delete_mount_file`. `SessionMountsRouter` adds
+`fetch_session_mounts`, `query_session_mounts`, `sign_session_mount_credentials`,
+`upload_session_mount_file`, and `download_session_mount_file`. Revision 1 guarded four of these.
+
+Put one policy in `api/oss/src/core/mounts/service.py` so every route inherits it:
+
+```python
+ATTACHMENTS_MOUNT_NAME = "attachments"
+ATTACHMENTS_MOUNT_PURPOSE = "session_attachment_originals"
+
+
+def is_protected_mount(mount: Mount) -> bool:
+    """A server-owned mount generic mount operations must not see.
+
+    `purpose` is the durable classification; the slug check is the transitional fallback for
+    rows written before the column existed.
+    """
+    if mount.purpose == ATTACHMENTS_MOUNT_PURPOSE:
+        return True
+    if not mount.session_id:
+        return False
+    return mount.slug == mint_session_slug(
+        session_id=mount.session_id, name=ATTACHMENTS_MOUNT_NAME
+    )
+```
+
+Apply it at three seams:
+
+- **`_resolve_mount` (line 716)** gains `allow_protected: bool = False` and raises `MountProtected`
+  when the resolved mount is protected and the caller did not opt in. Every by-id operation goes
+  through it: `edit_mount` (578), `archive_mount` (599), `unarchive_mount` (613),
+  `sign_mount_credentials` (735), `list_files` (921), `read_file_bytes` (1224),
+  `build_archive_work_list` (1238), `iter_archive_members` (1305), `read_file` (1340), `write_file`
+  (1355), `create_folder` (1374), and `delete_path` (1395). `fetch_mount` (552) and `fetch_agent_mount`
+  (564) return `None` for a protected mount.
+- **`query_mounts` (line 627)** filters protected mounts out of the result. This is *listing* only.
+  `delete_session_mounts` (642) and `archive_session_mounts` (665) must keep including them, because
+  they are the session-lifecycle owner and the retention rule under "Settled by evidence" in
+  `decisions.md` depends on them. Write that in a comment; a future reader will otherwise "fix" the
+  inconsistency and break teardown.
+- **`get_or_create_session_mount` (line 452)** gains `purpose: Optional[str] = None` and raises
+  `MountNameInvalid` when `purpose is None` and `slugify_mount_name(name)` equals
+  `ATTACHMENTS_MOUNT_NAME`, so a generic caller cannot create or reach the mount by name.
+
+`handle_mount_exceptions()` (`apis/fastapi/mounts/router.py:64`) maps `MountProtected` to **404** with
+the same detail text `MountNotFound` uses. The wire is then indistinguishable from a mount that does
+not exist, which is what the ruling requires; the named exception survives for logging and for tests
+that must tell the two apart.
+
+Refusing to sign is the second half of D7: `sign_mount_credentials` (line 735) has no read-only
+variant, so signing the attachments mount at all would hand out write access.
+
+### Media classification (the matrix)
+
+`core/sessions/attachments/media.py` implements the three rules from `design.md`, "How the server
+classifies a file", behind a one-function library seam so `puremagic` can be swapped without touching
+policy:
+
+```python
+def _sniff(data: bytes) -> Optional[str]:
+    """The only puremagic call. Pinned; classification is not a security boundary."""
+```
+
+1. Known signature: store the inspected type. The declared type never wins, and the mismatch is
+   silent.
+2. No signature but valid UTF-8: store as text. Keep the declared type when it is a `text/*` subtype
+   or `application/json`; otherwise store `text/plain`.
+3. No signature, not valid UTF-8, or zero bytes: raise `AttachmentInvalid` → 422.
+
+`kind` derives from the stored type: `image`, `audio`, `document`, `other`. A separate
+`native_image: bool` is true only for `image/png`, `image/jpeg`, `image/gif`, and `image/webp` — the
+matrix's native image row. `image/svg+xml` is XML text: it classifies as `document` and is never a
+native image block. Per-kind caps: 10 MB image, 15 MB audio, 10 MB document, 10 MB other. A recognized
+type that is not a native kind is never rejected (D6).
+
+### Environment variables
+
+All in `api/oss/src/utils/env.py`, consumed through the shared `env` object. Never `os.getenv` in
+feature code.
+
+| Variable | Default | Purpose |
+| --- | --- | --- |
+| `AGENTA_ATTACHMENTS_MAX_IMAGE_BYTES` | 10485760 | Per-file image cap |
+| `AGENTA_ATTACHMENTS_MAX_AUDIO_BYTES` | 15728640 | Per-file audio cap |
+| `AGENTA_ATTACHMENTS_MAX_DOCUMENT_BYTES` | 10485760 | Per-file document cap |
+| `AGENTA_ATTACHMENTS_MAX_OTHER_BYTES` | 10485760 | Per-file cap for every other recognized kind |
+| `AGENTA_ATTACHMENTS_MAX_PER_SESSION_COUNT` | 100 | Session quota, ready plus referenced |
+| `AGENTA_ATTACHMENTS_MAX_PER_SESSION_BYTES` | 268435456 | Session quota, 256 MB |
+| `AGENTA_ATTACHMENTS_MAX_PENDING_PER_SESSION` | 20 | Concurrent unfinished uploads |
+| `AGENTA_ATTACHMENTS_PENDING_TTL_SECONDS` | 900 | Age at which a stuck pending row is reaped |
+| `AGENTA_ATTACHMENTS_UNREFERENCED_TTL_SECONDS` | 86400 | Age at which an unclaimed ready upload is swept |
+| `AGENTA_ATTACHMENTS_SWEEP_INTERVAL_SECONDS` | 3600 | Sweep period |
+
+The per-message count cap is **not** here. It lives in the runner (ruling R8).
+
+### The record-schema extension
+
+No migration. A record's payload is a JSONB column
+(`api/oss/src/dbs/postgres/sessions/records/dbas.py:64`) holding whatever the producer sends, and the
+API never inspects its shape; the runner posts `attributes: event` verbatim
+(`services/runner/src/sessions/persist.ts:104`). So the schema change is entirely a WP2 change: the
+existing `{ type: "message", text }` event gains an optional `attachments` array, and the new
+`attachment_delivery` event is a new record type. WP1's only obligation is to confirm the truncation
+budget tolerates it. `MAX_ATTRIBUTES_BYTES` is 64 KB
+(`api/oss/src/core/sessions/records/streaming.py:23`) and five references plus five delivery events
+are well under a kilobyte. Pin it with a test rather than by inspection.
+
+### The sweep and the reaper
+
+`attachment_sweep.py` mirrors `orphan_sweep.py`: a single-pass `run_attachment_sweep(engine,
+lock_engine)` plus an `attachment_sweep_loop` started with `asyncio.create_task` in the lifespan
+(`entrypoints/routers.py:270`) and cancelled at shutdown (line 285). Each pass does two things, both
+under the Redis lock:
+
+- **Reaper.** `state = pending AND created_at < now - pending_ttl` → delete the object key
+  best-effort, then delete the row. This is the compensation for a create that died between the object
+  write and the `ready` transition.
+- **Sweep.** `state = ready AND referenced_at IS NULL AND created_at < now - unreferenced_ttl` →
+  delete objects, delete rows.
+
+Both select `FOR UPDATE SKIP LOCKED` and re-check `referenced_at IS NULL` inside the deleting
+transaction, so a claim in flight always wins. `orphan_sweep.py` runs unlocked because it only writes
+DB and Redis state; hard-deleting object keys from several replicas is not idempotent in the same way,
+which is why this one takes the lock.
+
+Accepted edge for v1 (ruling A4): a message sent while the runner is down past the unreferenced
+time-to-live leaves a broken reference. Twenty-four hours makes it rare, and Stage 3's reference
+counting against the records replaces the mechanism.
+
+### Tests
+
+Conventions in `docs/designs/testing/README.md`. API tests live under `api/oss/tests/pytest/` split
+into `unit/`, `integration/`, and `acceptance/`; acceptance tests mint ephemeral accounts through the
+`authed_api` fixture built on `cls_account` (`api/oss/tests/pytest/utils/api.py`, `utils/accounts.py`).
+
+New:
+
+- `unit/sessions/test_attachment_media.py` — the classifier corpus. A PNG declared `text/plain` stores
+  `image/png`. A Markdown file with no signature stores `text/markdown`. A CSV declared
+  `application/octet-stream` stores `text/plain`. Random non-UTF-8 bytes raise `AttachmentInvalid`. A
+  zero-byte file raises `AttachmentInvalid`. A ZIP is accepted as `other`, not rejected. An SVG
+  classifies as `document` with `native_image` false.
+- `unit/sessions/test_attachment_filename.py` — `../../etc/passwd` sanitizes to `passwd`; a bare `..`
+  falls back to `attachment`; a filename with a NUL or a newline is rejected.
+- `unit/sessions/test_attachment_state_machine.py` — a create that fails after the object write leaves
+  a `pending` row; a download of a `pending` row is 404; the same idempotency key returns the same
+  `ready` attachment; a second key for the same bytes creates a second attachment (no deduplication,
+  per `scope.md`).
+- `unit/sessions/test_attachment_quotas.py` — the count, byte, and pending quotas each reject at the
+  boundary and admit one under it.
+- `unit/sessions/test_attachment_sweep.py` — an unclaimed `ready` attachment older than the
+  time-to-live is swept; a claimed one of the same age is not; a fresh one is not; a stale `pending`
+  row is reaped with its object; a row claimed between the select and the delete survives.
+- `unit/mounts/test_protected_mount_policy.py` — for an attachments mount: `fetch_mount` returns
+  `None`; `query_mounts` omits it; `edit_mount`, `archive_mount`, `unarchive_mount`, `list_files`,
+  `read_file`, `read_file_bytes`, `build_archive_work_list`, `write_file`, `create_folder`,
+  `delete_path`, and `sign_mount_credentials` each raise `MountProtected`; every one of them succeeds
+  against a `cwd` mount. `get_or_create_session_mount(name="attachments")` without a purpose raises
+  `MountNameInvalid`. `delete_session_mounts` and `archive_session_mounts` still include it.
+- `acceptance/sessions/test_session_attachments.py` — create returns the resource with no storage
+  coordinates; the content route returns byte-identical content and the verified `Content-Type` plus
+  `nosniff`; a content request naming a different `session_id` returns 404; a random uuid returns 404;
+  an over-cap image returns 413 with a structured body; the claim route sets `referenced_at` and
+  returns 404 for a foreign attachment; the content route leaves `referenced_at` untouched.
+- `acceptance/mounts/test_attachments_mount_hidden.py` — every generic mounts route named above
+  returns 404 for the attachments mount id, and the mount does not appear in
+  `fetch_session_mounts` or `query_session_mounts`.
+- `acceptance/sessions/test_session_attachment_teardown.py` — deleting the session removes the
+  attachments mount and its objects; archiving keeps them. `plan.md` lists this as Stage 3, but it is
+  one assertion over machinery WP1 creates and it pins the retention rule while the code is fresh.
+
+Extend:
+
+- `unit/sessions/test_records_truncation.py` — assert the truncation budget tolerates a payload
+  carrying five attachment references plus five delivery events. (Ruling: this belongs with the
+  records tests, not `unit/test_mounts_file_ops.py`.)
+
+Run with `cd api && py-run-tests`.
+
+### Acceptance criteria
+
+- `POST /sessions/attachments` returns
+  `{count, attachment: {attachment_id, filename, media_type, size, created_at}}` and no storage
+  coordinates.
+- The stored `media_type` comes from the bytes. A lying client cannot change it.
+- A body larger than the maximum raw cap is refused without the API ever holding it all.
+- Re-posting with the same idempotency key returns the same attachment, and no second object exists.
+- A create interrupted after the object write leaves nothing reachable, and the reaper removes both
+  halves.
+- `GET /sessions/attachments/{id}/content` with a mismatched `session_id` returns 404, and the body
+  names no other session. The route sets nothing.
+- `POST /sessions/attachments/reference` is the only thing that sets `referenced_at`.
+- Every generic mount route returns 404 for the attachments mount id, and the mount is absent from
+  every mount listing. Session teardown still removes it.
+- The session quotas reject at their boundaries.
+- `client_max_body_size` is `32m` in the compose nginx config and a 15 MB audio upload succeeds through
+  the `with-nginx` profile.
+- `ruff format` and `ruff check` pass from `api/`.
+
+---
+
+## Work package 2: the runner as consumer
+
+The runner learns what the current user turn is, then resolves references through the API, claims
+them, writes working copies, builds real ACP blocks, gates on the three-layer intersection, reports
+the outcome structurally, and represents historical attachments as mentions.
+
+### First commit: `currentUserTurn`
+
+Nothing else in this package is written until this lands, because the happy-path image test can pass
+while attachment-only turns, cold reconstruction, warm continuation, and records all fail differently.
+
+Add to `services/runner/src/protocol.ts`, beside `resolvePromptText` (line 585):
+
+```ts
+export interface AttachmentRef {
+  attachmentId: string;
+  filename?: string;
+  mediaType?: string;
+  size?: number;
+}
+
+export interface CurrentUserTurn {
+  /** The tail message when it is a user turn, else null. Never an earlier message. */
+  message: ChatMessage | null;
+  text: string;
+  attachments: AttachmentRef[];
+  /** A genuinely new user turn: role user, carrying no tool envelope. */
+  isFresh: boolean;
+  carriesToolEnvelope: boolean;
+}
+
+export function currentUserTurn(request: AgentRunRequest): CurrentUserTurn;
+```
+
+It reads the **tail only**. `resolvePromptText`'s backward scan stays, because the approval-resume
+path genuinely wants the original prompt (`run-turn.ts:161` and `transcript.ts:233` both document
+that), but its doc comment must be rewritten to say it is the approval-resume fallback and not "the
+current turn". The four sites Codex found:
+
+- `run-plan.ts:319-330`: the empty-prompt rejection becomes
+  `if (!turn.text && turn.attachments.length === 0 && !carriesApprovalReplyOnly(request))`. An
+  attachment-only turn is now valid.
+- `session-identity.ts:344` `tailIsFreshUserMessage`: reimplement over `currentUserTurn` as
+  `turn.isFresh && (turn.text.trim() !== "" || turn.attachments.length > 0)`. The existing
+  tool-envelope check moves into `currentUserTurn`.
+- `session-identity.ts:213` `historyFingerprint`: hash ordered attachment ids per user message
+  alongside `userTexts`, so two turns differing only in their attachments no longer collide. Note
+  the one-time cost: adding a field to the canonical JSON changes every hash, so every parked session
+  mismatches once on the deploy and cold-starts. The pool is in-process, so this already happens on
+  every runner deploy.
+- `server.ts:1082-1084`: persist becomes
+  `persist({ type: "message", text: turn.text, attachments: turn.attachments }, "user")`, guarded on
+  `tailIsFreshUserMessage(request)` as today. The guard's reason (an approval resume must not
+  re-persist the original prompt) is unchanged and its comment at 1078-1081 stays accurate.
+- `run-turn.ts:188`: `promptText` uses `turn.text` on the fresh path and keeps `resolvePromptText` on
+  the approval-resume path, matching the branch already there at 194-200.
+
+`configFingerprint` (`session-identity.ts:143`) also gains `request.modelCapabilities`, per ruling R2,
+so a model-capability change evicts a parked session rather than silently reusing a stale gate.
+
+Tests: extend `tests/unit/session-continuity.test.ts` and `tests/unit/session-persist.test.ts`; add
+`tests/unit/current-user-turn.test.ts` covering an attachment-only tail after a text turn (the exact
+bug), an approval-resume tail, a tool-envelope tail, and an empty conversation.
+
+### `protocol.ts` additions
+
+- `ContentBlock` (line 12): `"attachment"` joins the type union; add `attachmentId?: string`,
+  `filename?: string`, `size?: number`. `mimeType` and `uri` already exist.
+- `AgentEvent` (line 325): the `message` variant gains `attachments?: AttachmentRef[]`, and a new
+  member is added:
+
+  ```ts
+  | {
+      type: "attachment_delivery";
+      attachmentId: string;
+      outcome: "native" | "workspace_only" | "failed";
+      /** Stable string code, never a display string. */
+      reasonCode: string;
+      workingPath?: string;
+    }
+  ```
+- `AgentRunRequest` (line 404) gains `modelCapabilities?: { inputModalities?: string[] }`, and the
+  key is added to `KNOWN_REQUEST_KEYS` in `tests/unit/wire-contract.test.ts:34-68`. That array is
+  typed `(keyof AgentRunRequest)[]`, so `tsc` forces the two to agree in this package.
+
+**This is the one place the runner's own rule bends.** `services/runner/CLAUDE.md` says a wire change
+updates the golden, then `protocol.ts`, then `wire.py`, then both contract tests, deliberately.
+Reader-first deploy order splits that across WP2 (TS types plus the key list) and WP3 (`wire.py`, the
+new golden, both suites). The existing goldens stay byte-identical after WP2 because every added field
+is optional, so both suites keep passing. Note it in the WP2 pull-request body so it is a decision, not
+a drift.
+
+### New files
+
+- `services/runner/src/sessions/attachments.ts` — the API client, mirroring
+  `services/runner/src/sessions/records-query.ts`: same `apiBase()` (`src/apiBase.ts:20`), same
+  `authorization: auth()` run credential (`runtime-policy.ts:11`), same `envTimerMs` bounded timeout
+  (`src/env.ts:110`), same return-null-on-failure discipline and stderr logging.
+  - `fetchAttachment(sessionId, attachmentId, auth)` → `GET ${apiBase()}/sessions/attachments/
+    ${attachmentId}/content?session_id=...`, returning
+    `{ bytes: Uint8Array, mediaType: string, filename: string } | null`, with `mediaType` from
+    `Content-Type` and `filename` parsed from `Content-Disposition` (`filename*` per RFC 5987 first,
+    quoted `filename` second) and sanitized to a basename.
+  - `claimAttachments(sessionId, attachmentIds, auth)` → `POST ${apiBase()}/sessions/attachments/
+    reference`, returning a boolean. A failed claim is logged and **non-fatal**: the turn still runs,
+    because the download path is independent; the only loss is durability, which the sweep's
+    24-hour window makes recoverable by re-sending.
+- `services/runner/src/engines/sandbox_agent/attachments.ts` — the delivery logic.
+  - `collectAttachmentRefs(message)` — `type: "attachment"` blocks on one message.
+  - `collectLegacyInlineImages(message)` — the dual read. Matches `type: "image"` with `uri`
+    beginning `data:` **first** (today's real shape: the browser writes the data URL into
+    `FileUIPart.url` at `files.ts:21-33`, and `_part_to_blocks` copies `url` into `ContentBlock.uri`
+    at `messages.py:97`), then `type: "image"` with a `data` field as the historical fallback.
+    Revision 1 watched only the second and would have missed every file the product sends today.
+  - `attachmentWorkingPath(cwd, ref)` — the single place the path convention lives, used by
+    materialization, the mention, and the delivery event so they cannot drift. Validates
+    `attachmentId` as a canonical UUID **before** any path construction, requires `filename` to be a
+    basename with no separator, `.`, `..`, or control character, then resolves and asserts containment
+    under `${cwd}/attachments/`.
+  - `attachmentMention(ref)` — `[attached file: <filename> at attachments/<id>/<filename>]`. One
+    formatter, shared with `transcript.ts`.
+  - `materializeWorkingCopy(sandbox, plan, ref, bytes)` — never overwrites.
+    - Local: `mkdirSync(dir, { recursive: true })`, `lstatSync` every component under
+      `${cwd}/attachments` rejecting any symlink, then `writeFileSync(tmp, buf, { flag: "wx" })`
+      followed by `linkSync(tmp, final)` and `unlinkSync(tmp)`. `link` fails `EEXIST` when the final
+      path exists, which gives never-overwrite and atomic publish in one primitive; `rename` would
+      clobber and `existsSync` then `writeFileSync` is the TOCTOU Codex flagged.
+    - Daytona: `sandbox.statFs({ path })` as the existence check, `sandbox.mkdirFs` for the parent,
+      then `sandbox.writeFsFile({ path }, buffer)` — `writeFsFile(query, body: BodyInit)` takes a
+      Buffer, so no base64 shell decode. The same calls `prepareWorkspace` already uses
+      (`workspace.ts:64-95`). The Daytona filesystem API exposes no exclusive create, so the
+      check-then-write race remains; it is accepted and must be commented, because the alternative is
+      a shell round trip per file.
+  - `buildPromptBlocks(turnText, resolved, gate)` — native blocks first, then **exactly one** text
+    block whose content is the mention lines followed by the user text. An attachment-only turn
+    therefore has a non-empty prompt.
+  - `restoreReferencedWorkingCopies(...)` — the cold-start sweep, with concurrency 4 and a per-file
+    timeout, both from runner config.
+
+### Modified files
+
+- `run-turn.ts:803` — `env.session.prompt(promptBlocks)` instead of the literal single-element array.
+  Resolution happens above, after `turnText` is computed at lines 188-200, so it sees the
+  reconstructed request.
+- `run-plan.ts:319-330` — the `currentUserTurn` condition described above.
+- `transcript.ts:204-205` — an `attachment` block renders as `attachmentMention(...)`. Keep the
+  `[image]` branch for legacy inline blocks so a mixed-version rollout degrades the way it does today.
+- `sessions/reconstruct.ts:103-107` — the user branch. When `attributes.attachments` is present, build
+  `content` as a block array (attachment blocks plus a text block) instead of a plain string.
+  `eventToBlock` (line 44) keeps its default-drop behaviour; only the user branch changes.
+- `engines/sandbox_agent/reconstruct-history.ts` — after `reconstructMessages` (line 109), sweep
+  every attachment reference in the rebuilt conversation and restore missing working copies with
+  bounded concurrency. Never overwrite.
+- `server.ts:1082-1084` — persist the user record with its references, then call `claimAttachments`
+  before the engine runs. Order matters: claim after validating the current turn, before execution, per
+  ruling A4.
+- `engines/sandbox_agent/capabilities.ts` — the gate, below.
+
+### The three-layer capability gate (decision D5)
+
+- **Layer one, ACP transport.** Already probed: `mapCapabilities` reads `c.images` (line 86) with a
+  static fallback of `images: false` (line 105). Nothing reads it today; this package is the first
+  reader, and the static fallback's `false` is already the safe default.
+- **Layer two, adapter fidelity.** A static table keyed on `plan.acpAgent`, pinned to the adapter
+  versions in `services/runner/package.json`: `@agentclientprotocol/claude-agent-acp` 0.58.1 and
+  `pi-acp` 0.0.29, the latter also carrying the local `patches/pi-acp@0.0.29.patch`. From
+  `research.md` section 4: both adapters deliver an image natively; neither delivers audio; Claude
+  drops a document blob and Pi renders it as a byte count. Put the version pins in a comment beside
+  the table so a bump forces a re-read.
+- **Layer three, model modalities.** `request.modelCapabilities?.inputModalities`. **Absent, empty, or
+  unrecognized means unknown, and unknown means workspace-only with the notice** (ruling R2). Never
+  "assume vision". This is strictly better than today, where an unperceived image is silently
+  flattened, and it is never silently wrong.
+
+The gate returns one outcome per attachment: `native`, `workspace_only`, or `failed`. `failed` fires
+only on a contract violation, meaning the request explicitly asked for a native block the transport
+never advertised. Add `attachmentDeliveryUnsupportedMessage(harness, kind, missing)` beside
+`toolDeliveryUnsupportedMessage` (`capabilities.ts:51`), thrown from the resolution step and caught by
+`run-turn.ts`'s existing handler at line 1004, which already turns a throw into `{ ok: false, error }`.
+
+The oversized-original rule belongs here: an image whose base64 length would exceed the selected
+provider's per-image cap (about 7.5 MB raw on Claude) is `workspace_only` with reason code
+`provider_inline_cap`, never resized and never a failed turn.
+
+Every outcome emits an `attachment_delivery` event through the persisting emitter, so it lands in the
+records and replays on reload. Reason codes are stable strings, at minimum:
+`transport_unsupported`, `adapter_unsupported`, `model_modality_unknown`,
+`model_modality_unsupported`, `provider_inline_cap`, `fetch_failed`, `contract_violation`.
+
+### Count enforcement and runner config
+
+The count is enforced in the runner (ruling R8), over `currentUserTurn(request).attachments`, **before
+any download**. The runner cannot read `api/oss/src/utils/env.py`, so it carries its own values through
+`envInt` / `envTimerMs` (`src/env.ts:58` and `110`):
+
+| Variable | Default | Purpose |
+| --- | --- | --- |
+| `AGENTA_ATTACHMENTS_MAX_PER_TURN` | 5 | Count cap for the current turn |
+| `AGENTA_ATTACHMENTS_FETCH_TIMEOUT_MS` | 15000 | Per-download bound |
+| `AGENTA_ATTACHMENTS_RESTORE_CONCURRENCY` | 4 | Cold-start restore parallelism |
+| `AGENTA_ATTACHMENTS_RESTORE_TIMEOUT_MS` | 15000 | Per-file restore bound |
+
+### Tests
+
+Vitest, `services/runner/tests/unit/**`, run with `pnpm test` from `services/runner`.
+
+New:
+
+- `tests/unit/current-user-turn.test.ts` — as above. This is the regression pin for Codex's single
+  most likely implementation bite.
+- `tests/unit/attachment-client.test.ts` — a 404 returns null and does not throw; a timeout returns
+  null; the media type comes from `Content-Type`; `filename*` is parsed per RFC 5987 and sanitized to a
+  basename; a claim failure is non-fatal.
+- `tests/unit/attachment-path-safety.test.ts` — a non-UUID `attachmentId` is rejected before any path
+  is built; a filename containing `/` or `..` is rejected; a symlinked parent component is rejected; a
+  resolved path outside `cwd/attachments` is rejected.
+- `tests/unit/attachment-materialize.test.ts` — a missing working copy is written; an existing one is
+  never overwritten (the `link` returns `EEXIST` and the turn continues); two attachments sharing a
+  filename land at different paths; local and Daytona write identical bytes.
+- `tests/unit/attachment-capability-gate.test.ts` — images are native on both adapters when
+  `inputModalities` includes `image`; **absent `modelCapabilities` yields workspace_only, not native**;
+  audio never delivers natively; a document is workspace-only on both adapters; an explicit request for
+  an unadvertised native block fails the turn with the structured message; an oversized image is
+  workspace-only with `provider_inline_cap`.
+- `tests/unit/attachment-prompt-blocks.test.ts` — an image-and-text turn produces an image block and
+  one text block; an attachment-only turn produces one native block and a text block containing only
+  the mention; a workspace-only attachment produces no native block, a mention, and a running turn.
+- `tests/unit/attachment-delivery-events.test.ts` — one `attachment_delivery` event per current-turn
+  attachment, with the working path and a stable reason code, persisted through the emitter.
+
+Extend:
+
+- `tests/unit/sandbox-agent-orchestration.test.ts:376` — the assertion
+  `assert.deepEqual(calls.promptBlocks, [{ type: "text", text: "hello" }])` changes, and gains a
+  multi-block case.
+- `tests/unit/transcript.test.ts` — a past attachment renders as the mention with the real filename and
+  working-copy path, not `[image]`.
+- `tests/unit/session-reconstruct.test.ts` — a user record with attachments rebuilds a turn carrying
+  attachment blocks.
+- `tests/unit/session-reconstruct-history.test.ts` — the cold-start sweep restores every missing
+  working copy, skips the present ones, and respects the concurrency bound.
+- `tests/unit/sandbox-agent-capabilities.test.ts` — the static adapter-fidelity table and its version
+  pins.
+- `tests/unit/session-continuity.test.ts` and `tests/unit/session-persist.test.ts` — the fingerprint and
+  persistence changes.
+- `tests/unit/wire-contract.test.ts` — `modelCapabilities` in `KNOWN_REQUEST_KEYS`; existing goldens
+  unchanged.
+
+Also run the live check `plan.md` asks for: an integration run against both pinned adapters confirming
+an inline image reaches the model as a real image. The `agent-release-gate` skill is the existing
+wire-level harness for that.
+
+### Acceptance criteria
+
+- An attachment-only turn after an earlier text turn sends the attachment and **not** the earlier text.
+- An image-and-text turn reaches the harness as a native block plus one text block.
+- An image-only turn runs instead of failing with "No user message to send".
+- Every current-turn attachment appears as a mention line in the text block, with the real path.
+- The working copy exists at `cwd/attachments/<attachment_id>/<filename>` after the turn, and an agent
+  edit to it survives the next turn.
+- A cold replay emits the mention with the real filename and path, and every mentioned path exists
+  after the bounded sweep.
+- A reference to another session's attachment fails the turn with a message naming neither the other
+  session nor a storage path.
+- With `modelCapabilities` absent, an image is delivered workspace-only with the notice, not natively.
+- A turn carrying a document runs, delivers it workspace-only, and emits `attachment_delivery` saying
+  so.
+- A pasted screenshot from today's frontend still reaches the model (the `uri: "data:..."` dual read).
+- `pnpm test` and `pnpm run typecheck` pass from `services/runner`.
+
+---
+
+## Work package 3: the SDK and agent-service producer
+
+One new content-block form travels from the browser through the SDK to the runner, the resolved
+connection puts the model's input modalities on the wire, and the delivery outcome travels back.
+
+### The attachment block
+
+```jsonc
+{
+  "type": "attachment",
+  "attachmentId": "0199...",   // server-issued, opaque, the only field the runner acts on
+  "filename": "photo.png",     // display; the runner re-reads the authoritative value on download
+  "mimeType": "image/png",     // display; same
+  "size": 482113               // display
+}
+```
+
+Field roles: `attachmentId` is a routing handle naming a resource the API owns, and it is the one
+field with authority. `filename`, `mimeType`, and `size` are descriptors the frontend already has and
+would otherwise re-fetch to render a chip. They travel for display only. The runner takes the
+authoritative filename and media type from the content response headers, never from the wire, because
+the wire is something a client writes. Write that as a comment in the runner code or a later change
+will quietly start trusting the wire values.
+
+Naming: the wire uses camelCase because `ContentBlock.to_wire()` already emits `mimeType` and
+`toolCallId` (`sdks/python/agenta/sdk/agents/dtos.py:256-276`), while the API's JSON uses snake_case
+(`media_type`). That split is the existing convention, not a mistake. `type: "attachment"` is a new
+value rather than a reuse of `"resource"`, because `resource` already means an embedded resource
+carrying bytes.
+
+### Files
+
+- `sdks/python/agenta/sdk/agents/dtos.py` — `ContentBlock` (class at line 229, fields at 244-254)
+  gains `attachment_id`, `filename`, and `size`. `mime_type` exists (line 247); `filename` does
+  **not** exist anywhere in the Python wire model today, so a browser file part's filename currently
+  has no carrier at all. Extend `to_wire()` (256-276) and `from_raw()` (278-300).
+- `sdks/python/agenta/sdk/agents/wire_models.py` — `WireContentBlock` (line 86, fields 89-98) gains the
+  same three with aliases.
+- `sdks/python/agenta/sdk/agents/adapters/vercel/messages.py` — `_part_to_blocks` (line 66): a `file`
+  part whose `providerMetadata.agenta.attachmentId` parses as a canonical UUID becomes an
+  `attachment` block carrying `filename`, `mimeType`, and `size`. A `file` part without it keeps
+  today's behaviour exactly (lines 97-110), which is what makes the old-frontend path keep working.
+  `_block_to_parts` (line 292) is **not** extended: attachment mapping is ingress-only, because the
+  neutral block carries no URL and the module cannot rebuild a `FileUIPart` from it. State that in the
+  docstring the way it already states the reasoning-part exception (lines 76-88).
+- `sdks/python/agenta/sdk/agents/connections/models.py` — `ResolvedConnection` (line 162, fields
+  176-182) gains `input_modalities: Optional[List[str]] = None`, and `to_wire()` (190-207) emits
+  `modelCapabilities: {"inputModalities": [...]}` when it is set and omits it entirely when it is not.
+  This is the resolved model and connection boundary, reached through
+  `HarnessAgentTemplate.wire_resolved_connection()` (`dtos.py:825-838`) and spread into the payload by
+  `request_to_wire` (`utils/wire.py:82`, model fields at 148-149).
+- `sdks/python/agenta/sdk/agents/connections/resolver.py` and
+  `sdks/python/agenta/sdk/agents/platform/connections.py` — populate `input_modalities` at each
+  `ResolvedConnection(...)` construction site (`resolver.py:58, 75, 82, 137`;
+  `platform/connections.py:504, 531`). The value may be looked up in `model_catalog` — that is where
+  the fact lives (`model_catalog.py:75`, backed by `data/*.json`) — but the resolver owns it on the
+  wire, and a lookup miss leaves the field `None` rather than guessing. The catalog stays what its
+  docstring says it is: decoration that never gates.
+- `sdks/python/agenta/sdk/agents/utils/wire.py` — `result_from_wire` (line 162). Today lines 169-172
+  raise `RuntimeError` before touching any other field, discarding `messages`, `events`, `output`,
+  `usage`, `stopReason`, and `capabilities`. Change to raise a typed `AgentRunFailed(RuntimeError)`
+  carrying a stable `code` and the sanitized message, and on the success path parse
+  `attachment_delivery` events into `AgentResult`.
+- `sdks/python/agenta/sdk/agents/adapters/vercel/stream.py` — project `attachment_delivery` onto the
+  Vercel stream as a `data-attachment-delivery` part, matching the existing one-way `data` →
+  `data-<name>` projection (`protocol.ts:376-378`). Both twins need it:
+  `_agent_run_to_vercel_parts_impl` (line 113, runner-event branch at 309-311) and
+  `_agent_stream_to_vercel_stream_impl` (line 394, error sites at 525/537, 591, 608, 620). Failure
+  frames keep `errorText` and gain the stable code.
+- `sdks/python/oss/tests/pytest/unit/agents/golden/run_request.attachment.json` — a **new** golden.
+  Do not edit `run_request.claude.json` or `run_request.pi_core.json`; they are regression pins for
+  something else.
+- `sdks/python/oss/tests/pytest/unit/agents/test_wire_contract.py` — assert the new golden; add
+  `modelCapabilities` to `KNOWN_REQUEST_KEYS` (lines 54-82).
+- `services/runner/tests/unit/wire-contract.test.ts` — assert the same golden. It reads the Python
+  golden directory in place through `tests/utils/golden.ts`, so there is one copy.
+- `sdks/python/oss/tests/pytest/unit/agents/test_dtos_content_blocks.py` — round-trip the new block
+  fields.
+
+### Acceptance criteria
+
+- `cd sdks/python && py-run-tests` passes, including the new golden.
+- `cd services/runner && pnpm test && pnpm run typecheck` passes against the shared goldens.
+- `run_request.claude.json` and `run_request.pi_core.json` are byte-identical to before.
+- A `file` part with no `providerMetadata` produces exactly the blocks it produces today.
+- A `file` part with `providerMetadata.agenta.attachmentId` produces an `attachment` block, and a
+  non-UUID value is ignored rather than forwarded.
+- A resolved connection with no known modalities omits `modelCapabilities` entirely, and the runner
+  reads that as unknown.
+- A failed run surfaces a stable code, not only a sanitized string.
+- `ruff format` and `ruff check` pass from `sdks/python`.
+
+---
+
+## Work package 4: frontend transport and rendering
+
+The collection interface shipped dark in PRs #5458 and #5459 and the flag gating is complete
+(`f2aa193cb2`). This package wires transport and rendering. It merges with the flag still off in
+production.
+
+### Modified files
+
+- `web/oss/src/components/AgentChatSlice/assets/attachments.ts` (151 lines) — add a fourth kind for
+  everything else so `validateIncoming` (117-151) stops rejecting an unrecognized type at line 131
+  ("isn't a supported file type"), which contradicts D6. `kindForType` (62-70) currently returns null
+  for anything unrecognized, and `kind` indexes `maxBytes` (line 134) and `KIND_NOUN` (32-36), so a new
+  bucket is required rather than deleting the check. Add `perceived: boolean` per kind from the
+  pre-send capability approximation; it drives the courtesy notice only.
+- `web/oss/src/components/AgentChatSlice/assets/files.ts` (46 lines) — `filesToParts` (line 36) stops
+  producing base64 `data:` URLs. `fileToPart` (21-33) is deleted. The module docstring (3-8) says
+  "there is no upload server" and must be rewritten.
+- New `web/oss/src/components/AgentChatSlice/assets/attachmentTransport.ts` — `uploadAttachment`,
+  copying the shape of `uploadMountFile` (`web/oss/src/components/Drives/driveMedia.ts:167-192`):
+  axios with `FormData` (line 182) and `onUploadProgress` (188). `web/AGENTS.md` requires the Fern
+  client for new API code; the documented exception is binary and progress-reporting transport, and
+  `driveMedia.ts` states both halves in its own comments (upload, 163-164: the Fern client uses fetch
+  and cannot stream upload progress; download, line 56: Fern JSON-parses response bodies and mangles
+  binary). Repeat the reason in the new file. Per the ruling, the **response is still validated with
+  zod** through `safeParseWithLogging`, and the OpenAPI/Fern client is regenerated from an EE spec over
+  HTTP so the rest of the domain has typed accessors.
+- New `web/oss/src/components/AgentChatSlice/assets/attachmentMedia.ts` — the read side, copying
+  `mountFileBlobQueryFamily` (`driveMedia.ts:72`) and `useMountFileObjectUrl` (146). The
+  direct-URL-first with blob-fallback pattern in `useMountFileMediaSrc` (329) applies unchanged:
+  same-origin cookie deployments stream natively, header-auth deployments fall back to an
+  authenticated fetch and an object URL.
+- `web/oss/src/components/AgentChatSlice/AgentConversation.tsx`:
+  - line 1745, `useAttachmentUploads(files, setFiles, undefined)` gets the real uploader. The hook is
+    at `hooks/useAttachmentUploads.ts:27` and its third argument is
+    `(file: File, ctx: {onProgress: (percent: number) => void; signal: AbortSignal}) => Promise<void>`;
+    when undefined, `enqueue` is a no-op. This one argument activates the whole progress, failure, and
+    retry flow — `ComposerAttachments.tsx` already renders `StatusOverlay` (81-122) for `uploading`
+    and `error`, and already takes `onRetry` (props at 142-158).
+  - line 1878, `filesToParts(fileObjs)` becomes the reference-producing call, reading the uploaded ids
+    off the tray entries and emitting `FileUIPart`s with the real content URL in `url` and
+    `providerMetadata.agenta.attachmentId` alongside.
+  - line 454, `const limits = DEFAULT_ATTACHMENT_LIMITS` becomes the capability-derived limits.
+  - `attachmentsBlocked` (1815) already gates correctly; do not regress it.
+- `web/oss/src/components/AgentChatSlice/components/AgentMessage.tsx:447-481` — the `file` part render
+  reads `file.url` directly in three places (`AudioPlayer src` 455, `FileCard src` 466, the download
+  `<a href>` 472). Resolve through `attachmentMedia` instead of treating `url` as a `data:` URL.
+- `web/oss/src/components/AgentChatSlice/assets/transcriptToMessages.ts` — two branches change. The
+  durable user `case "message"` (113-116) emits only a text part today, so a reloaded session loses
+  every attachment on a user turn; extend it to emit `file` parts from `attributes.attachments`. The
+  `case "file"` branch (234-241) emits no `filename`, so `filePartName` falls back to the URL tail;
+  carry the filename through. Also render `attachment_delivery` records as the authoritative D6
+  notice.
+- `web/oss/src/components/AgentChatSlice/assets/constants.ts:39-40` — the comment still says
+  "Paste/drag-to-attach on the composer predates this and is not gated", which `f2aa193cb2` made false.
+  Fix it.
+- `web/oss/src/components/AgentChatSlice/components/ComposerAttachments.tsx` — the workspace-only
+  notice on a chip whose kind the model cannot perceive, and the authoritative notice once the run's
+  `attachment_delivery` frames arrive.
+
+### Turning the flag on
+
+`isAgentFileUploadsEnabled` reads `NEXT_PUBLIC_AGENT_FILE_UPLOADS` and defaults to off
+(`assets/constants.ts:42-43`; the variable is threaded through
+`web/oss/src/lib/helpers/dynamicEnv.ts:39`). Turning it on is configuration, not code. WP4 sets it in
+the local development environment files under `hosting/docker-compose/*/` so the stack exercises the
+path, and leaves the production flip as its own deliberate act after WP1, WP2, and WP3 are all
+confirmed deployed. Standing repo guidance: agent flags stay development-only and are never injected
+at runtime.
+
+### Tests
+
+There is a gap to close first, and it is bigger than revision 1 said. `web/oss` has no
+`vitest.config.ts` and no `test` script, and `web/oss/src` already contains **14** `*.test.ts` files
+that no runner executes:
+
+`AgentChatSlice/assets/transcriptToMessages.test.ts`, `pages/agent-home/assets/templates.test.ts`,
+`pages/auth/assets/lastAuthMethod.test.ts`, `pages/settings/assets/navigation.test.ts`,
+`SessionInspector/api.test.ts`, `Sidebar/components/assets/workflowEntitySelection.test.ts`,
+`TemplateStrip/assets/codingAgentClipboard.test.ts`, `TemplateStrip/assets/pagerMath.test.ts`,
+`lib/navigation/projectSwitchHref.test.ts`, `state/org/selectors/orgsDemoFilter.test.ts`,
+`state/project/selectors/projectAtom.race.test.ts`,
+`state/project/selectors/projectsDemoFilter.test.ts`, `state/url/template.test.ts`,
+`state/workflow/hooks/workflowRouteGuard.test.ts`.
+
+Per ruling R7: add `web/oss/vitest.config.ts` and a `test:unit` script with an **explicit include
+list**, not a broad glob. Include the new attachment tests and
+`AgentChatSlice/assets/transcriptToMessages.test.ts` (the one this package touches). Auditing and
+migrating the other twelve is not Stage 1 scope; file an issue.
+
+Then:
+
+- `attachments.test.ts` — `validateIncoming` accepts an unrecognized type instead of rejecting it; the
+  size cap still rejects; the count cap still rejects; a kind the model cannot perceive is accepted and
+  flagged for the notice.
+- `attachmentTransport.test.ts` — progress callbacks fire; an abort cancels; a failure surfaces a
+  retryable error; the response is zod-validated and a drifted shape logs rather than throws.
+- `transcriptToMessages.test.ts` — a user `message` record carrying attachment references produces
+  `file` parts with filenames; an `attachment_delivery` record produces the notice.
+- A Playwright check under `web/tests/playwright/` — attach an image, send, see it render in the sent
+  message, reload the page, see it render again, and assert the outgoing request body contains no
+  `data:` URL.
+
+### Acceptance criteria
+
+- Attaching a file uploads it once and the outgoing request body contains no `data:` URL.
+- A saved and reloaded conversation renders the attachment from the content route, with its real
+  filename.
+- Attaching a ZIP succeeds and shows the workspace-only notice instead of "isn't a supported file
+  type".
+- The runner's `attachment_delivery` outcome overrides the composer's pre-send approximation in the
+  rendered notice.
+- With the flag off, the attach button, paste, and drag are all inert.
+- `pnpm lint-fix` passes from `web/`.
+
+---
+
+## Design-doc sync
+
+These edits land on the docs lane **during WP1**, because WP1 is the package that makes them true.
+List only; this plan does not make them.
+
+1. **`decisions.md`, the open question "How are unused uploads cleaned up (the refinement)?" (lines
+   71-79).** The starting answer says a time-to-live sweep ships first. It still does, but the
+   *marker* changed: nothing is referenced by being downloaded; a claim operation sets it. Rewrite the
+   second and third bullets to name the claim.
+2. **`design.md`, "Decision D7: enforcing that the original does not change" (lines 651-681).** Option
+   B is described as "the create-only upload route plus never signing the mount". Widen it to the
+   protected-mount policy: every generic mount operation behaves as though the mount does not exist,
+   backed by a server-owned `purpose` column, and the create route is the only writer. The paragraph
+   about `write_file` overwriting silently stays accurate and should stay.
+3. **`design.md`, "Decision D3: where the original lives" (lines 141-186).** Add one sentence saying
+   the mount is protected: invisible to mount listing, un-signable, un-editable, un-archivable on its
+   own, and removed only by session teardown.
+4. **`design.md`, "The media-type, validation, and limits matrix" (lines 346-449).** Two additions.
+   (a) A session-quota row: 100 attachments and 256 MB of stored originals per session, 20 concurrent
+   pending uploads, enforced at the create route. (b) A bounded-read rule stating that the create route
+   reads at most the maximum raw cap plus one byte before classifying, because the EE stack has no
+   gateway body cap at all — the "gateway ceiling" subsection (393-406) currently implies nginx is the
+   only ceiling that matters, and it is absent from every EE deployment.
+5. **`design.md`, "The media-type, validation, and limits matrix" → the count cap sentence (line ~377)
+   and the per-message column.** It says the count is "enforced at the run route". Say the runner
+   enforces it over the current user turn, with the composer's cap as the courtesy layer, and that the
+   number is runner configuration, not API configuration.
+6. **`design.md`, "Decision D5: the layered capability model" (lines 451-491) and "Two integration gaps
+   to close" (493-506).** Layer three now has a defined default: unknown modalities mean
+   workspace-only with the notice, never assumed vision. The second integration gap ("the runner error
+   is a plain string") is answered by the structured `attachment_delivery` chain, not by an optional
+   terminal `errorCode`; describe the chain from runner event through `wire.py` and the Vercel stream
+   to the rendered notice.
+7. **`design.md`, "The successful upload and delivery flow, end to end" (lines 243-297).** The
+   sequence diagram shows the runner downloading and the API "checking the attachment belongs to this
+   session". Add the claim step between "run turn" and "download", and change the upload step to the
+   two-phase `pending` → `ready` create with an idempotency key.
+8. **`design.md`, "Why the first upload can safely create the mount" (lines 819-844).** The closing
+   paragraph says an unused upload "is handled by the garbage-collection follow-up in plan.md". Point
+   it at the sweep and reaper that ship in Stage 1.
+9. **`plan.md`, Stage 1 (a), the idempotency bullet (around line 120).** It says a retried upload after
+   an ambiguous failure "creates a new resource rather than a duplicate", which contradicts the same
+   bullet's own opening sentence. Replace with the idempotency-key contract.
+10. **`plan.md`, Stage 1 (b), the ACP-blocks bullet (around line 155).** It points at `run-turn.ts`
+    "currently near line 742". The call is at line 803. Also add the `currentUserTurn` refactor as the
+    first runner item, since `plan.md` currently only says "update `resolvePromptText` and
+    `messageText` callers".
+11. **`plan.md`, Stage 1, deployment order.** It reads API → runner → frontend with the SDK folded into
+    the runner step. Restate as the four reader-first packages with the flag as a fifth act.
+
+---
+
+## What I could not verify
+
+- **That `input_modalities` can be populated at every `ResolvedConnection` construction site without a
+  catalog miss on the common path.** I confirmed the six construction sites and that
+  `claude_models.curated.json` carries `"modalities": ["text", "image"]`, but I did not check whether
+  the resolver has the model id in the catalog's key space at each site (Pi's generated file keys on
+  a different id space than the Claude aliases). If a common path misses, the default is
+  workspace-only, which is safe but visible, so measure it before enabling the flag.
+- **That `linkSync` behaves as create-exclusive on the local sandbox's durable cwd.** The cwd is a
+  geesefs mount over the object-store prefix when geesefs can mount. POSIX `link` on a FUSE
+  object-store filesystem may not be supported at all. If it is not, fall back to
+  `writeFileSync(final, buf, { flag: "wx" })`, which is create-exclusive but not atomic, and accept a
+  partial file on a crash. I did not test either against geesefs.
+- **Whether `Permission.RUN_SESSIONS` is the right permission for the claim route.** The adjudication
+  named permissions only for create and content. I chose `RUN_SESSIONS` because every other
+  runner-side write in the same router uses it (`ingest_record_event` at line 529, `append_turn` at
+  1134, the heartbeat at 270). I did not read `api/oss/src/core/access/permissions/types.py` beyond
+  confirming the four constants exist at lines 169-174.
+- **The exact HTTP status for `AttachmentQuotaExceeded`.** No ruling named one. I chose 429 with a
+  detail naming the quota, because the pending-upload quota is backpressure and one code is simpler
+  than splitting bytes from count. 507 would be more literal for the byte quota.
+- **Whether `get_or_create_session_mount` is reachable from any route with a caller-supplied name.** I
+  found only `get_or_create_session_cwd` (line 536) calling it with a fixed name, so the reservation
+  may be defence in depth rather than a live hole. I did not enumerate every caller across `api/ee/`.
+- **Whether the EE edition needs a parallel change.** The fact-check found EE does not wrap the
+  sessions or mounts routers at all, so I assumed no. I did not read `api/ee/src/` myself.
+- **The behaviour of the `with-nginx` compose profile end to end after the body-size raise.** The
+  config line is verified; the deployed effect is not. The dev compose stacks and every EE compose file
+  run no nginx, so the raise changes nothing for them — which is exactly why the bounded read in the
+  API matters more than the ceiling.
+- **Whether the Daytona `sandbox-agent` handle exposes any exclusive-create primitive.** I confirmed
+  `mkdirFs`, `writeFsFile`, and `statFs` are the calls `prepareWorkspace` uses
+  (`workspace.ts:64-95`), but I did not read the `sandbox-agent` package's full filesystem surface, so
+  the accepted check-then-write race there may be avoidable.
+- **How `attachment_delivery` should render in `ComposerAttachments` versus `AgentMessage`.** The
+  composer owns the pre-send chip and the message owns the sent turn; I did not settle which surface
+  shows the authoritative notice after the run, or whether both do. WP4's implementer decides.
diff --git a/docs/design/agent-workflows/projects/agent-multi-modality/protocols/stage-1.md b/docs/design/agent-workflows/projects/agent-multi-modality/protocols/stage-1.md
new file mode 100644
index 0000000000..a20cba7cd6
--- /dev/null
+++ b/docs/design/agent-workflows/projects/agent-multi-modality/protocols/stage-1.md
@@ -0,0 +1,153 @@
+# Stage 1 protocol: the attachment resource, delivery, and transport
+
+This protocol records how the Stage 1 implementation plan was produced and every decision taken
+along the way, so the review can judge the decisions, not reconstruct them. It grows as the four
+work packages land; each package's implementation notes are appended under its own heading.
+
+## How the plan was produced
+
+1. A first implementation plan was drafted from [../plan.md](../plan.md) Stage 1 and the settled
+   design (D1-D14, the limits matrix).
+2. A parallel fact-check verified the plan's assumptions in code. Two load-bearing corrections came
+   out of it: the pinned AI SDK's file part does carry `providerMetadata` (so the opaque attachment
+   id has a clean carrier), and the EE deployments run no nginx at all, so the API cannot rely on
+   any gateway body cap.
+3. An independent critical review (a second model, maximum reasoning effort, reading the repo) was
+   run against the draft. Verdict: do not implement as written. Four release-blocking defects, all
+   verified in code, none reopening a product decision.
+4. Every review finding was adjudicated: accepted, accepted with modification, or overruled with a
+   reason. The revised plan folds the rulings in.
+
+The result is [../plans/stage-1-implementation.md](../plans/stage-1-implementation.md). Its
+"Adjudicated decisions" section is the itemized decision log (22 entries), each citing the finding
+and the ruling. The headline items:
+
+- **The four defects.** (a) The generic mount routes could still enumerate, download, export, and
+  archive the attachments mount, bypassing the session-binding check; one protected-mount policy in
+  the service layer now makes those routes treat the mount as nonexistent. (b) The runner has no
+  concept of "the current user turn", only "the most recent non-empty user text", in four separate
+  code sites; an attachment-only turn could resend an earlier prompt or vanish from records; a
+  first-class `currentUserTurn` helper is now the runner package's first commit. (c) The planned
+  backward-compatibility read watched a `data` field the front end never sends; today's real shape
+  is a data URL in `uri`; the dual read now matches reality. (d) The upload buffered unbounded
+  bodies in memory and could orphan an object on a half-failure; it is now a bounded chunked read
+  with a pending-to-ready state machine, an idempotency key, and a reaper.
+- **Three overturned recommendations.** Marking a file referenced moved from a download side effect
+  to an explicit claim call the runner makes when it accepts a turn (a GET must not mutate
+  lifecycle, and the browser render path uses the same GET). Model modality facts come from the
+  resolved-connection boundary, and an unknown modality means workspace-only with a notice, never
+  "assume vision". The PR order flipped to reader-first (API, runner, SDK/agent service, front end,
+  then the flag) so no producer ever deploys before its reader.
+- **One addition neither plan had.** Per-session quotas (count, bytes, pending), without which a
+  hostile session makes cold replay an unbounded resource-amplification endpoint.
+
+## Standing implementation rules for this stage
+
+- Decisions D1-D14 and the limits matrix are settled; implementation forks get decided against
+  them, recorded here, and flagged in the PR, never re-litigated.
+- Every work-package PR carries the two sections "Implicit decisions and their tradeoffs" and
+  "Forced routes to double-check".
+- The design-doc sync list in the implementation plan (11 edits) lands on the docs lane during
+  WP1, so the design text never drifts from what ships.
+
+## WP1: the API attachment resource
+
+The package was implemented against the plan, then adversarially reviewed, and the review's
+findings were adjudicated and fixed before the PR opened. The trail:
+
+### Implementation decisions worth knowing (beyond the plan)
+
+- **Quota enforcement lives in the DAO, under the advisory lock.** The pending-to-ready
+  transition takes a per-project-and-session Postgres advisory lock and re-checks the stored
+  quota inside that transaction, so concurrent uploads cannot exceed the quota. This is an
+  accepted layering deviation (policy normally lives in the service): the enforcement sits where
+  the lock lives, and the once-duplicated service-side pre-check was deleted so there is exactly
+  one authority.
+- **A quota rejection at the ready transition returns 429 and compensates immediately** (the
+  object and the pending row are best-effort deleted), so the idempotency key frees right away
+  instead of being wedged for the pending time-to-live. The same compensation applies when the
+  object write fails. Only a process crash leaves a wedged key, and the reaper clears that.
+- **Stale-pending takeover reuses the original attachment id and path.** A retry that takes over
+  a stale pending row overwrites the same object key, which is safe because takeover requires the
+  same filename, verified media type, size, and content digest (the digest was added during the
+  fix pass so equal-shaped but different bytes conflict instead of silently overwriting). Two
+  concurrent takeovers serialize on the advisory lock plus the row lock; the loser sees a fresh
+  row and gets 409.
+- **The media classifier adds container canonicalization on top of puremagic** (Ogg/WebM codec
+  markers in the first 1 MB, M4A brand parsing) because puremagic alone reports these too
+  generically to apply the audio-versus-other cap distinction, and voice recordings arrive in
+  exactly these containers. It is heuristic at the margins and deliberately so.
+- **`purpose` is enforced server-side on mount creation** and the public create model does not
+  expose it, so the generated client never offers a permanently-rejected field.
+- **The sweep tombstones rows before touching objects.** Phase one flips eligible rows to a
+  `deleting` state under the row lock and commits; claims and downloads resolve only `ready`
+  rows, so a claim arriving mid-sweep fails closed and can never reference a deleted object.
+  Phase two deletes objects outside any transaction; phase three removes the rows whose objects
+  are gone. A failed object delete leaves a retryable tombstone the next pass picks up, so a
+  storage outage delays cleanup instead of orphaning objects. (This improved on the orchestrator's
+  own ruling, which would have traded the retry away; the deviation was argued and accepted.)
+
+### The review, and what it changed
+
+An adversarial review (independent model, maximum effort) confirmed the protected-mount policy
+is closed over every generic route, the advisory-lock scoping, the takeover serialization, the
+sweep lease, header-injection safety, and the absence of storage-coordinate leaks. It found
+three release blockers, all fixed:
+
+1. **The "bounded read" bounded Python memory, not the request.** Declaring the multipart file
+   as a FastAPI parameter makes the framework spool the entire body to disk before the handler
+   runs, and EE deployments have no gateway cap in front of the API. The route now verifies
+   `Content-Length` before parsing the form (absent: 411; over the cap plus multipart overhead:
+   413), with the chunked read kept as the second line of defense.
+2. **The sweep awaited object-store deletes inside a transaction holding row locks**, so a claim
+   or upload could block behind a hundred sequential storage round trips. The sweep now runs in
+   phases: take the rows in a short transaction, then delete objects outside any transaction.
+3. **A failed create wedged its idempotency key for the full pending time-to-live** (the retry
+   with the same key, the whole point of the key, got 409 for fifteen minutes). Fixed by the
+   immediate compensation described above, plus a `Retry-After` header on the in-flight 409.
+
+Smaller fixes from the same pass: a dedicated `AttachmentConflict` (409) for key-reuse with
+different bytes instead of overloading the invalid-file exception; the protected-mount filter
+moved into the database query predicate so listing pages are not silently shortened; a filename
+length bound (object-store keys have a 1024-byte limit); the sweep's lease derived from its
+configured interval and store errors leaving the row for a retry instead of orphaning objects;
+a size bound on the claim route's id list; and test reworks so the concurrency invariants are
+exercised against real database SQL rather than fakes that reimplement the logic under test.
+
+### Deployment QA (dev stack, 2026-07-31)
+
+The API was rebuilt on the shared dev stack (the new puremagic dependency requires an image
+rebuild) and the migration applied cleanly on the real database (`oss000000019` to
+`oss000000020`: the `mounts.purpose` column, the `session_attachments` table, both partial
+indexes, the idempotency unique constraint, and the cascade to mounts).
+
+QA caught one boot blocker the code review missed: importing starlette's `UploadFile` for the
+new create route's `isinstance` check also re-typed the pre-existing mount upload route's
+parameter, and FastAPI rejects starlette's class as a route annotation, so the whole sessions
+router failed to import and every API request returned 502. The fix keeps starlette's class for
+the form-part check and aliases FastAPI's for the route annotation. The lesson is recorded here
+because it is the class of failure only a real boot catches: both test suites passed while the
+app could not start.
+
+With the fix deployed, everything ran against the live stack: the full curl-level wire matrix
+(upload shape with no storage coordinates; idempotent replay returns the same id; same key with
+different bytes 409s; download is byte-identical with the verified content type, `nosniff`, and
+no side effects; the claim sets `referenced_at` and 404s for a foreign session; a missing
+Content-Length gets 411, an 11 MB image 413; the attachments mount is indistinguishable from a
+missing mount on every generic route and absent from listings), all nine acceptance tests
+(9 passed, zero skips, with storage verification forced on), and both real-database concurrency
+tests (the sweep-versus-claim race and the locked quota recheck). The 15 MB audio upload through
+the `with-nginx` profile remains to be checked on an OSS gh stack, since the EE dev stack runs
+no nginx.
+
+### Forced routes to double-check
+
+- **Content-Length as the request bound.** Clients that send chunked uploads without a
+  Content-Length get 411. Every client we ship (browser FormData, the SDK) sends it, but a
+  hand-rolled chunked client would need to add it. The alternative, a streaming multipart
+  parser, was judged not worth the machinery for a capped-at-15 MB route.
+- **The `deleting` tombstone state.** It adds a third state to what was designed as a two-state
+  machine (pending, ready). The alternative orderings both had a flaw: objects-first can delete
+  a just-claimed attachment's bytes (data loss), and rows-first cannot retry a failed object
+  delete (permanent orphans). The tombstone fixes both at the cost of one more state to reason
+  about; it never appears on the wire.
diff --git a/hosting/docker-compose/oss/nginx/nginx.conf b/hosting/docker-compose/oss/nginx/nginx.conf
index 23b61faa3b..6ad6c6459d 100644
--- a/hosting/docker-compose/oss/nginx/nginx.conf
+++ b/hosting/docker-compose/oss/nginx/nginx.conf
@@ -32,7 +32,7 @@ http {
         add_header X-XSS-Protection "1; mode=block";
 
         # Client max body size
-        client_max_body_size 10M;
+        client_max_body_size 32m;
 
         # Proxy to FastAPI backend
         location /api/ {