diff --git a/build-tools/geode-repeat-test/src/main/groovy/org/apache/geode/gradle/testing/repeat/RepeatTest.groovy b/build-tools/geode-repeat-test/src/main/groovy/org/apache/geode/gradle/testing/repeat/RepeatTest.groovy
index e2d4912fe71d..451b521d39a3 100644
--- a/build-tools/geode-repeat-test/src/main/groovy/org/apache/geode/gradle/testing/repeat/RepeatTest.groovy
+++ b/build-tools/geode-repeat-test/src/main/groovy/org/apache/geode/gradle/testing/repeat/RepeatTest.groovy
@@ -23,7 +23,7 @@ import org.gradle.api.internal.tasks.testing.filter.DefaultTestFilter
 import org.gradle.api.tasks.testing.Test
 import org.gradle.api.tasks.Input
 import org.gradle.internal.time.Clock
-import org.gradle.internal.work.WorkerLeaseRegistry
+import org.gradle.internal.work.WorkerLeaseService
 
 public class RepeatTest extends Test {
 
@@ -53,7 +53,7 @@ public class RepeatTest extends Test {
             super.createTestExecuter().workerFactory,
             getActorFactory(),
             getModuleRegistry(),
-            getServices().get(WorkerLeaseRegistry.class),
+            getServices().get(WorkerLeaseService.class),
             getServices().get(StartParameter.class).getMaxWorkerCount(),
             getServices().get(Clock.class),
             getServices().get(DocumentationRegistry.class),
diff --git a/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/ExecutionTrackingTestResultProcessor.java b/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/ExecutionTrackingTestResultProcessor.java
index 4d0e76d27f88..2e679087da2b 100644
--- a/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/ExecutionTrackingTestResultProcessor.java
+++ b/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/ExecutionTrackingTestResultProcessor.java
@@ -25,6 +25,7 @@
 import org.gradle.api.internal.tasks.testing.TestResultProcessor;
 import org.gradle.api.internal.tasks.testing.TestStartEvent;
 import org.gradle.api.internal.tasks.testing.worker.WorkerTestClassProcessor;
+import org.gradle.api.tasks.testing.TestFailure;
 import org.gradle.api.tasks.testing.TestOutputEvent;
 
 /**
@@ -68,7 +69,7 @@ public void output(Object testId, TestOutputEvent event) {
   }
 
   @Override
-  public void failure(Object testId, Throwable result) {
+  public void failure(Object testId, TestFailure result) {
     processor.failure(testId, result);
   }
 
diff --git a/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/RepeatTestExecuter.java b/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/RepeatTestExecuter.java
index 58f068106d42..036f3c691740 100644
--- a/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/RepeatTestExecuter.java
+++ b/build-tools/geode-repeat-test/src/main/java/org/apache/geode/gradle/testing/repeat/RepeatTestExecuter.java
@@ -43,11 +43,11 @@
 import org.gradle.internal.Factory;
 import org.gradle.internal.actor.ActorFactory;
 import org.gradle.internal.time.Clock;
-import org.gradle.internal.work.WorkerLeaseRegistry;
+import org.gradle.internal.work.WorkerLeaseService;
 import org.gradle.process.internal.worker.WorkerProcessFactory;
 
 /**
- * A copy of {@link DefaultTestExecuter} from Gradle v6.8.3, modified to process each test class
+ * A copy of {@link DefaultTestExecuter} from Gradle v7.6.6, modified to process each test class
  * as many times as it was submitted. This is required by our {@link RepeatTest} task, because:
  * <ul>
  *   <li>Geode's {@code RepeatTest} task operates by submitting each test class for processing
@@ -71,7 +71,7 @@ public class RepeatTestExecuter implements TestExecuter<JvmTestExecutionSpec> {
   private final WorkerProcessFactory workerFactory;
   private final ActorFactory actorFactory;
   private final ModuleRegistry moduleRegistry;
-  private final WorkerLeaseRegistry workerLeaseRegistry;
+  private final WorkerLeaseService workerLeaseService;
   private final int maxWorkerCount;
   private final Clock clock;
   private final DocumentationRegistry documentationRegistry;
@@ -80,13 +80,13 @@ public class RepeatTestExecuter implements TestExecuter<JvmTestExecutionSpec> {
   private TestClassProcessor processor;
 
   public RepeatTestExecuter(WorkerProcessFactory workerFactory, ActorFactory actorFactory,
-      ModuleRegistry moduleRegistry, WorkerLeaseRegistry workerLeaseRegistry, int maxWorkerCount,
+      ModuleRegistry moduleRegistry, WorkerLeaseService workerLeaseService, int maxWorkerCount,
       Clock clock, DocumentationRegistry documentationRegistry, DefaultTestFilter testFilter,
       int iterationCount) {
     this.workerFactory = workerFactory;
     this.actorFactory = actorFactory;
     this.moduleRegistry = moduleRegistry;
-    this.workerLeaseRegistry = workerLeaseRegistry;
+    this.workerLeaseService = workerLeaseService;
     this.maxWorkerCount = maxWorkerCount;
     this.clock = clock;
     this.documentationRegistry = documentationRegistry;
@@ -99,9 +99,6 @@ public void execute(final JvmTestExecutionSpec testExecutionSpec,
       TestResultProcessor testResultProcessor) {
     final TestFramework testFramework = testExecutionSpec.getTestFramework();
     final WorkerTestClassProcessorFactory testInstanceFactory = testFramework.getProcessorFactory();
-    final WorkerLeaseRegistry.WorkerLease
-        currentWorkerLease =
-        workerLeaseRegistry.getCurrentWorkerLease();
     final Set<File> classpath = ImmutableSet.copyOf(testExecutionSpec.getClasspath());
     final Set<File> modulePath = ImmutableSet.copyOf(testExecutionSpec.getModulePath());
     final List<String>
@@ -109,7 +106,7 @@ public void execute(final JvmTestExecutionSpec testExecutionSpec,
         testFramework.getTestWorkerImplementationModules();
     final Factory<TestClassProcessor> forkingProcessorFactory = () -> {
       TestClassProcessor forkingTestClassProcessor =
-          new ForkingTestClassProcessor(currentWorkerLease, workerFactory, testInstanceFactory,
+          new ForkingTestClassProcessor(workerLeaseService, workerFactory, testInstanceFactory,
               testExecutionSpec.getJavaForkOptions(), classpath, modulePath,
               testWorkerImplementationModules, testFramework.getWorkerConfigurationAction(),
               moduleRegistry, documentationRegistry);
@@ -139,7 +136,8 @@ public void execute(final JvmTestExecutionSpec testExecutionSpec,
       detector = new DefaultTestClassScanner(testClassFiles, null, processor);
     }
 
-    new TestMainAction(detector, processor, testResultProcessor, clock, testExecutionSpec.getPath(),
+    new TestMainAction(detector, processor, testResultProcessor, workerLeaseService, clock,
+        testExecutionSpec.getPath(),
         "Gradle Test Run " + testExecutionSpec.getIdentityPath()).run();
   }
 
diff --git a/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Executers.groovy b/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Executers.groovy
index 01d33ca16aca..c7c59c806042 100644
--- a/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Executers.groovy
+++ b/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Executers.groovy
@@ -23,7 +23,7 @@ import org.gradle.api.internal.tasks.testing.JvmTestExecutionSpec
 import org.gradle.api.internal.tasks.testing.TestExecuter
 import org.gradle.api.internal.tasks.testing.detection.DefaultTestExecuter
 import org.gradle.internal.time.Clock
-import org.gradle.internal.work.WorkerLeaseRegistry
+import org.gradle.internal.work.WorkerLeaseService
 
 class Executers {
     /**
@@ -48,7 +48,7 @@ class Executers {
                 workerProcessFactory,
                 testTask.actorFactory,
                 testTask.moduleRegistry,
-                services.get(WorkerLeaseRegistry),
+                services.get(WorkerLeaseService),
                 services.get(StartParameter).getMaxWorkerCount(),
                 services.get(Clock),
                 services.get(DocumentationRegistry),
diff --git a/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Workers.groovy b/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Workers.groovy
index 0402465dbea1..d91ea4262b36 100644
--- a/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Workers.groovy
+++ b/build-tools/geode-testing-isolation/src/main/groovy/org/apache/geode/gradle/testing/Workers.groovy
@@ -40,7 +40,7 @@ class Workers {
                 workerImplementationFactory.gradleUserHomeDir,
                 workerImplementationFactory.temporaryFileProvider,
                 donor.execHandleFactory,
-                workerImplementationFactory.jvmVersionDetector,
+                donor.jvmVersionDetector,
                 donor.outputEventListener,
                 donor.memoryManager,
                 processLauncher)
diff --git a/build-tools/geode-testing-isolation/src/main/java/org/apache/geode/gradle/testing/process/LauncherProxyWorkerProcessBuilder.java b/build-tools/geode-testing-isolation/src/main/java/org/apache/geode/gradle/testing/process/LauncherProxyWorkerProcessBuilder.java
index a18f087b445b..436d2d11a664 100644
--- a/build-tools/geode-testing-isolation/src/main/java/org/apache/geode/gradle/testing/process/LauncherProxyWorkerProcessBuilder.java
+++ b/build-tools/geode-testing-isolation/src/main/java/org/apache/geode/gradle/testing/process/LauncherProxyWorkerProcessBuilder.java
@@ -50,7 +50,8 @@ public LauncherProxyWorkerProcessBuilder(WorkerProcessBuilder delegate,
 
   @Override
   public WorkerProcessBuilder applicationClasspath(Iterable<File> files) {
-    return delegate.applicationClasspath(files);
+    delegate.applicationClasspath(files);
+    return this;
   }
 
   @Override
@@ -60,7 +61,8 @@ public Set<File> getApplicationClasspath() {
 
   @Override
   public WorkerProcessBuilder applicationModulePath(Iterable<File> files) {
-    return delegate.applicationModulePath(files);
+    delegate.applicationModulePath(files);
+    return this;
   }
 
   @Override
@@ -70,7 +72,8 @@ public Set<File> getApplicationModulePath() {
 
   @Override
   public WorkerProcessBuilder setBaseName(String baseName) {
-    return delegate.setBaseName(baseName);
+    delegate.setBaseName(baseName);
+    return this;
   }
 
   @Override
@@ -80,12 +83,14 @@ public String getBaseName() {
 
   @Override
   public WorkerProcessBuilder setLogLevel(LogLevel logLevel) {
-    return delegate.setLogLevel(logLevel);
+    delegate.setLogLevel(logLevel);
+    return this;
   }
 
   @Override
   public WorkerProcessBuilder sharedPackages(Iterable<String> packages) {
-    return delegate.sharedPackages(packages);
+    delegate.sharedPackages(packages);
+    return this;
   }
 
   @Override
@@ -105,7 +110,8 @@ public LogLevel getLogLevel() {
 
   @Override
   public WorkerProcessBuilder sharedPackages(String... packages) {
-    return delegate.sharedPackages(packages);
+    delegate.sharedPackages(packages);
+    return this;
   }
 
   @Override
@@ -128,6 +134,17 @@ public void enableJvmMemoryInfoPublishing(boolean shouldPublish) {
     delegate.enableJvmMemoryInfoPublishing(shouldPublish);
   }
 
+  /**
+   * Returns this builder rather than the delegate's return value, because callers chain from this
+   * method and must continue to hold the wrapper that installs the process launcher.
+   */
+  @SuppressWarnings("deprecation")
+  @Override
+  public WorkerProcessBuilder setUseLegacyAddOpens(boolean useLegacyAddOpens) {
+    delegate.setUseLegacyAddOpens(useLegacyAddOpens);
+    return this;
+  }
+
   /**
    * Replaces the standard worker process's process launcher with this builder's launcher.
    */
diff --git a/build-tools/scripts/src/main/groovy/check-pom.gradle b/build-tools/scripts/src/main/groovy/check-pom.gradle
index d73492f3a805..4bd00d900edb 100644
--- a/build-tools/scripts/src/main/groovy/check-pom.gradle
+++ b/build-tools/scripts/src/main/groovy/check-pom.gradle
@@ -58,9 +58,22 @@ tasks.register('checkPom') {
     }
   }
 
+  // Renders a node so that sibling elements compare equal regardless of the order the POM
+  // generator emits them in (for example <groupId> and <artifactId> within an <exclusion>).
+  // Element order carries no meaning in these blocks, and the comparison below already ignores
+  // the order of the <dependency> elements themselves.
+  def canonicalForm
+  canonicalForm = { node ->
+    def childNodes = node.children().findAll { it instanceof Node }
+    if (childNodes.isEmpty()) {
+      return "${node.name()}=${node.text()}"
+    }
+    return "${node.name()}[" + childNodes.collect { canonicalForm(it) }.sort().join(',') + "]"
+  }
+
   def dependenciesBlocksMatch = { actual, expected ->
-    def actualTreeSet = actual.dependencies.dependency.collect {it.toString()}.toSet()
-    def expectedTreeSet = expected.dependencies.dependency.collect {it.toString()}.toSet()
+    def actualTreeSet = actual.dependencies.dependency.collect {canonicalForm(it)}.toSet()
+    def expectedTreeSet = expected.dependencies.dependency.collect {canonicalForm(it)}.toSet()
     actualTreeSet.equals(expectedTreeSet)
   }
 
diff --git a/build-tools/scripts/src/main/groovy/geode-publish-common.gradle b/build-tools/scripts/src/main/groovy/geode-publish-common.gradle
index fc78d2acc7c8..6ee243526f34 100644
--- a/build-tools/scripts/src/main/groovy/geode-publish-common.gradle
+++ b/build-tools/scripts/src/main/groovy/geode-publish-common.gradle
@@ -75,7 +75,7 @@ publishing {
           withXml {
             def providerAsElement = asElement()
             providerAsElement.insertBefore(
-                providerAsElement.ownerDocument().createComment(apacheLicense),
+                providerAsElement.getOwnerDocument().createComment(apacheLicense),
                 providerAsElement.firstChild)
           }
         }
diff --git a/build-tools/scripts/src/main/groovy/geode-test.gradle b/build-tools/scripts/src/main/groovy/geode-test.gradle
index c3fb6733e368..4b31ae8a73a8 100644
--- a/build-tools/scripts/src/main/groovy/geode-test.gradle
+++ b/build-tools/scripts/src/main/groovy/geode-test.gradle
@@ -185,6 +185,7 @@ gradle.taskGraph.whenReady({ graph ->
       if (project.hasProperty('testJVMVer') && testJVMVer.toInteger() >= 9) {
         jvmArgs += [
                 "--add-opens=java.base/java.io=ALL-UNNAMED",
+                "--add-opens=java.base/java.lang=ALL-UNNAMED",
                 "--add-opens=java.base/java.lang.annotation=ALL-UNNAMED",
                 "--add-opens=java.base/java.lang.module=ALL-UNNAMED",
                 "--add-opens=java.base/java.lang.ref=ALL-UNNAMED",
diff --git a/geode-assembly/build.gradle b/geode-assembly/build.gradle
index e1e557f0ab5e..93eab9f592da 100755
--- a/geode-assembly/build.gradle
+++ b/geode-assembly/build.gradle
@@ -417,26 +417,6 @@ tasks.register('gfshDepsJar', Jar) {
   }
 }
 
-// Extract legacy Tomcat 6 jars needed only to satisfy Javadoc for old session manager classes
-// (LifecycleSupport, SerializablePrincipal) without altering runtime dependencies.
-def legacyTomcatDir = "$buildDir/legacyTomcat"
-tasks.register('extractLegacyTomcatForJavadoc') {
-  description = 'Extracts legacy Tomcat catalina jars for Javadoc symbol resolution.'
-  outputs.dir(legacyTomcatDir)
-  dependsOn configurations.webServerTomcat6
-  doLast {
-    delete legacyTomcatDir
-    copy {
-      from { zipTree(configurations.webServerTomcat6.singleFile) }
-      // Include the full Tomcat 6 lib set so packages like org.apache.catalina.ha.session
-      // (SerializablePrincipal) and util.LifecycleSupport are present. We keep it scoped
-      // to Javadoc only via this extracted directory rather than adding runtime deps.
-      include '**/lib/*.jar'
-      into legacyTomcatDir
-    }
-  }
-}
-
 tasks.register('docs', Javadoc) {
   def docsDir = file("$buildDir/javadocs")
   // Removed -Xwerror to avoid treating HTML5 compatibility warnings as errors
@@ -448,8 +428,10 @@ tasks.register('docs', Javadoc) {
 
   // Do NOT add the javadocStubs sources directly; we only want them on the classpath, not in output.
 
+  // Only aggregate projects that actually compile Java sources.  Platform (BOM) projects appear
+  // on the javadocOnly configuration but have no source sets or 'classes' task to depend on.
   def docProjects = getDependencyProjectsFor('javadocOnly').findAll { proj ->
-    proj.hasProperty('sourceSets')
+    proj.pluginManager.hasPlugin('java')
   }
 
   // Ensure compilation is done before aggregating docs
@@ -474,16 +456,11 @@ tasks.register('docs', Javadoc) {
 
   // Use javadocOnly configuration with transitive dependencies to get external libraries
   // This avoids cross-project configuration resolution while including necessary dependencies
-  // Include legacy Tomcat jars for symbol resolution of older session manager classes
-  dependsOn(tasks.named('extractLegacyTomcatForJavadoc'))
-  // Use a lazy FileCollection for legacy Tomcat jars so extraction runs before it is resolved
-  // Broaden legacy Tomcat inclusion (Option 2) to all jars in Tomcat6 lib so that
-  // org.apache.catalina.util.LifecycleSupport and org.apache.catalina.ha.session.SerializablePrincipal
-  // (present in clustering/ha related jars) are available to Javadoc without excluding sources.
-  def legacyCatalinaJars = files { fileTree(legacyTomcatDir).matching { include '*.jar' } }
+  // The javadocStubs output supplies the older session manager symbols
+  // (org.apache.catalina.util.LifecycleSupport, org.apache.catalina.ha.session.SerializablePrincipal)
+  // that are absent from the Tomcat version on the javadocOnly configuration.
   classpath = configurations.javadocOnly +
       files(docProjects.collect { proj -> proj.sourceSets.main.output }) +
-      legacyCatalinaJars +
       sourceSets.javadocStubs.output
 
   options.addStringOption('Xwerror','-quiet')
diff --git a/geode-assembly/src/acceptanceTest/java/org/apache/geode/management/internal/rest/GradleBuildWithGeodeCoreAcceptanceTest.java b/geode-assembly/src/acceptanceTest/java/org/apache/geode/management/internal/rest/GradleBuildWithGeodeCoreAcceptanceTest.java
index 0fdaaab80f39..7142c21fcf37 100644
--- a/geode-assembly/src/acceptanceTest/java/org/apache/geode/management/internal/rest/GradleBuildWithGeodeCoreAcceptanceTest.java
+++ b/geode-assembly/src/acceptanceTest/java/org/apache/geode/management/internal/rest/GradleBuildWithGeodeCoreAcceptanceTest.java
@@ -66,7 +66,7 @@ public void testBasicGradleBuild() {
     copyDirectoryResource(projectDir, buildDir);
 
     GradleConnector connector = GradleConnector.newConnector();
-    connector.useGradleVersion("7.3.3");
+    connector.useGradleVersion("7.6.6");
     connector.forProjectDirectory(buildDir);
 
     ProjectConnection connection = connector.connect();
diff --git a/gradle.properties b/gradle.properties
index 2773901c866a..b31cff6130ec 100755
--- a/gradle.properties
+++ b/gradle.properties
@@ -47,7 +47,7 @@ buildId = 0
 productName = Apache Geode
 productOrg = Apache Software Foundation (ASF)
 
-minimumGradleVersion = 7.3.3
+minimumGradleVersion = 7.6.6
 # Set this on the command line with -P or in ~/.gradle/gradle.properties
 # to change the buildDir location.  Use an absolute path.
 buildRoot=
diff --git a/gradle/wrapper/gradle-wrapper.jar b/gradle/wrapper/gradle-wrapper.jar
index 943f0cbfa754..afba109285af 100644
Binary files a/gradle/wrapper/gradle-wrapper.jar and b/gradle/wrapper/gradle-wrapper.jar differ
diff --git a/gradle/wrapper/gradle-wrapper.properties b/gradle/wrapper/gradle-wrapper.properties
index 70d977784219..f429f1b9ea5a 100644
--- a/gradle/wrapper/gradle-wrapper.properties
+++ b/gradle/wrapper/gradle-wrapper.properties
@@ -1,6 +1,6 @@
 distributionBase=GRADLE_USER_HOME
 distributionPath=wrapper/dists
-distributionUrl=https\://services.gradle.org/distributions/gradle-7.3.3-all.zip
+distributionUrl=https\://services.gradle.org/distributions/gradle-7.6.6-all.zip
 networkTimeout=10000
 zipStoreBase=GRADLE_USER_HOME
 zipStorePath=wrapper/dists