Merge pull request #2458 from code-yeongyu/fix/memory-leaks

fix: resolve 12 memory leaks (3 critical + 9 high)
2026-03-12 11:21:13 +09:00
parent 5da347c3ec 2b4a5ca5da
commit b00fc89dfa
51 changed files with 2883 additions and 262 deletions
--- a/packages/darwin-arm64/bin/index.js.map
+++ b/packages/darwin-arm64/bin/index.js.map
--- a/packages/darwin-x64-baseline/bin/index.js.map
+++ b/packages/darwin-x64-baseline/bin/index.js.map
--- a/packages/darwin-x64/bin/index.js.map
+++ b/packages/darwin-x64/bin/index.js.map
--- a/packages/linux-arm64-musl/bin/index.js.map
+++ b/packages/linux-arm64-musl/bin/index.js.map
--- a/packages/linux-arm64/bin/index.js.map
+++ b/packages/linux-arm64/bin/index.js.map
--- a/packages/linux-x64-baseline/bin/index.js.map
+++ b/packages/linux-x64-baseline/bin/index.js.map
--- a/packages/linux-x64-musl-baseline/bin/index.js.map
+++ b/packages/linux-x64-musl-baseline/bin/index.js.map
--- a/packages/linux-x64-musl/bin/index.js.map
+++ b/packages/linux-x64-musl/bin/index.js.map
--- a/packages/linux-x64/bin/index.js.map
+++ b/packages/linux-x64/bin/index.js.map
--- a/packages/windows-x64-baseline/bin/index.js.map
+++ b/packages/windows-x64-baseline/bin/index.js.map
--- a/packages/windows-x64/bin/index.js.map
+++ b/packages/windows-x64/bin/index.js.map
--- a/src/create-hooks.ts
+++ b/src/create-hooks.ts
@@ -11,6 +11,20 @@ import { createSkillHooks } from "./plugin/hooks/create-skill-hooks"

 export type CreatedHooks = ReturnType<typeof createHooks>

+type DisposableHook = { dispose?: () => void } | null | undefined
+
+export type DisposableCreatedHooks = {
+  runtimeFallback?: DisposableHook
+  todoContinuationEnforcer?: DisposableHook
+  autoSlashCommand?: DisposableHook
+}
+
+export function disposeCreatedHooks(hooks: DisposableCreatedHooks): void {
+  hooks.runtimeFallback?.dispose?.()
+  hooks.todoContinuationEnforcer?.dispose?.()
+  hooks.autoSlashCommand?.dispose?.()
+}
+
 export function createHooks(args: {
  ctx: PluginContext
  pluginConfig: OhMyOpenCodeConfig
@@ -58,9 +72,16 @@ export function createHooks(args: {
    availableSkills,
  })

-  return {
+  const hooks = {
    ...core,
    ...continuation,
    ...skill,
  }
+
+  return {
+    ...hooks,
+    disposeHooks: (): void => {
+      disposeCreatedHooks(hooks)
+    },
+  }
 }
--- a/src/create-managers.ts
+++ b/src/create-managers.ts
@@ -53,8 +53,8 @@ export function createManagers(args: {

        log("[index] onSubagentSessionCreated callback completed")
      },
-      onShutdown: () => {
-        tmuxSessionManager.cleanup().catch((error) => {
+      onShutdown: async () => {
+        await tmuxSessionManager.cleanup().catch((error) => {
          log("[index] tmux cleanup error during shutdown:", error)
        })
      },
--- a/src/features/background-agent/cancel-task-cleanup.test.ts
+++ b/src/features/background-agent/cancel-task-cleanup.test.ts
@@ -0,0 +1,193 @@
+import { tmpdir } from "node:os"
+import type { PluginInput } from "@opencode-ai/plugin"
+import { afterEach, describe, expect, test } from "bun:test"
+import { ConcurrencyManager } from "./concurrency"
+import { BackgroundManager } from "./manager"
+import type { BackgroundTask, LaunchInput } from "./types"
+
+const managersToShutdown: BackgroundManager[] = []
+
+afterEach(() => {
+  while (managersToShutdown.length > 0) managersToShutdown.pop()?.shutdown()
+})
+
+function createBackgroundManager(config?: { defaultConcurrency?: number }): BackgroundManager {
+  const directory = tmpdir()
+  const client = { session: {} as PluginInput["client"]["session"] } as PluginInput["client"]
+
+  Reflect.set(client.session, "abort", async () => ({ data: true }))
+  Reflect.set(client.session, "create", async () => ({ data: { id: `session-${crypto.randomUUID().slice(0, 8)}` } }))
+  Reflect.set(client.session, "get", async () => ({ data: { directory } }))
+  Reflect.set(client.session, "messages", async () => ({ data: [] }))
+  Reflect.set(client.session, "prompt", async () => ({ data: { info: {}, parts: [] } }))
+  Reflect.set(client.session, "promptAsync", async () => ({ data: undefined }))
+
+  const manager = new BackgroundManager({
+    $: {} as PluginInput["$"],
+    client,
+    directory,
+    project: {} as PluginInput["project"],
+    serverUrl: new URL("http://localhost"),
+    worktree: directory,
+  }, config)
+  managersToShutdown.push(manager)
+  return manager
+}
+
+function createMockTask(overrides: Partial<BackgroundTask> & { id: string; parentSessionID: string }): BackgroundTask {
+  return {
+    id: overrides.id,
+    sessionID: overrides.sessionID,
+    parentSessionID: overrides.parentSessionID,
+    parentMessageID: overrides.parentMessageID ?? "parent-message-id",
+    description: overrides.description ?? "test task",
+    prompt: overrides.prompt ?? "test prompt",
+    agent: overrides.agent ?? "test-agent",
+    status: overrides.status ?? "running",
+    queuedAt: overrides.queuedAt,
+    startedAt: overrides.startedAt ?? new Date(),
+    completedAt: overrides.completedAt,
+    error: overrides.error,
+    model: overrides.model,
+    concurrencyKey: overrides.concurrencyKey,
+    concurrencyGroup: overrides.concurrencyGroup,
+    progress: overrides.progress,
+  }
+}
+
+function getTaskMap(manager: BackgroundManager): Map<string, BackgroundTask> { return Reflect.get(manager, "tasks") as Map<string, BackgroundTask> }
+
+function getPendingByParent(manager: BackgroundManager): Map<string, Set<string>> { return Reflect.get(manager, "pendingByParent") as Map<string, Set<string>> }
+
+function getQueuesByKey(manager: BackgroundManager): Map<string, Array<{ task: BackgroundTask; input: LaunchInput }>> { return Reflect.get(manager, "queuesByKey") as Map<string, Array<{ task: BackgroundTask; input: LaunchInput }>> }
+
+function getConcurrencyManager(manager: BackgroundManager): ConcurrencyManager { return Reflect.get(manager, "concurrencyManager") as ConcurrencyManager }
+
+function getCompletionTimers(manager: BackgroundManager): Map<string, ReturnType<typeof setTimeout>> { return Reflect.get(manager, "completionTimers") as Map<string, ReturnType<typeof setTimeout>> }
+
+async function processKeyForTest(manager: BackgroundManager, key: string): Promise<void> {
+  const processKey = Reflect.get(manager, "processKey") as (key: string) => Promise<void>
+  await processKey.call(manager, key)
+}
+
+function runScheduledCleanup(manager: BackgroundManager, taskId: string): void {
+  const timer = getCompletionTimers(manager).get(taskId)
+  if (!timer) {
+    throw new Error(`Expected cleanup timer for task ${taskId}`)
+  }
+
+  const onTimeout = Reflect.get(timer, "_onTimeout") as (() => void) | undefined
+  if (!onTimeout) {
+    throw new Error(`Expected cleanup callback for task ${taskId}`)
+  }
+
+  onTimeout()
+}
+
+describe("BackgroundManager.cancelTask cleanup", () => {
+  test("#given a running task in BackgroundManager #when cancelTask called with skipNotification=true #then task is eventually removed from this.tasks Map", async () => {
+    // given
+    const manager = createBackgroundManager()
+    const task = createMockTask({
+      id: "task-skip-notification-cleanup",
+      parentSessionID: "parent-session-skip-notification-cleanup",
+      sessionID: "session-skip-notification-cleanup",
+    })
+
+    getTaskMap(manager).set(task.id, task)
+    getPendingByParent(manager).set(task.parentSessionID, new Set([task.id]))
+
+    // when
+    const cancelled = await manager.cancelTask(task.id, {
+      skipNotification: true,
+      source: "test",
+    })
+
+    // then
+    expect(cancelled).toBe(true)
+    expect(getPendingByParent(manager).get(task.parentSessionID)).toBeUndefined()
+    runScheduledCleanup(manager, task.id)
+    expect(manager.getTask(task.id)).toBeUndefined()
+  })
+
+  test("#given a running task #when cancelTask called with skipNotification=false #then task is also eventually removed", async () => {
+    // given
+    const manager = createBackgroundManager()
+    const task = createMockTask({
+      id: "task-notify-cleanup",
+      parentSessionID: "parent-session-notify-cleanup",
+      sessionID: "session-notify-cleanup",
+    })
+
+    getTaskMap(manager).set(task.id, task)
+    getPendingByParent(manager).set(task.parentSessionID, new Set([task.id]))
+
+    // when
+    const cancelled = await manager.cancelTask(task.id, {
+      skipNotification: false,
+      source: "test",
+    })
+
+    // then
+    expect(cancelled).toBe(true)
+    runScheduledCleanup(manager, task.id)
+    expect(manager.getTask(task.id)).toBeUndefined()
+  })
+
+  test("#given a running task #when cancelTask called with skipNotification=true #then concurrency slot is freed and pending tasks can start", async () => {
+    // given
+    const manager = createBackgroundManager({ defaultConcurrency: 1 })
+    const concurrencyManager = getConcurrencyManager(manager)
+    const concurrencyKey = "test-provider/test-model"
+    await concurrencyManager.acquire(concurrencyKey)
+
+    const runningTask = createMockTask({
+      id: "task-running-before-cancel",
+      parentSessionID: "parent-session-concurrency-cleanup",
+      sessionID: "session-running-before-cancel",
+      concurrencyKey,
+    })
+    const pendingTask = createMockTask({
+      id: "task-pending-after-cancel",
+      parentSessionID: runningTask.parentSessionID,
+      status: "pending",
+      startedAt: undefined,
+      queuedAt: new Date(),
+      model: { providerID: "test-provider", modelID: "test-model" },
+    })
+    const queuedInput: LaunchInput = {
+      agent: pendingTask.agent,
+      description: pendingTask.description,
+      model: pendingTask.model,
+      parentMessageID: pendingTask.parentMessageID,
+      parentSessionID: pendingTask.parentSessionID,
+      prompt: pendingTask.prompt,
+    }
+
+    getTaskMap(manager).set(runningTask.id, runningTask)
+    getTaskMap(manager).set(pendingTask.id, pendingTask)
+    getPendingByParent(manager).set(runningTask.parentSessionID, new Set([runningTask.id, pendingTask.id]))
+    getQueuesByKey(manager).set(concurrencyKey, [{ input: queuedInput, task: pendingTask }])
+
+    Reflect.set(manager, "startTask", async ({ task }: { task: BackgroundTask; input: LaunchInput }) => {
+      task.status = "running"
+      task.startedAt = new Date()
+      task.sessionID = "session-started-after-cancel"
+      task.concurrencyKey = concurrencyKey
+      task.concurrencyGroup = concurrencyKey
+    })
+
+    // when
+    const cancelled = await manager.cancelTask(runningTask.id, {
+      abortSession: false,
+      skipNotification: true,
+      source: "test",
+    })
+    await processKeyForTest(manager, concurrencyKey)
+
+    // then
+    expect(cancelled).toBe(true)
+    expect(concurrencyManager.getCount(concurrencyKey)).toBe(1)
+    expect(manager.getTask(pendingTask.id)?.status).toBe("running")
+  })
+})
--- a/src/features/background-agent/manager.test.ts
+++ b/src/features/background-agent/manager.test.ts
@@ -3785,7 +3785,7 @@ describe("BackgroundManager.completionTimers - Memory Leak Fix", () => {
    manager.shutdown()
  })

-  test("should start cleanup timers only after all tasks complete", async () => {
+  test("should start per-task cleanup timers independently of sibling completion", async () => {
    // given
    const client = {
      session: {
@@ -3832,7 +3832,7 @@ describe("BackgroundManager.completionTimers - Memory Leak Fix", () => {

    // then
    const completionTimers = getCompletionTimers(manager)
-    expect(completionTimers.size).toBe(0)
+    expect(completionTimers.size).toBe(1)

    // when
    await (manager as unknown as { notifyParentSession: (task: BackgroundTask) => Promise<void> })
--- a/src/features/background-agent/manager.ts
+++ b/src/features/background-agent/manager.ts
@@ -116,11 +116,12 @@ export class BackgroundManager {
  private config?: BackgroundTaskConfig
  private tmuxEnabled: boolean
  private onSubagentSessionCreated?: OnSubagentSessionCreated
-  private onShutdown?: () => void
+  private onShutdown?: () => void | Promise<void>

  private queuesByKey: Map<string, QueueItem[]> = new Map()
  private processingKeys: Set<string> = new Set()
  private completionTimers: Map<string, ReturnType<typeof setTimeout>> = new Map()
+  private completedTaskSummaries: Map<string, Array<{id: string, description: string}>> = new Map()
  private idleDeferralTimers: Map<string, ReturnType<typeof setTimeout>> = new Map()
  private notificationQueueByParent: Map<string, Promise<void>> = new Map()
  private rootDescendantCounts: Map<string, number>
@@ -133,7 +134,7 @@ export class BackgroundManager {
    options?: {
      tmuxConfig?: TmuxConfig
      onSubagentSessionCreated?: OnSubagentSessionCreated
-      onShutdown?: () => void
+      onShutdown?: () => void | Promise<void>
      enableParentSessionNotifications?: boolean
    }
  ) {
@@ -906,6 +907,13 @@ export class BackgroundManager {
        this.idleDeferralTimers.delete(task.id)
      }

+      this.cleanupPendingByParent(task)
+      this.clearNotificationsForTask(task.id)
+      const toastManager = getTaskToastManager()
+      if (toastManager) {
+        toastManager.removeTask(task.id)
+      }
+      this.scheduleTaskRemoval(task.id)
      if (task.sessionID) {
        SessionCategoryRegistry.remove(task.sessionID)
      }
@@ -932,7 +940,12 @@ export class BackgroundManager {

      this.pendingNotifications.delete(sessionID)

-      if (tasksToCancel.size === 0) return
+      if (tasksToCancel.size === 0) {
+        this.clearTaskHistoryWhenParentTasksGone(sessionID)
+        return
+      }
+
+      const parentSessionsToClear = new Set<string>()

      const deletedSessionIDs = new Set<string>([sessionID])
      for (const task of tasksToCancel.values()) {
@@ -942,6 +955,8 @@ export class BackgroundManager {
      }

      for (const task of tasksToCancel.values()) {
+        parentSessionsToClear.add(task.parentSessionID)
+
        if (task.status === "running" || task.status === "pending") {
          void this.cancelTask(task.id, {
            source: "session.deleted",
@@ -959,6 +974,10 @@ export class BackgroundManager {
        }
      }

+      for (const parentSessionID of parentSessionsToClear) {
+        this.clearTaskHistoryWhenParentTasksGone(parentSessionID)
+      }
+
      this.rootDescendantCounts.delete(sessionID)
      SessionCategoryRegistry.remove(sessionID)
    }
@@ -1125,6 +1144,39 @@ export class BackgroundManager {
    }
  }

+  private clearTaskHistoryWhenParentTasksGone(parentSessionID: string | undefined): void {
+    if (!parentSessionID) return
+    if (this.getTasksByParentSession(parentSessionID).length > 0) return
+    this.taskHistory.clearSession(parentSessionID)
+    this.completedTaskSummaries.delete(parentSessionID)
+  }
+
+  private scheduleTaskRemoval(taskId: string): void {
+    const existingTimer = this.completionTimers.get(taskId)
+    if (existingTimer) {
+      clearTimeout(existingTimer)
+      this.completionTimers.delete(taskId)
+    }
+
+    const timer = setTimeout(() => {
+      this.completionTimers.delete(taskId)
+      const task = this.tasks.get(taskId)
+      if (task) {
+        this.clearNotificationsForTask(taskId)
+        this.tasks.delete(taskId)
+        this.clearTaskHistoryWhenParentTasksGone(task.parentSessionID)
+        if (task.sessionID) {
+          subagentSessions.delete(task.sessionID)
+          SessionCategoryRegistry.remove(task.sessionID)
+        }
+        log("[background-agent] Removed completed task from memory:", taskId)
+        this.clearTaskHistoryWhenParentTasksGone(task?.parentSessionID)
+      }
+    }, TASK_CLEANUP_DELAY_MS)
+
+    this.completionTimers.set(taskId, timer)
+  }
+
  async cancelTask(
    taskId: string,
    options?: { source?: string; reason?: string; abortSession?: boolean; skipNotification?: boolean }
@@ -1190,6 +1242,8 @@ export class BackgroundManager {
    removeTaskToastTracking(task.id)

    if (options?.skipNotification) {
+      this.cleanupPendingByParent(task)
+      this.scheduleTaskRemoval(task.id)
      log(`[background-agent] Task cancelled via ${source} (notification skipped):`, task.id)
      return true
    }
@@ -1328,6 +1382,14 @@ export class BackgroundManager {
      })
    }

+    if (!this.completedTaskSummaries.has(task.parentSessionID)) {
+      this.completedTaskSummaries.set(task.parentSessionID, [])
+    }
+    this.completedTaskSummaries.get(task.parentSessionID)!.push({
+      id: task.id,
+      description: task.description,
+    })
+
    // Update pending tracking and check if all tasks complete
    const pendingSet = this.pendingByParent.get(task.parentSessionID)
    let allComplete = false
@@ -1347,10 +1409,13 @@ export class BackgroundManager {
    }

    const completedTasks = allComplete
-      ? Array.from(this.tasks.values())
-        .filter(t => t.parentSessionID === task.parentSessionID && t.status !== "running" && t.status !== "pending")
+      ? (this.completedTaskSummaries.get(task.parentSessionID) ?? [{ id: task.id, description: task.description }])
      : []

+    if (allComplete) {
+      this.completedTaskSummaries.delete(task.parentSessionID)
+    }
+
    const statusText = task.status === "completed"
      ? "COMPLETED"
      : task.status === "interrupt"
@@ -1480,29 +1545,8 @@ Use \`background_output(task_id="${task.id}")\` to retrieve this result when rea
        })
      }

-    if (allComplete) {
-      for (const completedTask of completedTasks) {
-        const taskId = completedTask.id
-        const existingTimer = this.completionTimers.get(taskId)
-        if (existingTimer) {
-          clearTimeout(existingTimer)
-          this.completionTimers.delete(taskId)
-        }
-        const timer = setTimeout(() => {
-          this.completionTimers.delete(taskId)
-          const taskToRemove = this.tasks.get(taskId)
-          if (taskToRemove) {
-            this.clearNotificationsForTask(taskId)
-            if (taskToRemove.sessionID) {
-              subagentSessions.delete(taskToRemove.sessionID)
-              SessionCategoryRegistry.remove(taskToRemove.sessionID)
-            }
-            this.tasks.delete(taskId)
-            log("[background-agent] Removed completed task from memory:", taskId)
-          }
-        }, TASK_CLEANUP_DELAY_MS)
-        this.completionTimers.set(taskId, timer)
-      }
+    if (task.status !== "running" && task.status !== "pending") {
+      this.scheduleTaskRemoval(task.id)
    }
  }

@@ -1554,6 +1598,7 @@ Use \`background_output(task_id="${task.id}")\` to retrieve this result when rea
            }
          }
        }
+        this.cleanupPendingByParent(task)
        this.markForNotification(task)
        this.enqueueNotificationForParent(task.parentSessionID, () => this.notifyParentSession(task)).catch(err => {
          log("[background-agent] Error in notifyParentSession for stale-pruned task:", { taskId: task.id, error: err })
@@ -1657,7 +1702,7 @@ Use \`background_output(task_id="${task.id}")\` to retrieve this result when rea
   * Cancels all pending concurrency waiters and clears timers.
   * Should be called when the plugin is unloaded.
   */
-  shutdown(): void {
+  async shutdown(): Promise<void> {
    if (this.shutdownTriggered) return
    this.shutdownTriggered = true
    log("[background-agent] Shutting down BackgroundManager")
@@ -1675,7 +1720,7 @@ Use \`background_output(task_id="${task.id}")\` to retrieve this result when rea
    // Notify shutdown listeners (e.g., tmux cleanup)
    if (this.onShutdown) {
      try {
-        this.onShutdown()
+        await this.onShutdown()
      } catch (error) {
        log("[background-agent] Error in onShutdown callback:", error)
      }
@@ -1708,6 +1753,8 @@ Use \`background_output(task_id="${task.id}")\` to retrieve this result when rea
    this.rootDescendantCounts.clear()
    this.queuesByKey.clear()
    this.processingKeys.clear()
+    this.taskHistory.clearAll()
+    this.completedTaskSummaries.clear()
    this.unregisterProcessCleanup()
    log("[background-agent] Shutdown complete")

--- a/src/features/background-agent/process-cleanup.ts
+++ b/src/features/background-agent/process-cleanup.ts
@@ -19,7 +19,7 @@ function registerProcessSignal(
 }

 interface CleanupTarget {
-  shutdown(): void
+  shutdown(): void | Promise<void>
 }

 const cleanupManagers = new Set<CleanupTarget>()
@@ -35,7 +35,9 @@ export function registerManagerForCleanup(manager: CleanupTarget): void {
  const cleanupAll = () => {
    for (const m of cleanupManagers) {
      try {
-        m.shutdown()
+        void Promise.resolve(m.shutdown()).catch((error) => {
+          log("[background-agent] Error during async shutdown cleanup:", error)
+        })
      } catch (error) {
        log("[background-agent] Error during shutdown cleanup:", error)
      }
--- a/src/features/background-agent/task-completion-cleanup.test.ts
+++ b/src/features/background-agent/task-completion-cleanup.test.ts
@@ -0,0 +1,245 @@
+declare const require: (name: string) => any
+const { describe, test, expect, afterEach } = require("bun:test")
+import { tmpdir } from "node:os"
+import type { PluginInput } from "@opencode-ai/plugin"
+import { TASK_CLEANUP_DELAY_MS } from "./constants"
+import { BackgroundManager } from "./manager"
+import type { BackgroundTask } from "./types"
+
+type PromptAsyncCall = {
+  path: { id: string }
+  body: {
+    noReply?: boolean
+    parts?: unknown[]
+  }
+}
+
+type FakeTimers = {
+  getDelay: (timer: ReturnType<typeof setTimeout>) => number | undefined
+  run: (timer: ReturnType<typeof setTimeout>) => void
+  restore: () => void
+}
+
+let managerUnderTest: BackgroundManager | undefined
+let fakeTimers: FakeTimers | undefined
+
+afterEach(() => {
+  managerUnderTest?.shutdown()
+  fakeTimers?.restore()
+  managerUnderTest = undefined
+  fakeTimers = undefined
+})
+
+function createTask(overrides: Partial<BackgroundTask> & { id: string; parentSessionID: string }): BackgroundTask {
+  const id = overrides.id
+  const parentSessionID = overrides.parentSessionID
+  const { id: _ignoredID, parentSessionID: _ignoredParentSessionID, ...rest } = overrides
+
+  return {
+    parentMessageID: overrides.parentMessageID ?? "parent-message-id",
+    description: overrides.description ?? overrides.id,
+    prompt: overrides.prompt ?? `Prompt for ${overrides.id}`,
+    agent: overrides.agent ?? "test-agent",
+    status: overrides.status ?? "running",
+    startedAt: overrides.startedAt ?? new Date("2026-03-11T00:00:00.000Z"),
+    ...rest,
+    id,
+    parentSessionID,
+  }
+}
+
+function createManager(enableParentSessionNotifications: boolean): {
+  manager: BackgroundManager
+  promptAsyncCalls: PromptAsyncCall[]
+} {
+  const promptAsyncCalls: PromptAsyncCall[] = []
+  const client = {
+    session: {
+      messages: async () => [],
+      prompt: async () => ({}),
+      promptAsync: async (call: PromptAsyncCall) => {
+        promptAsyncCalls.push(call)
+        return {}
+      },
+      abort: async () => ({}),
+    },
+  }
+  const placeholderClient = {} as PluginInput["client"]
+  const ctx: PluginInput = {
+    client: placeholderClient,
+    project: {} as PluginInput["project"],
+    directory: tmpdir(),
+    worktree: tmpdir(),
+    serverUrl: new URL("http://localhost"),
+    $: {} as PluginInput["$"],
+  }
+
+  const manager = new BackgroundManager(
+    ctx,
+    undefined,
+    { enableParentSessionNotifications }
+  )
+  Reflect.set(manager, "client", client)
+
+  return { manager, promptAsyncCalls }
+}
+
+function installFakeTimers(): FakeTimers {
+  const originalSetTimeout = globalThis.setTimeout
+  const originalClearTimeout = globalThis.clearTimeout
+  const callbacks = new Map<ReturnType<typeof setTimeout>, () => void>()
+  const delays = new Map<ReturnType<typeof setTimeout>, number>()
+
+  globalThis.setTimeout = ((handler: Parameters<typeof setTimeout>[0], delay?: number, ...args: unknown[]): ReturnType<typeof setTimeout> => {
+    if (typeof handler !== "function") {
+      throw new Error("Expected function timeout handler")
+    }
+
+    const timer = originalSetTimeout(() => {}, 60_000)
+    originalClearTimeout(timer)
+    const callback = handler as (...callbackArgs: Array<unknown>) => void
+    callbacks.set(timer, () => callback(...args))
+    delays.set(timer, delay ?? 0)
+    return timer
+  }) as typeof setTimeout
+
+  globalThis.clearTimeout = ((timer: ReturnType<typeof setTimeout>): void => {
+    callbacks.delete(timer)
+    delays.delete(timer)
+  }) as typeof clearTimeout
+
+  return {
+    getDelay(timer) {
+      return delays.get(timer)
+    },
+    run(timer) {
+      const callback = callbacks.get(timer)
+      if (!callback) {
+        throw new Error(`Timer not found: ${String(timer)}`)
+      }
+
+      callbacks.delete(timer)
+      delays.delete(timer)
+      callback()
+    },
+    restore() {
+      globalThis.setTimeout = originalSetTimeout
+      globalThis.clearTimeout = originalClearTimeout
+    },
+  }
+}
+
+function getTasks(manager: BackgroundManager): Map<string, BackgroundTask> {
+  return Reflect.get(manager, "tasks") as Map<string, BackgroundTask>
+}
+
+function getPendingByParent(manager: BackgroundManager): Map<string, Set<string>> {
+  return Reflect.get(manager, "pendingByParent") as Map<string, Set<string>>
+}
+
+function getCompletionTimers(manager: BackgroundManager): Map<string, ReturnType<typeof setTimeout>> {
+  return Reflect.get(manager, "completionTimers") as Map<string, ReturnType<typeof setTimeout>>
+}
+
+async function notifyParentSessionForTest(manager: BackgroundManager, task: BackgroundTask): Promise<void> {
+  const notifyParentSession = Reflect.get(manager, "notifyParentSession") as (task: BackgroundTask) => Promise<void>
+  return notifyParentSession.call(manager, task)
+}
+
+function getRequiredTimer(manager: BackgroundManager, taskID: string): ReturnType<typeof setTimeout> {
+  const timer = getCompletionTimers(manager).get(taskID)
+  expect(timer).toBeDefined()
+  if (timer === undefined) {
+    throw new Error(`Missing completion timer for ${taskID}`)
+  }
+
+  return timer
+}
+
+describe("BackgroundManager.notifyParentSession cleanup scheduling", () => {
+  describe("#given 2 tasks for same parent and task A completed", () => {
+    test("#when task B is still running #then task A is cleaned up from this.tasks after delay even though task B is not done", async () => {
+      // given
+      const { manager } = createManager(false)
+      managerUnderTest = manager
+      fakeTimers = installFakeTimers()
+      const taskA = createTask({ id: "task-a", parentSessionID: "parent-1", description: "task A", status: "completed", completedAt: new Date("2026-03-11T00:01:00.000Z") })
+      const taskB = createTask({ id: "task-b", parentSessionID: "parent-1", description: "task B", status: "running" })
+      getTasks(manager).set(taskA.id, taskA)
+      getTasks(manager).set(taskB.id, taskB)
+      getPendingByParent(manager).set(taskA.parentSessionID, new Set([taskA.id, taskB.id]))
+
+      // when
+      await notifyParentSessionForTest(manager, taskA)
+      const taskATimer = getRequiredTimer(manager, taskA.id)
+      expect(fakeTimers.getDelay(taskATimer)).toBe(TASK_CLEANUP_DELAY_MS)
+      fakeTimers.run(taskATimer)
+
+      // then
+      expect(fakeTimers.getDelay(taskATimer)).toBeUndefined()
+      expect(getTasks(manager).has(taskA.id)).toBe(false)
+      expect(getTasks(manager).get(taskB.id)).toBe(taskB)
+    })
+  })
+
+  describe("#given 2 tasks for same parent and both completed", () => {
+    test("#when the second completion notification is sent #then ALL BACKGROUND TASKS COMPLETE notification still works correctly", async () => {
+      // given
+      const { manager, promptAsyncCalls } = createManager(true)
+      managerUnderTest = manager
+      fakeTimers = installFakeTimers()
+      const taskA = createTask({ id: "task-a", parentSessionID: "parent-1", description: "task A", status: "completed", completedAt: new Date("2026-03-11T00:01:00.000Z") })
+      const taskB = createTask({ id: "task-b", parentSessionID: "parent-1", description: "task B", status: "running" })
+      getTasks(manager).set(taskA.id, taskA)
+      getTasks(manager).set(taskB.id, taskB)
+      getPendingByParent(manager).set(taskA.parentSessionID, new Set([taskA.id, taskB.id]))
+
+      await notifyParentSessionForTest(manager, taskA)
+      taskB.status = "completed"
+      taskB.completedAt = new Date("2026-03-11T00:02:00.000Z")
+
+      // when
+      await notifyParentSessionForTest(manager, taskB)
+
+      // then
+      expect(promptAsyncCalls).toHaveLength(2)
+      expect(getCompletionTimers(manager).size).toBe(2)
+      const allCompleteCall = promptAsyncCalls[1]
+      expect(allCompleteCall).toBeDefined()
+      if (!allCompleteCall) {
+        throw new Error("Missing all-complete notification call")
+      }
+
+      expect(allCompleteCall.body.noReply).toBe(false)
+      const allCompletePayload = JSON.stringify(allCompleteCall.body.parts)
+      expect(allCompletePayload).toContain("ALL BACKGROUND TASKS COMPLETE")
+      expect(allCompletePayload).toContain(taskA.id)
+      expect(allCompletePayload).toContain(taskB.id)
+      expect(allCompletePayload).toContain(taskA.description)
+      expect(allCompletePayload).toContain(taskB.description)
+    })
+  })
+
+  describe("#given a completed task with cleanup timer scheduled", () => {
+    test("#when cleanup timer fires #then task is deleted from this.tasks Map", async () => {
+      // given
+      const { manager } = createManager(false)
+      managerUnderTest = manager
+      fakeTimers = installFakeTimers()
+      const task = createTask({ id: "task-a", parentSessionID: "parent-1", description: "task A", status: "completed", completedAt: new Date("2026-03-11T00:01:00.000Z") })
+      getTasks(manager).set(task.id, task)
+      getPendingByParent(manager).set(task.parentSessionID, new Set([task.id]))
+
+      await notifyParentSessionForTest(manager, task)
+      const cleanupTimer = getRequiredTimer(manager, task.id)
+
+      // when
+      expect(fakeTimers.getDelay(cleanupTimer)).toBe(TASK_CLEANUP_DELAY_MS)
+      fakeTimers.run(cleanupTimer)
+
+      // then
+      expect(getCompletionTimers(manager).has(task.id)).toBe(false)
+      expect(getTasks(manager).has(task.id)).toBe(false)
+    })
+  })
+})
--- a/src/features/background-agent/task-history-cleanup.test.ts
+++ b/src/features/background-agent/task-history-cleanup.test.ts
@@ -0,0 +1,142 @@
+import { afterEach, describe, expect, test } from "bun:test"
+import { tmpdir } from "node:os"
+import type { PluginInput } from "@opencode-ai/plugin"
+import { BackgroundManager } from "./manager"
+import { TaskHistory } from "./task-history"
+import type { BackgroundTask } from "./types"
+
+let managerUnderTest: BackgroundManager | undefined
+
+afterEach(() => {
+  managerUnderTest?.shutdown()
+  managerUnderTest = undefined
+})
+
+function createManager(): BackgroundManager {
+  const client = {
+    session: {
+      abort: async () => ({}),
+    },
+  }
+
+  const placeholderClient = {} as PluginInput["client"]
+  const ctx: PluginInput = {
+    client: placeholderClient,
+    project: {} as PluginInput["project"],
+    directory: tmpdir(),
+    worktree: tmpdir(),
+    serverUrl: new URL("http://localhost"),
+    $: {} as PluginInput["$"],
+  }
+
+  const manager = new BackgroundManager(ctx)
+  Reflect.set(manager, "client", client)
+
+  return manager
+}
+
+function createTask(overrides: Partial<BackgroundTask> & { id: string; parentSessionID: string }): BackgroundTask {
+  const { id, parentSessionID, ...rest } = overrides
+
+  return {
+    ...rest,
+    id,
+    parentSessionID,
+    parentMessageID: rest.parentMessageID ?? "parent-message-id",
+    description: rest.description ?? id,
+    prompt: rest.prompt ?? `Prompt for ${id}`,
+    agent: rest.agent ?? "test-agent",
+    status: rest.status ?? "running",
+    startedAt: rest.startedAt ?? new Date("2026-03-11T00:00:00.000Z"),
+  }
+}
+
+function getTaskMap(manager: BackgroundManager): Map<string, BackgroundTask> {
+  return Reflect.get(manager, "tasks") as Map<string, BackgroundTask>
+}
+
+function pruneStaleTasksAndNotificationsForTest(manager: BackgroundManager): void {
+  const pruneStaleTasksAndNotifications = Reflect.get(manager, "pruneStaleTasksAndNotifications") as () => void
+  pruneStaleTasksAndNotifications.call(manager)
+}
+
+describe("task history cleanup", () => {
+  test("#given TaskHistory with entries for multiple parents #when clearSession called for one parent #then only that parent's entries are removed, others remain", () => {
+    // given
+    const history = new TaskHistory()
+    history.record("parent-1", { id: "task-1", agent: "explore", description: "task 1", status: "pending" })
+    history.record("parent-2", { id: "task-2", agent: "oracle", description: "task 2", status: "running" })
+
+    // when
+    history.clearSession("parent-1")
+
+    // then
+    expect(history.getByParentSession("parent-1")).toHaveLength(0)
+    expect(history.getByParentSession("parent-2")).toHaveLength(1)
+  })
+
+  test("#given TaskHistory with entries for multiple parents #when clearAll called #then all entries are removed", () => {
+    // given
+    const history = new TaskHistory()
+    history.record("parent-1", { id: "task-1", agent: "explore", description: "task 1", status: "pending" })
+    history.record("parent-2", { id: "task-2", agent: "oracle", description: "task 2", status: "running" })
+
+    // when
+    history.clearAll()
+
+    // then
+    expect(history.getByParentSession("parent-1")).toHaveLength(0)
+    expect(history.getByParentSession("parent-2")).toHaveLength(0)
+  })
+
+  test("#given BackgroundManager with taskHistory entries #when shutdown() called #then taskHistory is cleared via clearAll()", () => {
+    // given
+    const manager = createManager()
+    managerUnderTest = manager
+    manager.taskHistory.record("parent-1", { id: "task-1", agent: "explore", description: "task 1", status: "pending" })
+
+    let clearAllCalls = 0
+    const originalClearAll = manager.taskHistory.clearAll.bind(manager.taskHistory)
+    manager.taskHistory.clearAll = (): void => {
+      clearAllCalls += 1
+      originalClearAll()
+    }
+
+    // when
+    manager.shutdown()
+
+    // then
+    expect(clearAllCalls).toBe(1)
+    expect(manager.taskHistory.getByParentSession("parent-1")).toHaveLength(0)
+
+    managerUnderTest = undefined
+  })
+
+  test("#given BackgroundManager with stale tasks for one parent #when pruneStaleTasksAndNotifications() runs #then history is preserved until delayed cleanup", () => {
+    // given
+    const manager = createManager()
+    managerUnderTest = manager
+    const staleTask = createTask({
+      id: "task-stale",
+      parentSessionID: "parent-1",
+      startedAt: new Date(Date.now() - 31 * 60 * 1000),
+    })
+    const liveTask = createTask({
+      id: "task-live",
+      parentSessionID: "parent-2",
+      startedAt: new Date(),
+    })
+
+    getTaskMap(manager).set(staleTask.id, staleTask)
+    getTaskMap(manager).set(liveTask.id, liveTask)
+    manager.taskHistory.record("parent-1", { id: staleTask.id, agent: staleTask.agent, description: staleTask.description, status: staleTask.status })
+    manager.taskHistory.record("parent-2", { id: liveTask.id, agent: liveTask.agent, description: liveTask.description, status: liveTask.status })
+
+    // when
+    pruneStaleTasksAndNotificationsForTest(manager)
+
+    // then
+    expect(manager.taskHistory.getByParentSession("parent-1")).toHaveLength(1)
+    expect(manager.taskHistory.getByParentSession("parent-2")).toHaveLength(1)
+  })
+})
--- a/src/features/background-agent/task-history.ts
+++ b/src/features/background-agent/task-history.ts
@@ -54,6 +54,10 @@ export class TaskHistory {
    this.entries.delete(parentSessionID)
  }

+  clearAll(): void {
+    this.entries.clear()
+  }
+
  formatForCompaction(parentSessionID: string): string | null {
    const list = this.getByParentSession(parentSessionID)
    if (list.length === 0) return null
--- a/src/features/skill-mcp-manager/cleanup.ts
+++ b/src/features/skill-mcp-manager/cleanup.ts
@@ -19,11 +19,13 @@ export function registerProcessCleanup(state: SkillMcpManagerState): void {
  state.cleanupRegistered = true

  const cleanup = async (): Promise<void> => {
+    state.shutdownGeneration++
    for (const managed of state.clients.values()) {
      await closeManagedClient(managed)
    }
    state.clients.clear()
    state.pendingConnections.clear()
+    state.disconnectedSessions.clear()
  }

  // Note: Node's 'exit' event is synchronous-only, so we rely on signal handlers for async cleanup.
@@ -79,12 +81,23 @@ async function cleanupIdleClients(state: SkillMcpManagerState): Promise<void> {
    }
  }

-  if (state.clients.size === 0) {
+  if (state.clients.size === 0 && state.pendingConnections.size === 0) {
    stopCleanupTimer(state)
+    unregisterProcessCleanup(state)
  }
 }

 export async function disconnectSession(state: SkillMcpManagerState, sessionID: string): Promise<void> {
+  let hasPendingForSession = false
+  for (const key of state.pendingConnections.keys()) {
+    if (key.startsWith(`${sessionID}:`)) {
+      hasPendingForSession = true
+      break
+    }
+  }
+  if (hasPendingForSession) {
+    state.disconnectedSessions.set(sessionID, (state.disconnectedSessions.get(sessionID) ?? 0) + 1)
+  }
  const keysToRemove: string[] = []

  for (const [key, managed] of state.clients.entries()) {
@@ -96,22 +109,33 @@ export async function disconnectSession(state: SkillMcpManagerState, sessionID:
    }
  }

+  for (const key of state.pendingConnections.keys()) {
+    if (key.startsWith(`${sessionID}:`)) {
+      keysToRemove.push(key)
+    }
+  }
+
  for (const key of keysToRemove) {
    state.pendingConnections.delete(key)
  }

-  if (state.clients.size === 0) {
+  if (state.clients.size === 0 && state.pendingConnections.size === 0) {
    stopCleanupTimer(state)
+    unregisterProcessCleanup(state)
  }
 }

 export async function disconnectAll(state: SkillMcpManagerState): Promise<void> {
+  state.shutdownGeneration++
+  state.disposed = true
  stopCleanupTimer(state)
  unregisterProcessCleanup(state)

  const clients = Array.from(state.clients.values())
  state.clients.clear()
  state.pendingConnections.clear()
+  state.disconnectedSessions.clear()
+  state.inFlightConnections.clear()
  state.authProviders.clear()

  for (const managed of clients) {
--- a/src/features/skill-mcp-manager/connection-race.test.ts
+++ b/src/features/skill-mcp-manager/connection-race.test.ts
@@ -0,0 +1,291 @@
+import { afterEach, beforeEach, describe, expect, it, mock } from "bun:test"
+import type { ClaudeCodeMcpServer } from "../claude-code-mcp-loader/types"
+import type { SkillMcpClientInfo, SkillMcpManagerState } from "./types"
+
+type Deferred<TValue> = {
+  promise: Promise<TValue>
+  resolve: (value: TValue) => void
+  reject: (error: Error) => void
+}
+
+const pendingConnects: Deferred<void>[] = []
+const trackedStates: SkillMcpManagerState[] = []
+const createdClients: MockClient[] = []
+const createdTransports: MockStdioClientTransport[] = []
+
+class MockClient {
+  readonly close = mock(async () => {})
+
+  constructor(
+    _clientInfo: { name: string; version: string },
+    _options: { capabilities: Record<string, never> }
+  ) {
+    createdClients.push(this)
+  }
+
+  async connect(_transport: MockStdioClientTransport): Promise<void> {
+    const pendingConnect = pendingConnects.shift()
+    if (pendingConnect) {
+      await pendingConnect.promise
+    }
+  }
+}
+
+class MockStdioClientTransport {
+  readonly close = mock(async () => {})
+
+  constructor(_options: { command: string; args?: string[]; env?: Record<string, string>; stderr?: string }) {
+    createdTransports.push(this)
+  }
+}
+
+mock.module("@modelcontextprotocol/sdk/client/index.js", () => ({
+  Client: MockClient,
+}))
+
+mock.module("@modelcontextprotocol/sdk/client/stdio.js", () => ({
+  StdioClientTransport: MockStdioClientTransport,
+}))
+
+const { disconnectAll, disconnectSession } = await import("./cleanup")
+const { getOrCreateClient } = await import("./connection")
+
+function createDeferred<TValue>(): Deferred<TValue> {
+  let resolvePromise: ((value: TValue) => void) | null = null
+  let rejectPromise: ((error: Error) => void) | null = null
+  const promise = new Promise<TValue>((resolve, reject) => {
+    resolvePromise = resolve
+    rejectPromise = reject
+  })
+
+  if (!resolvePromise || !rejectPromise) {
+    throw new Error("Failed to create deferred promise")
+  }
+
+  return {
+    promise,
+    resolve: resolvePromise,
+    reject: rejectPromise,
+  }
+}
+
+function createState(): SkillMcpManagerState {
+  const state: SkillMcpManagerState = {
+    clients: new Map(),
+    pendingConnections: new Map(),
+    disconnectedSessions: new Map(),
+    authProviders: new Map(),
+    cleanupRegistered: false,
+    cleanupInterval: null,
+    cleanupHandlers: [],
+    idleTimeoutMs: 5 * 60 * 1000,
+    shutdownGeneration: 0,
+    inFlightConnections: new Map(),
+    disposed: false,
+  }
+
+  trackedStates.push(state)
+  return state
+}
+
+function createClientInfo(sessionID: string): SkillMcpClientInfo {
+  return {
+    serverName: "race-server",
+    skillName: "race-skill",
+    sessionID,
+  }
+}
+
+function createClientKey(info: SkillMcpClientInfo): string {
+  return `${info.sessionID}:${info.skillName}:${info.serverName}`
+}
+
+const stdioConfig: ClaudeCodeMcpServer = {
+  command: "mock-mcp-server",
+}
+
+beforeEach(() => {
+  pendingConnects.length = 0
+  createdClients.length = 0
+  createdTransports.length = 0
+})
+
+afterEach(async () => {
+  for (const state of trackedStates) {
+    await disconnectAll(state)
+  }
+
+  trackedStates.length = 0
+  pendingConnects.length = 0
+  createdClients.length = 0
+  createdTransports.length = 0
+})
+
+describe("getOrCreateClient disconnect race", () => {
+  it("#given pending connection for session A #when disconnectSession(A) is called before connection completes #then completed client is not added to state.clients", async () => {
+    const state = createState()
+    const info = createClientInfo("session-a")
+    const clientKey = createClientKey(info)
+    const pendingConnect = createDeferred<void>()
+    pendingConnects.push(pendingConnect)
+
+    const clientPromise = getOrCreateClient({ state, clientKey, info, config: stdioConfig })
+    expect(state.pendingConnections.has(clientKey)).toBe(true)
+
+    await disconnectSession(state, info.sessionID)
+    pendingConnect.resolve(undefined)
+
+    await expect(clientPromise).rejects.toThrow(/disconnected during MCP connection setup/)
+    expect(state.clients.has(clientKey)).toBe(false)
+    expect(state.pendingConnections.has(clientKey)).toBe(false)
+    expect(state.disconnectedSessions.has(info.sessionID)).toBe(false)
+    expect(createdClients).toHaveLength(1)
+    expect(createdClients[0]?.close).toHaveBeenCalledTimes(1)
+    expect(createdTransports[0]?.close).toHaveBeenCalledTimes(1)
+  })
+
+  it("#given session A in disconnectedSessions #when new connection completes with no remaining pending #then disconnectedSessions entry is cleaned up", async () => {
+    const state = createState()
+    const info = createClientInfo("session-a")
+    const clientKey = createClientKey(info)
+    state.disconnectedSessions.set(info.sessionID, 1)
+
+    const client = await getOrCreateClient({ state, clientKey, info, config: stdioConfig })
+
+    expect(state.disconnectedSessions.has(info.sessionID)).toBe(false)
+    expect(state.clients.get(clientKey)?.client).toBe(client)
+    expect(createdClients[0]?.close).not.toHaveBeenCalled()
+  })
+
+  it("#given no pending connections #when disconnectSession is called #then no errors occur and session is not added to disconnectedSessions", async () => {
+    const state = createState()
+
+    await expect(disconnectSession(state, "session-a")).resolves.toBeUndefined()
+    expect(state.disconnectedSessions.has("session-a")).toBe(false)
+    expect(state.pendingConnections.size).toBe(0)
+    expect(state.clients.size).toBe(0)
+  })
+})
+
+describe("getOrCreateClient disconnectAll race", () => {
+  it("#given pending connection #when disconnectAll() is called before connection completes #then client is not added to state.clients", async () => {
+    const state = createState()
+    const info = createClientInfo("session-a")
+    const clientKey = createClientKey(info)
+    const pendingConnect = createDeferred<void>()
+    pendingConnects.push(pendingConnect)
+
+    const clientPromise = getOrCreateClient({ state, clientKey, info, config: stdioConfig })
+    expect(state.pendingConnections.has(clientKey)).toBe(true)
+
+    await disconnectAll(state)
+    pendingConnect.resolve(undefined)
+
+    await expect(clientPromise).rejects.toThrow(/connection completed after shutdown/)
+    expect(state.clients.has(clientKey)).toBe(false)
+  })
+
+  it("#given state after disconnectAll() completed #when getOrCreateClient() is called #then it throws shut down error and registers nothing", async () => {
+    const state = createState()
+    const info = createClientInfo("session-b")
+    const clientKey = createClientKey(info)
+
+    await disconnectAll(state)
+
+    await expect(getOrCreateClient({ state, clientKey, info, config: stdioConfig })).rejects.toThrow(/has been shut down/)
+    expect(state.clients.size).toBe(0)
+    expect(state.pendingConnections.size).toBe(0)
+    expect(state.inFlightConnections.size).toBe(0)
+    expect(state.disposed).toBe(true)
+    expect(createdClients).toHaveLength(0)
+    expect(createdTransports).toHaveLength(0)
+  })
+})
+
+describe("getOrCreateClient multi-key disconnect race", () => {
+  it("#given 2 pending connections for session A #when disconnectSession(A) before both complete #then both old connections are rejected", async () => {
+    const state = createState()
+    const infoKey1 = createClientInfo("session-a")
+    const infoKey2 = { ...createClientInfo("session-a"), serverName: "server-2" }
+    const clientKey1 = createClientKey(infoKey1)
+    const clientKey2 = `${infoKey2.sessionID}:${infoKey2.skillName}:${infoKey2.serverName}`
+    const pendingConnect1 = createDeferred<void>()
+    const pendingConnect2 = createDeferred<void>()
+    pendingConnects.push(pendingConnect1)
+    pendingConnects.push(pendingConnect2)
+
+    const promise1 = getOrCreateClient({ state, clientKey: clientKey1, info: infoKey1, config: stdioConfig })
+    const promise2 = getOrCreateClient({ state, clientKey: clientKey2, info: infoKey2, config: stdioConfig })
+    expect(state.pendingConnections.size).toBe(2)
+
+    await disconnectSession(state, "session-a")
+
+    pendingConnect1.resolve(undefined)
+    await expect(promise1).rejects.toThrow(/disconnected during MCP connection setup/)
+
+    pendingConnect2.resolve(undefined)
+    await expect(promise2).rejects.toThrow(/disconnected during MCP connection setup/)
+
+    expect(state.clients.has(clientKey1)).toBe(false)
+    expect(state.clients.has(clientKey2)).toBe(false)
+    expect(state.disconnectedSessions.has("session-a")).toBe(false)
+  })
+
+  it("#given a superseded pending connection #when the old connection completes #then the stale client is removed from state.clients", async () => {
+    const state = createState()
+    const info = createClientInfo("session-a")
+    const clientKey = createClientKey(info)
+    const pendingConnect = createDeferred<void>()
+    const supersedingConnection = createDeferred<Awaited<ReturnType<typeof getOrCreateClient>>>()
+    pendingConnects.push(pendingConnect)
+
+    const clientPromise = getOrCreateClient({ state, clientKey, info, config: stdioConfig })
+    state.pendingConnections.set(clientKey, supersedingConnection.promise)
+
+    pendingConnect.resolve(undefined)
+
+    await expect(clientPromise).rejects.toThrow(/superseded by a newer connection attempt/)
+    expect(state.clients.has(clientKey)).toBe(false)
+    expect(createdClients[0]?.close).toHaveBeenCalledTimes(1)
+  })
+
+  it("#given a superseded pending connection #when a newer client already replaced the map entry #then the stale cleanup does not delete the newer client", async () => {
+    const state = createState()
+    const info = createClientInfo("session-a")
+    const clientKey = createClientKey(info)
+    const pendingConnect = createDeferred<void>()
+    const supersedingConnection = createDeferred<Awaited<ReturnType<typeof getOrCreateClient>>>()
+    pendingConnects.push(pendingConnect)
+
+    const newerClient = new MockClient(
+      { name: "newer-client", version: "1.0.0" },
+      { capabilities: {} },
+    )
+    const newerTransport = new MockStdioClientTransport({ command: "mock-mcp-server" })
+    let replacedEntry = false
+    const originalSet = state.clients.set.bind(state.clients)
+    Reflect.set(state.clients, "set", (key: string, value: SkillMcpManagerState["clients"] extends Map<string, infer TValue> ? TValue : never) => {
+      originalSet(key, value)
+      if (!replacedEntry && key === clientKey) {
+        replacedEntry = true
+        originalSet(key, {
+          client: newerClient as never,
+          transport: newerTransport as never,
+          skillName: info.skillName,
+          lastUsedAt: Date.now(),
+          connectionType: "stdio",
+        })
+      }
+      return state.clients
+    })
+
+    const clientPromise = getOrCreateClient({ state, clientKey, info, config: stdioConfig })
+    state.pendingConnections.set(clientKey, supersedingConnection.promise)
+
+    pendingConnect.resolve(undefined)
+
+    await expect(clientPromise).rejects.toThrow(/superseded by a newer connection attempt/)
+    expect(state.clients.get(clientKey)?.client.close).toBe(newerClient.close)
+    expect(newerClient.close).not.toHaveBeenCalled()
+  })
+})
--- a/src/features/skill-mcp-manager/connection.ts
+++ b/src/features/skill-mcp-manager/connection.ts
@@ -7,6 +7,13 @@ import { createHttpClient } from "./http-client"
 import { createStdioClient } from "./stdio-client"
 import type { SkillMcpClientConnectionParams, SkillMcpClientInfo, SkillMcpManagerState } from "./types"

+function removeClientIfCurrent(state: SkillMcpManagerState, clientKey: string, client: Client): void {
+  const managed = state.clients.get(clientKey)
+  if (managed?.client === client) {
+    state.clients.delete(clientKey)
+  }
+}
+
 export async function getOrCreateClient(params: {
  state: SkillMcpManagerState
  clientKey: string
@@ -15,6 +22,10 @@ export async function getOrCreateClient(params: {
 }): Promise<Client> {
  const { state, clientKey, info, config } = params

+  if (state.disposed) {
+    throw new Error(`MCP manager for "${info.sessionID}" has been shut down, cannot create new connections.`)
+  }
+
  const existing = state.clients.get(clientKey)
  if (existing) {
    existing.lastUsedAt = Date.now()
@@ -28,14 +39,52 @@ export async function getOrCreateClient(params: {
  }

  const expandedConfig = expandEnvVarsInObject(config)
-  const connectionPromise = createClient({ state, clientKey, info, config: expandedConfig })
-  state.pendingConnections.set(clientKey, connectionPromise)
+  let currentConnectionPromise!: Promise<Client>
+  state.inFlightConnections.set(info.sessionID, (state.inFlightConnections.get(info.sessionID) ?? 0) + 1)
+  currentConnectionPromise = (async () => {
+    const disconnectGenAtStart = state.disconnectedSessions.get(info.sessionID) ?? 0
+    const shutdownGenAtStart = state.shutdownGeneration
+
+    const client = await createClient({ state, clientKey, info, config: expandedConfig })
+
+    const isStale = state.pendingConnections.has(clientKey) && state.pendingConnections.get(clientKey) !== currentConnectionPromise
+    if (isStale) {
+      removeClientIfCurrent(state, clientKey, client)
+      try { await client.close() } catch {}
+      throw new Error(`Connection for "${info.sessionID}" was superseded by a newer connection attempt.`)
+    }
+
+    if (state.shutdownGeneration !== shutdownGenAtStart) {
+      removeClientIfCurrent(state, clientKey, client)
+      try { await client.close() } catch {}
+      throw new Error(`Shutdown occurred during MCP connection for "${info.sessionID}"`)
+    }
+
+    const currentDisconnectGen = state.disconnectedSessions.get(info.sessionID) ?? 0
+    if (currentDisconnectGen > disconnectGenAtStart) {
+      await forceReconnect(state, clientKey)
+      throw new Error(`Session "${info.sessionID}" disconnected during MCP connection setup.`)
+    }
+
+    return client
+  })()
+
+  state.pendingConnections.set(clientKey, currentConnectionPromise)

  try {
-    const client = await connectionPromise
+    const client = await currentConnectionPromise
    return client
  } finally {
-    state.pendingConnections.delete(clientKey)
+    if (state.pendingConnections.get(clientKey) === currentConnectionPromise) {
+      state.pendingConnections.delete(clientKey)
+    }
+    const remaining = (state.inFlightConnections.get(info.sessionID) ?? 1) - 1
+    if (remaining <= 0) {
+      state.inFlightConnections.delete(info.sessionID)
+      state.disconnectedSessions.delete(info.sessionID)
+    } else {
+      state.inFlightConnections.set(info.sessionID, remaining)
+    }
  }
 }

--- a/src/features/skill-mcp-manager/disconnect-cleanup.test.ts
+++ b/src/features/skill-mcp-manager/disconnect-cleanup.test.ts
@@ -0,0 +1,133 @@
+import { Client } from "@modelcontextprotocol/sdk/client/index.js"
+import { StreamableHTTPClientTransport } from "@modelcontextprotocol/sdk/client/streamableHttp.js"
+import { afterEach, describe, expect, it } from "bun:test"
+import { disconnectSession, registerProcessCleanup, unregisterProcessCleanup } from "./cleanup"
+import type { ManagedClient, SkillMcpManagerState } from "./types"
+
+const trackedStates: SkillMcpManagerState[] = []
+
+afterEach(() => {
+  for (const state of trackedStates) {
+    unregisterProcessCleanup(state)
+  }
+
+  trackedStates.length = 0
+})
+
+const expectedCleanupHandlerCount = process.platform === "win32" ? 3 : 2
+
+function createState(): SkillMcpManagerState {
+  const state: SkillMcpManagerState = {
+    clients: new Map(),
+    pendingConnections: new Map(),
+    disconnectedSessions: new Map(),
+    authProviders: new Map(),
+    cleanupRegistered: false,
+    cleanupInterval: null,
+    cleanupHandlers: [],
+    idleTimeoutMs: 5 * 60 * 1000,
+    shutdownGeneration: 0,
+    inFlightConnections: new Map(),
+    disposed: false,
+  }
+
+  trackedStates.push(state)
+  return state
+}
+
+function createManagedClient(skillName: string): ManagedClient {
+  return {
+    client: new Client(
+      { name: `test-${skillName}`, version: "1.0.0" },
+      { capabilities: {} }
+    ),
+    transport: new StreamableHTTPClientTransport(new URL("https://example.com/mcp")),
+    skillName,
+    lastUsedAt: Date.now(),
+    connectionType: "http",
+  }
+}
+
+describe("disconnectSession cleanup registration", () => {
+  it("#given state with 1 client and cleanup registered #when disconnectSession removes last client #then process cleanup handlers are unregistered", async () => {
+    // given
+    const state = createState()
+    const signalIntCountBeforeRegister = process.listenerCount("SIGINT")
+    const signalTermCountBeforeRegister = process.listenerCount("SIGTERM")
+
+    state.clients.set("session-1:skill-1:server-1", createManagedClient("skill-1"))
+    registerProcessCleanup(state)
+
+    // when
+    await disconnectSession(state, "session-1")
+
+    // then
+    expect(state.cleanupRegistered).toBe(false)
+    expect(state.cleanupHandlers).toEqual([])
+    expect(process.listenerCount("SIGINT")).toBe(signalIntCountBeforeRegister)
+    expect(process.listenerCount("SIGTERM")).toBe(signalTermCountBeforeRegister)
+  })
+
+  it("#given state with 2 clients in different sessions #when disconnectSession removes one session #then process cleanup handlers remain registered", async () => {
+    // given
+    const state = createState()
+    const signalIntCountBeforeRegister = process.listenerCount("SIGINT")
+    const signalTermCountBeforeRegister = process.listenerCount("SIGTERM")
+
+    state.clients.set("session-1:skill-1:server-1", createManagedClient("skill-1"))
+    state.clients.set("session-2:skill-2:server-2", createManagedClient("skill-2"))
+    registerProcessCleanup(state)
+
+    // when
+    await disconnectSession(state, "session-1")
+
+    // then
+    expect(state.clients.has("session-2:skill-2:server-2")).toBe(true)
+    expect(state.cleanupRegistered).toBe(true)
+    expect(state.cleanupHandlers).toHaveLength(expectedCleanupHandlerCount)
+    expect(process.listenerCount("SIGINT")).toBe(signalIntCountBeforeRegister + 1)
+    expect(process.listenerCount("SIGTERM")).toBe(signalTermCountBeforeRegister + 1)
+  })
+
+  it("#given state with 2 clients in different sessions #when both sessions disconnected #then process cleanup handlers are unregistered", async () => {
+    // given
+    const state = createState()
+    const signalIntCountBeforeRegister = process.listenerCount("SIGINT")
+    const signalTermCountBeforeRegister = process.listenerCount("SIGTERM")
+
+    state.clients.set("session-1:skill-1:server-1", createManagedClient("skill-1"))
+    state.clients.set("session-2:skill-2:server-2", createManagedClient("skill-2"))
+    registerProcessCleanup(state)
+
+    // when
+    await disconnectSession(state, "session-1")
+    await disconnectSession(state, "session-2")
+
+    // then
+    expect(state.clients.size).toBe(0)
+    expect(state.cleanupRegistered).toBe(false)
+    expect(state.cleanupHandlers).toEqual([])
+    expect(process.listenerCount("SIGINT")).toBe(signalIntCountBeforeRegister)
+    expect(process.listenerCount("SIGTERM")).toBe(signalTermCountBeforeRegister)
+  })
+
+  it("#given state with 1 client and pending connection for different session and cleanup registered #when disconnectSession removes last client but pendingConnections remain #then process cleanup handlers stay registered", async () => {
+    const state = createState()
+    const signalIntCountBeforeRegister = process.listenerCount("SIGINT")
+    const signalTermCountBeforeRegister = process.listenerCount("SIGTERM")
+    const pendingClient = createManagedClient("skill-pending").client
+
+    state.clients.set("session-1:skill-1:server-1", createManagedClient("skill-1"))
+    state.pendingConnections.set("session-2:skill-2:server-2", Promise.resolve(pendingClient))
+    registerProcessCleanup(state)
+
+    await disconnectSession(state, "session-1")
+
+    expect(state.clients.size).toBe(0)
+    expect(state.pendingConnections.size).toBe(1)
+    expect(state.cleanupRegistered).toBe(true)
+    expect(state.cleanupHandlers).toHaveLength(expectedCleanupHandlerCount)
+    expect(process.listenerCount("SIGINT")).toBe(signalIntCountBeforeRegister + 1)
+    expect(process.listenerCount("SIGTERM")).toBe(signalTermCountBeforeRegister + 1)
+  })
+})
--- a/src/features/skill-mcp-manager/http-client.ts
+++ b/src/features/skill-mcp-manager/http-client.ts
@@ -24,6 +24,7 @@ function redactUrl(urlStr: string): string {

 export async function createHttpClient(params: SkillMcpClientConnectionParams): Promise<Client> {
  const { state, clientKey, info, config } = params
+  const shutdownGenAtStart = state.shutdownGeneration

  if (!config.url) {
    throw new Error(`MCP server "${info.serverName}" is configured for HTTP but missing 'url' field.`)
@@ -72,6 +73,12 @@ export async function createHttpClient(params: SkillMcpClientConnectionParams):
    )
  }

+  if (state.shutdownGeneration !== shutdownGenAtStart) {
+    try { await client.close() } catch {}
+    try { await transport.close() } catch {}
+    throw new Error(`MCP server "${info.serverName}" connection completed after shutdown`)
+  }
+
  const managedClient = {
    client,
    transport,
--- a/src/features/skill-mcp-manager/manager.ts
+++ b/src/features/skill-mcp-manager/manager.ts
@@ -10,11 +10,15 @@ export class SkillMcpManager {
  private readonly state: SkillMcpManagerState = {
    clients: new Map(),
    pendingConnections: new Map(),
+    disconnectedSessions: new Map(),
    authProviders: new Map(),
    cleanupRegistered: false,
    cleanupInterval: null,
    cleanupHandlers: [],
    idleTimeoutMs: 5 * 60 * 1000,
+    shutdownGeneration: 0,
+    inFlightConnections: new Map(),
+    disposed: false,
  }

  private getClientKey(info: SkillMcpClientInfo): string {
--- a/src/features/skill-mcp-manager/stdio-client.ts
+++ b/src/features/skill-mcp-manager/stdio-client.ts
@@ -14,6 +14,7 @@ function getStdioCommand(config: ClaudeCodeMcpServer, serverName: string): strin

 export async function createStdioClient(params: SkillMcpClientConnectionParams): Promise<Client> {
  const { state, clientKey, info, config } = params
+  const shutdownGenAtStart = state.shutdownGeneration

  const command = getStdioCommand(config, info.serverName)
  const args = config.args ?? []
@@ -55,6 +56,12 @@ export async function createStdioClient(params: SkillMcpClientConnectionParams):
    )
  }

+  if (state.shutdownGeneration !== shutdownGenAtStart) {
+    try { await client.close() } catch {}
+    try { await transport.close() } catch {}
+    throw new Error(`MCP server "${info.serverName}" connection completed after shutdown`)
+  }
+
  const managedClient = {
    client,
    transport,
--- a/src/features/skill-mcp-manager/types.ts
+++ b/src/features/skill-mcp-manager/types.ts
@@ -51,11 +51,15 @@ export interface ProcessCleanupHandler {
 export interface SkillMcpManagerState {
  clients: Map<string, ManagedClient>
  pendingConnections: Map<string, Promise<Client>>
+  disconnectedSessions: Map<string, number>
  authProviders: Map<string, McpOAuthProvider>
  cleanupRegistered: boolean
  cleanupInterval: ReturnType<typeof setInterval> | null
  cleanupHandlers: ProcessCleanupHandler[]
  idleTimeoutMs: number
+  shutdownGeneration: number
+  inFlightConnections: Map<string, number>
+  disposed: boolean
 }

 export interface SkillMcpClientConnectionParams {
--- a/src/features/tmux-subagent/manager.ts
+++ b/src/features/tmux-subagent/manager.ts
@@ -1,6 +1,6 @@
 import type { PluginInput } from "@opencode-ai/plugin"
 import type { TmuxConfig } from "../../config/schema"
-import type { TrackedSession, CapacityConfig } from "./types"
+import type { TrackedSession, CapacityConfig, WindowState } from "./types"
 import { log, normalizeSDKResponse } from "../../shared"
 import {
  isInsideTmux as defaultIsInsideTmux,
@@ -13,6 +13,7 @@ import { queryWindowState } from "./pane-state-querier"
 import { decideSpawnActions, decideCloseAction, type SessionMapping } from "./decision-engine"
 import { executeActions, executeAction } from "./action-executor"
 import { TmuxPollingManager } from "./polling-manager"
+import { createTrackedSession, markTrackedSessionClosePending } from "./tracked-session-state"
 type OpencodeClient = PluginInput["client"]

 interface SessionCreatedEvent {
@@ -38,6 +39,7 @@ const defaultTmuxDeps: TmuxUtilDeps = {

 const DEFERRED_SESSION_TTL_MS = 5 * 60 * 1000
 const MAX_DEFERRED_QUEUE_SIZE = 20
+const MAX_CLOSE_RETRY_COUNT = 3

 /**
 * State-first Tmux Session Manager
@@ -106,6 +108,123 @@ export class TmuxSessionManager {
    }))
  }

+  private removeTrackedSession(sessionId: string): void {
+    this.sessions.delete(sessionId)
+
+    if (this.sessions.size === 0) {
+      this.pollingManager.stopPolling()
+    }
+  }
+
+  private markSessionClosePending(sessionId: string): void {
+    const tracked = this.sessions.get(sessionId)
+    if (!tracked) return
+
+    this.sessions.set(sessionId, markTrackedSessionClosePending(tracked))
+    log("[tmux-session-manager] marked session close pending", {
+      sessionId,
+      paneId: tracked.paneId,
+      closeRetryCount: tracked.closeRetryCount,
+    })
+  }
+
+  private async queryWindowStateSafely(): Promise<WindowState | null> {
+    if (!this.sourcePaneId) return null
+
+    try {
+      return await queryWindowState(this.sourcePaneId)
+    } catch (error) {
+      log("[tmux-session-manager] failed to query window state for close", {
+        error: String(error),
+      })
+      return null
+    }
+  }
+
+  private async tryCloseTrackedSession(tracked: TrackedSession): Promise<boolean> {
+    const state = await this.queryWindowStateSafely()
+    if (!state) return false
+
+    try {
+      const result = await executeAction(
+        { type: "close", paneId: tracked.paneId, sessionId: tracked.sessionId },
+        {
+          config: this.tmuxConfig,
+          serverUrl: this.serverUrl,
+          windowState: state,
+          sourcePaneId: this.sourcePaneId,
+        }
+      )
+
+      return result.success
+    } catch (error) {
+      log("[tmux-session-manager] close session pane failed", {
+        sessionId: tracked.sessionId,
+        paneId: tracked.paneId,
+        error: String(error),
+      })
+      return false
+    }
+  }
+
+  private async retryPendingCloses(): Promise<void> {
+    const pendingSessions = Array.from(this.sessions.values()).filter(
+      (tracked) => tracked.closePending,
+    )
+
+    for (const tracked of pendingSessions) {
+      if (!this.sessions.has(tracked.sessionId)) continue
+
+      if (tracked.closeRetryCount >= MAX_CLOSE_RETRY_COUNT) {
+        log("[tmux-session-manager] force removing close-pending session after max retries", {
+          sessionId: tracked.sessionId,
+          paneId: tracked.paneId,
+          closeRetryCount: tracked.closeRetryCount,
+        })
+        this.removeTrackedSession(tracked.sessionId)
+        continue
+      }
+
+      const closed = await this.tryCloseTrackedSession(tracked)
+      if (closed) {
+        log("[tmux-session-manager] retried close succeeded", {
+          sessionId: tracked.sessionId,
+          paneId: tracked.paneId,
+          closeRetryCount: tracked.closeRetryCount,
+        })
+        this.removeTrackedSession(tracked.sessionId)
+        continue
+      }
+
+      const currentTracked = this.sessions.get(tracked.sessionId)
+      if (!currentTracked || !currentTracked.closePending) {
+        continue
+      }
+
+      const nextRetryCount = currentTracked.closeRetryCount + 1
+      if (nextRetryCount >= MAX_CLOSE_RETRY_COUNT) {
+        log("[tmux-session-manager] force removing close-pending session after failed retry", {
+          sessionId: currentTracked.sessionId,
+          paneId: currentTracked.paneId,
+          closeRetryCount: nextRetryCount,
+        })
+        this.removeTrackedSession(currentTracked.sessionId)
+        continue
+      }
+
+      this.sessions.set(currentTracked.sessionId, {
+        ...currentTracked,
+        closePending: true,
+        closeRetryCount: nextRetryCount,
+      })
+      log("[tmux-session-manager] retried close failed", {
+        sessionId: currentTracked.sessionId,
+        paneId: currentTracked.paneId,
+        closeRetryCount: nextRetryCount,
+      })
+    }
+  }
+
  private enqueueDeferredSession(sessionId: string, title: string): void {
    if (this.deferredSessions.has(sessionId)) return
    if (this.deferredQueue.length >= MAX_DEFERRED_QUEUE_SIZE) {
@@ -257,14 +376,14 @@ export class TmuxSessionManager {
      })
    }

-    const now = Date.now()
-    this.sessions.set(sessionId, {
+    this.sessions.set(
      sessionId,
-      paneId: result.spawnedPaneId,
-      description: deferred.title,
-      createdAt: new Date(now),
-      lastSeenAt: new Date(now),
-    })
+      createTrackedSession({
+        sessionId,
+        paneId: result.spawnedPaneId,
+        description: deferred.title,
+      }),
+    )
    this.removeDeferredSession(sessionId)
    this.pollingManager.startPolling()
    log("[tmux-session-manager] deferred session attached", {
@@ -324,6 +443,13 @@ export class TmuxSessionManager {
    const sessionId = info.id
    const title = info.title ?? "Subagent"

+    if (!this.sourcePaneId) {
+      log("[tmux-session-manager] no source pane id")
+      return
+    }
+
+    await this.retryPendingCloses()
+
    if (
      this.sessions.has(sessionId) ||
      this.pendingSessions.has(sessionId) ||
@@ -332,11 +458,6 @@ export class TmuxSessionManager {
      log("[tmux-session-manager] session already tracked or pending", { sessionId })
      return
    }
-
-    if (!this.sourcePaneId) {
-      log("[tmux-session-manager] no source pane id")
-      return
-    }
    const sourcePaneId = this.sourcePaneId

    this.pendingSessions.add(sessionId)
@@ -418,14 +539,14 @@ export class TmuxSessionManager {
            })
          }

-          const now = Date.now()
-          this.sessions.set(sessionId, {
+          this.sessions.set(
            sessionId,
-            paneId: result.spawnedPaneId,
-            description: title,
-            createdAt: new Date(now),
-            lastSeenAt: new Date(now),
-          })
+            createTrackedSession({
+              sessionId,
+              paneId: result.spawnedPaneId,
+              description: title,
+            }),
+          )
          log("[tmux-session-manager] pane spawned and tracked", {
            sessionId,
            paneId: result.spawnedPaneId,
@@ -485,27 +606,40 @@ export class TmuxSessionManager {

    log("[tmux-session-manager] onSessionDeleted", { sessionId: event.sessionID })

-    const state = await queryWindowState(this.sourcePaneId)
+    const state = await this.queryWindowStateSafely()
    if (!state) {
-      this.sessions.delete(event.sessionID)
+      this.markSessionClosePending(event.sessionID)
      return
    }

    const closeAction = decideCloseAction(state, event.sessionID, this.getSessionMappings())
-    if (closeAction) {
-      await executeAction(closeAction, {
+    if (!closeAction) {
+      this.removeTrackedSession(event.sessionID)
+      return
+    }
+
+    try {
+      const result = await executeAction(closeAction, {
        config: this.tmuxConfig,
        serverUrl: this.serverUrl,
        windowState: state,
        sourcePaneId: this.sourcePaneId,
      })
+
+      if (!result.success) {
+        this.markSessionClosePending(event.sessionID)
+        return
+      }
+    } catch (error) {
+      log("[tmux-session-manager] failed to close pane for deleted session", {
+        sessionId: event.sessionID,
+        error: String(error),
+      })
+      this.markSessionClosePending(event.sessionID)
+      return
    }

-    this.sessions.delete(event.sessionID)
-
-    if (this.sessions.size === 0) {
-      this.pollingManager.stopPolling()
-    }
+    this.removeTrackedSession(event.sessionID)
  }


@@ -513,29 +647,28 @@ export class TmuxSessionManager {
    const tracked = this.sessions.get(sessionId)
    if (!tracked) return

+    if (tracked.closePending && tracked.closeRetryCount >= MAX_CLOSE_RETRY_COUNT) {
+      log("[tmux-session-manager] force removing close-pending session after max retries", {
+        sessionId,
+        paneId: tracked.paneId,
+        closeRetryCount: tracked.closeRetryCount,
+      })
+      this.removeTrackedSession(sessionId)
+      return
+    }
+
    log("[tmux-session-manager] closing session pane", {
      sessionId,
      paneId: tracked.paneId,
    })

-    const state = this.sourcePaneId ? await queryWindowState(this.sourcePaneId) : null
-    if (state) {
-      await executeAction(
-        { type: "close", paneId: tracked.paneId, sessionId },
-        {
-          config: this.tmuxConfig,
-          serverUrl: this.serverUrl,
-          windowState: state,
-          sourcePaneId: this.sourcePaneId,
-        }
-      )
+    const closed = await this.tryCloseTrackedSession(tracked)
+    if (!closed) {
+      this.markSessionClosePending(sessionId)
+      return
    }

-    this.sessions.delete(sessionId)
-
-    if (this.sessions.size === 0) {
-      this.pollingManager.stopPolling()
-    }
+    this.removeTrackedSession(sessionId)
  }

  createEventHandler(): (input: { event: { type: string; properties?: unknown } }) => Promise<void> {
@@ -552,30 +685,22 @@ export class TmuxSessionManager {

    if (this.sessions.size > 0) {
      log("[tmux-session-manager] closing all panes", { count: this.sessions.size })
-      const state = this.sourcePaneId ? await queryWindowState(this.sourcePaneId) : null
-      
-      if (state) {
-        const closePromises = Array.from(this.sessions.values()).map((s) =>
-          executeAction(
-            { type: "close", paneId: s.paneId, sessionId: s.sessionId },
-            {
-              config: this.tmuxConfig,
-              serverUrl: this.serverUrl,
-              windowState: state,
-              sourcePaneId: this.sourcePaneId,
-            }
-          ).catch((err) =>
-            log("[tmux-session-manager] cleanup error for pane", {
-              paneId: s.paneId,
-              error: String(err),
-            }),
-          ),
-        )
-        await Promise.all(closePromises)
+
+      const sessionIds = Array.from(this.sessions.keys())
+      for (const sessionId of sessionIds) {
+        try {
+          await this.closeSessionById(sessionId)
+        } catch (error) {
+          log("[tmux-session-manager] cleanup error for pane", {
+            sessionId,
+            error: String(error),
+          })
+        }
      }
-      this.sessions.clear()
    }

+    await this.retryPendingCloses()
+
    log("[tmux-session-manager] cleanup complete")
  }
 }
--- a/src/features/tmux-subagent/polling-manager.test.ts
+++ b/src/features/tmux-subagent/polling-manager.test.ts
@@ -12,6 +12,8 @@ describe("TmuxPollingManager overlap", () => {
      description: "test",
      createdAt: new Date(),
      lastSeenAt: new Date(),
+      closePending: false,
+      closeRetryCount: 0,
    })

    let activeCalls = 0
--- a/src/features/tmux-subagent/session-created-handler.ts
+++ b/src/features/tmux-subagent/session-created-handler.ts
@@ -6,6 +6,7 @@ import { queryWindowState } from "./pane-state-querier"
 import { decideSpawnActions, type SessionMapping } from "./decision-engine"
 import { executeActions } from "./action-executor"
 import type { SessionCreatedEvent } from "./session-created-event"
+import { createTrackedSession } from "./tracked-session-state"

 type OpencodeClient = PluginInput["client"]

@@ -152,14 +153,14 @@ export async function handleSessionCreated(
      return
    }

-    const now = Date.now()
-    deps.sessions.set(sessionId, {
+    deps.sessions.set(
      sessionId,
-      paneId: result.spawnedPaneId,
-      description: title,
-      createdAt: new Date(now),
-      lastSeenAt: new Date(now),
-    })
+      createTrackedSession({
+        sessionId,
+        paneId: result.spawnedPaneId,
+        description: title,
+      }),
+    )

    log("[tmux-session-manager] pane spawned and tracked", {
      sessionId,
--- a/src/features/tmux-subagent/tracked-session-state.ts
+++ b/src/features/tmux-subagent/tracked-session-state.ts
@@ -0,0 +1,28 @@
+import type { TrackedSession } from "./types"
+
+export function createTrackedSession(params: {
+  sessionId: string
+  paneId: string
+  description: string
+  now?: Date
+}): TrackedSession {
+  const now = params.now ?? new Date()
+
+  return {
+    sessionId: params.sessionId,
+    paneId: params.paneId,
+    description: params.description,
+    createdAt: now,
+    lastSeenAt: now,
+    closePending: false,
+    closeRetryCount: 0,
+  }
+}
+
+export function markTrackedSessionClosePending(tracked: TrackedSession): TrackedSession {
+  return {
+    ...tracked,
+    closePending: true,
+    closeRetryCount: tracked.closePending ? tracked.closeRetryCount + 1 : tracked.closeRetryCount,
+  }
+}
--- a/src/features/tmux-subagent/types.ts
+++ b/src/features/tmux-subagent/types.ts
@@ -4,6 +4,8 @@ export interface TrackedSession {
  description: string
  createdAt: Date
  lastSeenAt: Date
+  closePending: boolean
+  closeRetryCount: number
  // Stability detection fields (prevents premature closure)
  lastMessageCount?: number
  stableIdlePolls?: number
--- a/src/features/tmux-subagent/zombie-pane.test.ts
+++ b/src/features/tmux-subagent/zombie-pane.test.ts
@@ -0,0 +1,271 @@
+import { beforeEach, describe, expect, mock, test } from "bun:test"
+import type { TmuxConfig } from "../../config/schema"
+import type { ActionResult, ExecuteContext, ExecuteActionsResult } from "./action-executor"
+import type { TmuxUtilDeps } from "./manager"
+import type { TrackedSession, WindowState } from "./types"
+
+const mockQueryWindowState = mock<(paneId: string) => Promise<WindowState | null>>(async () => ({
+  windowWidth: 220,
+  windowHeight: 44,
+  mainPane: { paneId: "%0", width: 110, height: 44, left: 0, top: 0, title: "main", isActive: true },
+  agentPanes: [],
+}))
+
+const mockExecuteAction = mock<(
+  action: { type: string },
+  ctx: ExecuteContext,
+) => Promise<ActionResult>>(async () => ({ success: true }))
+
+const mockExecuteActions = mock<(
+  actions: unknown[],
+  ctx: ExecuteContext,
+) => Promise<ExecuteActionsResult>>(async () => ({
+  success: true,
+  spawnedPaneId: "%1",
+  results: [],
+}))
+
+const mockIsInsideTmux = mock<() => boolean>(() => true)
+const mockGetCurrentPaneId = mock<() => string | undefined>(() => "%0")
+
+mock.module("./pane-state-querier", () => ({
+  queryWindowState: mockQueryWindowState,
+}))
+
+mock.module("./action-executor", () => ({
+  executeAction: mockExecuteAction,
+  executeActions: mockExecuteActions,
+}))
+
+mock.module("../../shared/tmux", () => ({
+  isInsideTmux: mockIsInsideTmux,
+  getCurrentPaneId: mockGetCurrentPaneId,
+  POLL_INTERVAL_BACKGROUND_MS: 10,
+  SESSION_READY_POLL_INTERVAL_MS: 10,
+  SESSION_READY_TIMEOUT_MS: 50,
+  SESSION_MISSING_GRACE_MS: 1_000,
+}))
+
+const mockTmuxDeps: TmuxUtilDeps = {
+  isInsideTmux: mockIsInsideTmux,
+  getCurrentPaneId: mockGetCurrentPaneId,
+}
+
+function createConfig(): TmuxConfig {
+  return {
+    enabled: true,
+    layout: "main-vertical",
+    main_pane_size: 60,
+    main_pane_min_width: 80,
+    agent_pane_min_width: 40,
+  }
+}
+
+function createContext() {
+  const shell = Object.assign(
+    () => {
+      throw new Error("shell should not be called in this test")
+    },
+    {
+      braces: () => [],
+      escape: (input: string) => input,
+      env() {
+        return shell
+      },
+      cwd() {
+        return shell
+      },
+      nothrow() {
+        return shell
+      },
+      throws() {
+        return shell
+      },
+    },
+  )
+
+  return {
+    project: {
+      id: "project-id",
+      worktree: "/tmp/omo-fix-memory-leaks",
+      time: { created: Date.now() },
+    },
+    directory: "/tmp/omo-fix-memory-leaks",
+    worktree: "/tmp/omo-fix-memory-leaks",
+    serverUrl: new URL("http://localhost:4096"),
+    $: shell,
+    client: {
+      session: {
+        status: mock(async () => ({ data: {} })),
+        messages: mock(async () => ({ data: [] })),
+      },
+    },
+  }
+}
+
+function createTrackedSession(overrides?: Partial<TrackedSession>): TrackedSession {
+  return {
+    sessionId: "ses_pending",
+    paneId: "%1",
+    description: "Pending pane",
+    createdAt: new Date(),
+    lastSeenAt: new Date(),
+    closePending: false,
+    closeRetryCount: 0,
+    ...overrides,
+  }
+}
+
+function getTrackedSessions(target: object): Map<string, TrackedSession> {
+  const sessions = Reflect.get(target, "sessions")
+  if (!(sessions instanceof Map)) {
+    throw new Error("Expected sessions map")
+  }
+
+  return sessions
+}
+
+function getRetryPendingCloses(target: object): () => Promise<void> {
+  const retryPendingCloses = Reflect.get(target, "retryPendingCloses")
+  if (typeof retryPendingCloses !== "function") {
+    throw new Error("Expected retryPendingCloses method")
+  }
+
+  return retryPendingCloses.bind(target)
+}
+
+function getCloseSessionById(target: object): (sessionId: string) => Promise<void> {
+  const closeSessionById = Reflect.get(target, "closeSessionById")
+  if (typeof closeSessionById !== "function") {
+    throw new Error("Expected closeSessionById method")
+  }
+
+  return closeSessionById.bind(target)
+}
+
+function createManager(
+  TmuxSessionManager: typeof import("./manager").TmuxSessionManager,
+): import("./manager").TmuxSessionManager {
+  return Reflect.construct(TmuxSessionManager, [createContext(), createConfig(), mockTmuxDeps])
+}
+
+describe("TmuxSessionManager zombie pane handling", () => {
+  beforeEach(() => {
+    mockQueryWindowState.mockClear()
+    mockExecuteAction.mockClear()
+    mockExecuteActions.mockClear()
+    mockIsInsideTmux.mockClear()
+    mockGetCurrentPaneId.mockClear()
+
+    mockQueryWindowState.mockImplementation(async () => ({
+      windowWidth: 220,
+      windowHeight: 44,
+      mainPane: { paneId: "%0", width: 110, height: 44, left: 0, top: 0, title: "main", isActive: true },
+      agentPanes: [],
+    }))
+    mockExecuteAction.mockImplementation(async () => ({ success: true }))
+    mockExecuteActions.mockImplementation(async () => ({
+      success: true,
+      spawnedPaneId: "%1",
+      results: [],
+    }))
+    mockIsInsideTmux.mockReturnValue(true)
+    mockGetCurrentPaneId.mockReturnValue("%0")
+  })
+
+  test("#given session in sessions Map #when onSessionDeleted called with null window state #then session stays in Map with closePending true", async () => {
+    // given
+    mockQueryWindowState.mockImplementation(async () => null)
+    const { TmuxSessionManager } = await import("./manager")
+    const manager = createManager(TmuxSessionManager)
+    const sessions = getTrackedSessions(manager)
+    sessions.set("ses_pending", createTrackedSession())
+
+    // when
+    await manager.onSessionDeleted({ sessionID: "ses_pending" })
+
+    // then
+    const tracked = sessions.get("ses_pending")
+    expect(tracked).toBeDefined()
+    expect(tracked?.closePending).toBe(true)
+    expect(tracked?.closeRetryCount).toBe(0)
+    expect(mockExecuteAction).not.toHaveBeenCalled()
+  })
+
+  test("#given session with closePending true #when retryPendingCloses succeeds #then session is removed from Map", async () => {
+    // given
+    const { TmuxSessionManager } = await import("./manager")
+    const manager = createManager(TmuxSessionManager)
+    const sessions = getTrackedSessions(manager)
+    sessions.set(
+      "ses_pending",
+      createTrackedSession({ closePending: true, closeRetryCount: 0 }),
+    )
+
+    // when
+    await getRetryPendingCloses(manager)()
+
+    // then
+    expect(sessions.has("ses_pending")).toBe(false)
+    expect(mockExecuteAction).toHaveBeenCalledTimes(1)
+  })
+
+  test("#given session with closePending true and closeRetryCount >= 3 #when retryPendingCloses called #then session is force-removed from Map", async () => {
+    // given
+    const { TmuxSessionManager } = await import("./manager")
+    const manager = createManager(TmuxSessionManager)
+    const sessions = getTrackedSessions(manager)
+    sessions.set(
+      "ses_pending",
+      createTrackedSession({ closePending: true, closeRetryCount: 3 }),
+    )
+
+    // when
+    await getRetryPendingCloses(manager)()
+
+    // then
+    expect(sessions.has("ses_pending")).toBe(false)
+    expect(mockQueryWindowState).not.toHaveBeenCalled()
+    expect(mockExecuteAction).not.toHaveBeenCalled()
+  })
+
+  test("#given session with closePending true and closeRetryCount >= 3 #when closeSessionById called #then session is force-removed without retrying close", async () => {
+    // given
+    const { TmuxSessionManager } = await import("./manager")
+    const manager = createManager(TmuxSessionManager)
+    const sessions = getTrackedSessions(manager)
+    sessions.set(
+      "ses_pending",
+      createTrackedSession({ closePending: true, closeRetryCount: 3 }),
+    )
+
+    // when
+    await getCloseSessionById(manager)("ses_pending")
+
+    // then
+    expect(sessions.has("ses_pending")).toBe(false)
+    expect(mockQueryWindowState).not.toHaveBeenCalled()
+    expect(mockExecuteAction).not.toHaveBeenCalled()
+  })
+
+  test("#given close-pending session removed during async close #when retryPendingCloses fails #then it does not resurrect stale session state", async () => {
+    // given
+    const { TmuxSessionManager } = await import("./manager")
+    const manager = createManager(TmuxSessionManager)
+    const sessions = getTrackedSessions(manager)
+    sessions.set(
+      "ses_pending",
+      createTrackedSession({ closePending: true, closeRetryCount: 0 }),
+    )
+    mockExecuteAction.mockImplementationOnce(async () => {
+      sessions.delete("ses_pending")
+      return { success: false }
+    })
+
+    // when
+    await getRetryPendingCloses(manager)()
+
+    // then
+    expect(sessions.has("ses_pending")).toBe(false)
+  })
+})
--- a/src/hooks/auto-slash-command/auto-slash-command-leak.test.ts
+++ b/src/hooks/auto-slash-command/auto-slash-command-leak.test.ts
@@ -0,0 +1,142 @@
+import { beforeEach, describe, expect, it, mock, spyOn } from "bun:test"
+import { AUTO_SLASH_COMMAND_TAG_OPEN } from "./constants"
+import type {
+  AutoSlashCommandHookInput,
+  AutoSlashCommandHookOutput,
+  CommandExecuteBeforeInput,
+  CommandExecuteBeforeOutput,
+} from "./types"
+import * as shared from "../../shared"
+
+const executeSlashCommandMock = mock(
+  async (parsed: { command: string; args: string; raw: string }) => ({
+    success: true,
+    replacementText: parsed.raw,
+  })
+)
+
+mock.module("./executor", () => ({
+  executeSlashCommand: executeSlashCommandMock,
+}))
+
+const logMock = spyOn(shared, "log").mockImplementation(() => {})
+
+const { createAutoSlashCommandHook } = await import("./hook")
+
+function createChatInput(sessionID: string, messageID: string): AutoSlashCommandHookInput {
+  return {
+    sessionID,
+    messageID,
+  }
+}
+
+function createChatOutput(text: string): AutoSlashCommandHookOutput {
+  return {
+    message: {},
+    parts: [{ type: "text", text }],
+  }
+}
+
+function createCommandInput(sessionID: string, command: string): CommandExecuteBeforeInput {
+  return {
+    sessionID,
+    command,
+    arguments: "",
+  }
+}
+
+function createCommandOutput(text: string): CommandExecuteBeforeOutput {
+  return {
+    parts: [{ type: "text", text }],
+  }
+}
+
+describe("createAutoSlashCommandHook leak prevention", () => {
+  beforeEach(() => {
+    executeSlashCommandMock.mockClear()
+    logMock.mockClear()
+  })
+
+  describe("#given hook with sessionProcessedCommandExecutions", () => {
+    describe("#when same command executed twice for same session", () => {
+      it("#then second execution is deduplicated", async () => {
+        const hook = createAutoSlashCommandHook()
+        const input = createCommandInput("session-dedup", "leak-test-command")
+        const firstOutput = createCommandOutput("first")
+        const secondOutput = createCommandOutput("second")
+
+        await hook["command.execute.before"](input, firstOutput)
+        await hook["command.execute.before"](input, secondOutput)
+
+        expect(executeSlashCommandMock).toHaveBeenCalledTimes(1)
+        expect(firstOutput.parts[0].text).toContain(AUTO_SLASH_COMMAND_TAG_OPEN)
+        expect(secondOutput.parts[0].text).toBe("second")
+      })
+    })
+  })
+
+  describe("#given hook with entries from multiple sessions", () => {
+    describe("#when dispose() is called", () => {
+      it("#then both Sets are empty", async () => {
+        const hook = createAutoSlashCommandHook()
+        await hook["chat.message"](
+          createChatInput("session-chat", "message-chat"),
+          createChatOutput("/leak-chat")
+        )
+        await hook["command.execute.before"](
+          createCommandInput("session-command", "leak-command"),
+          createCommandOutput("before")
+        )
+        executeSlashCommandMock.mockClear()
+
+        hook.dispose()
+        const chatOutputAfterDispose = createChatOutput("/leak-chat")
+        const commandOutputAfterDispose = createCommandOutput("after")
+        await hook["chat.message"](
+          createChatInput("session-chat", "message-chat"),
+          chatOutputAfterDispose
+        )
+        await hook["command.execute.before"](
+          createCommandInput("session-command", "leak-command"),
+          commandOutputAfterDispose
+        )
+
+        expect(executeSlashCommandMock).toHaveBeenCalledTimes(2)
+        expect(chatOutputAfterDispose.parts[0].text).toContain(AUTO_SLASH_COMMAND_TAG_OPEN)
+        expect(commandOutputAfterDispose.parts[0].text).toContain(
+          AUTO_SLASH_COMMAND_TAG_OPEN
+        )
+      })
+    })
+  })
+
+  describe("#given Set with more than 10000 entries", () => {
+    describe("#when new entry added", () => {
+      it("#then Set size is reduced", async () => {
+        const hook = createAutoSlashCommandHook()
+        const oldestInput = createChatInput("session-oldest", "message-oldest")
+        await hook["chat.message"](oldestInput, createChatOutput("/leak-oldest"))
+
+        for (let index = 0; index < 10000; index += 1) {
+          await hook["chat.message"](
+            createChatInput(`session-${index}`, `message-${index}`),
+            createChatOutput(`/leak-${index}`)
+          )
+        }
+
+        const newestInput = createChatInput("session-newest", "message-newest")
+        await hook["chat.message"](newestInput, createChatOutput("/leak-newest"))
+        executeSlashCommandMock.mockClear()
+        const oldestRetryOutput = createChatOutput("/leak-oldest")
+        const newestRetryOutput = createChatOutput("/leak-newest")
+
+        await hook["chat.message"](oldestInput, oldestRetryOutput)
+        await hook["chat.message"](newestInput, newestRetryOutput)
+
+        expect(executeSlashCommandMock).toHaveBeenCalledTimes(1)
+        expect(oldestRetryOutput.parts[0].text).toContain(AUTO_SLASH_COMMAND_TAG_OPEN)
+        expect(newestRetryOutput.parts[0].text).toBe("/leak-newest")
+      })
+    })
+  })
+})
--- a/src/hooks/auto-slash-command/hook.ts
+++ b/src/hooks/auto-slash-command/hook.ts
@@ -9,6 +9,7 @@ import {
  AUTO_SLASH_COMMAND_TAG_CLOSE,
  AUTO_SLASH_COMMAND_TAG_OPEN,
 } from "./constants"
+import { createProcessedCommandStore } from "./processed-command-store"
 import type {
  AutoSlashCommandHookInput,
  AutoSlashCommandHookOutput,
@@ -17,8 +18,22 @@ import type {
 } from "./types"
 import type { LoadedSkill } from "../../features/opencode-skill-loader"

-const sessionProcessedCommands = new Set<string>()
-const sessionProcessedCommandExecutions = new Set<string>()
+function isRecord(value: unknown): value is Record<string, unknown> {
+  return typeof value === "object" && value !== null
+}
+
+function getDeletedSessionID(properties: unknown): string | null {
+  if (!isRecord(properties)) {
+    return null
+  }
+
+  const info = properties.info
+  if (!isRecord(info)) {
+    return null
+  }
+
+  return typeof info.id === "string" ? info.id : null
+}

 export interface AutoSlashCommandHookOptions {
  skills?: LoadedSkill[]
@@ -32,6 +47,13 @@ export function createAutoSlashCommandHook(options?: AutoSlashCommandHookOptions
    pluginsEnabled: options?.pluginsEnabled,
    enabledPluginsOverride: options?.enabledPluginsOverride,
  }
+  const sessionProcessedCommands = createProcessedCommandStore()
+  const sessionProcessedCommandExecutions = createProcessedCommandStore()
+
+  const dispose = (): void => {
+    sessionProcessedCommands.clear()
+    sessionProcessedCommandExecutions.clear()
+  }

  return {
    "chat.message": async (
@@ -61,7 +83,9 @@ export function createAutoSlashCommandHook(options?: AutoSlashCommandHookOptions
        return
      }

-      const commandKey = `${input.sessionID}:${input.messageID}:${parsed.command}`
+      const commandKey = input.messageID
+        ? `${input.sessionID}:${input.messageID}:${parsed.command}`
+        : `${input.sessionID}:${parsed.command}`
      if (sessionProcessedCommands.has(commandKey)) {
        return
      }
@@ -101,7 +125,7 @@ export function createAutoSlashCommandHook(options?: AutoSlashCommandHookOptions
      input: CommandExecuteBeforeInput,
      output: CommandExecuteBeforeOutput
    ): Promise<void> => {
-      const commandKey = `${input.sessionID}:${input.command}:${Date.now()}`
+      const commandKey = `${input.sessionID}:${input.command.toLowerCase()}:${input.arguments || ""}`
      if (sessionProcessedCommandExecutions.has(commandKey)) {
        return
      }
@@ -145,5 +169,23 @@ export function createAutoSlashCommandHook(options?: AutoSlashCommandHookOptions
        command: input.command,
      })
    },
+    event: async ({
+      event,
+    }: {
+      event: { type: string; properties?: unknown }
+    }): Promise<void> => {
+      if (event.type !== "session.deleted") {
+        return
+      }
+
+      const sessionID = getDeletedSessionID(event.properties)
+      if (!sessionID) {
+        return
+      }
+
+      sessionProcessedCommands.cleanupSession(sessionID)
+      sessionProcessedCommandExecutions.cleanupSession(sessionID)
+    },
+    dispose,
  }
 }
--- a/src/hooks/auto-slash-command/processed-command-store.ts
+++ b/src/hooks/auto-slash-command/processed-command-store.ts
@@ -0,0 +1,41 @@
+const MAX_PROCESSED_ENTRY_COUNT = 10_000
+
+function trimProcessedEntries(entries: Set<string>): Set<string> {
+  if (entries.size <= MAX_PROCESSED_ENTRY_COUNT) {
+    return entries
+  }
+
+  return new Set(Array.from(entries).slice(Math.floor(entries.size / 2)))
+}
+
+function removeSessionEntries(entries: Set<string>, sessionID: string): Set<string> {
+  const sessionPrefix = `${sessionID}:`
+  return new Set(Array.from(entries).filter((entry) => !entry.startsWith(sessionPrefix)))
+}
+
+export interface ProcessedCommandStore {
+  has(commandKey: string): boolean
+  add(commandKey: string): void
+  cleanupSession(sessionID: string): void
+  clear(): void
+}
+
+export function createProcessedCommandStore(): ProcessedCommandStore {
+  let entries = new Set<string>()
+
+  return {
+    has(commandKey: string): boolean {
+      return entries.has(commandKey)
+    },
+    add(commandKey: string): void {
+      entries.add(commandKey)
+      entries = trimProcessedEntries(entries)
+    },
+    cleanupSession(sessionID: string): void {
+      entries = removeSessionEntries(entries, sessionID)
+    },
+    clear(): void {
+      entries.clear()
+    },
+  }
+}
--- a/src/hooks/runtime-fallback/auto-retry.ts
+++ b/src/hooks/runtime-fallback/auto-retry.ts
@@ -1,4 +1,4 @@
-import type { HookDeps } from "./types"
+import type { HookDeps, RuntimeFallbackTimeout } from "./types"
 import { HOOK_NAME } from "./constants"
 import { log } from "../../shared/logger"
 import { normalizeAgentName, resolveAgentForSession } from "./agent-resolver"
@@ -9,8 +9,8 @@ import { SessionCategoryRegistry } from "../../shared/session-category-registry"

 const SESSION_TTL_MS = 30 * 60 * 1000

-declare function setTimeout(callback: () => void | Promise<void>, delay?: number): ReturnType<typeof globalThis.setTimeout>
-declare function clearTimeout(timeout: ReturnType<typeof globalThis.setTimeout>): void
+declare function setTimeout(callback: () => void | Promise<void>, delay?: number): RuntimeFallbackTimeout
+declare function clearTimeout(timeout: RuntimeFallbackTimeout): void

 export function createAutoRetryHelpers(deps: HookDeps) {
  const { ctx, config, options, sessionStates, sessionLastAccess, sessionRetryInFlight, sessionAwaitingFallbackResult, sessionFallbackTimeouts, pluginConfig } = deps
--- a/src/hooks/runtime-fallback/dispose.test.ts
+++ b/src/hooks/runtime-fallback/dispose.test.ts
@@ -0,0 +1,160 @@
+import { afterEach, beforeEach, describe, expect, mock, test } from "bun:test"
+import type { HookDeps, RuntimeFallbackPluginInput } from "./types"
+
+let capturedDeps: HookDeps | undefined
+
+const mockCreateAutoRetryHelpers = mock((deps: HookDeps) => {
+  capturedDeps = deps
+
+  return {
+    abortSessionRequest: async () => {},
+    clearSessionFallbackTimeout: () => {},
+    scheduleSessionFallbackTimeout: () => {},
+    autoRetryWithFallback: async () => {},
+    resolveAgentForSessionFromContext: async () => undefined,
+    cleanupStaleSessions: () => {},
+  }
+})
+
+const mockCreateEventHandler = mock(() => async () => {})
+const mockCreateMessageUpdateHandler = mock(() => async () => {})
+const mockCreateChatMessageHandler = mock(() => async () => {})
+
+mock.module("./auto-retry", () => ({
+  createAutoRetryHelpers: mockCreateAutoRetryHelpers,
+}))
+
+mock.module("./event-handler", () => ({
+  createEventHandler: mockCreateEventHandler,
+}))
+
+mock.module("./message-update-handler", () => ({
+  createMessageUpdateHandler: mockCreateMessageUpdateHandler,
+}))
+
+mock.module("./chat-message-handler", () => ({
+  createChatMessageHandler: mockCreateChatMessageHandler,
+}))
+
+const { createRuntimeFallbackHook } = await import("./hook")
+
+function createMockContext(): RuntimeFallbackPluginInput {
+  return {
+    client: {
+      session: {
+        abort: async () => ({}),
+        messages: async () => ({}),
+        promptAsync: async () => ({}),
+      },
+      tui: {
+        showToast: async () => ({}),
+      },
+    },
+    directory: "/test",
+  }
+}
+
+describe("createRuntimeFallbackHook dispose", () => {
+  const originalSetInterval = globalThis.setInterval
+  const originalClearInterval = globalThis.clearInterval
+  const originalClearTimeout = globalThis.clearTimeout
+  const createdIntervals: Array<ReturnType<typeof originalSetInterval>> = []
+  const clearedIntervals: Array<Parameters<typeof originalClearInterval>[0]> = []
+  const clearedTimeouts: Array<Parameters<typeof originalClearTimeout>[0]> = []
+  const timeoutMapSizesDuringClear: number[] = []
+
+  beforeEach(() => {
+    capturedDeps = undefined
+    createdIntervals.length = 0
+    clearedIntervals.length = 0
+    clearedTimeouts.length = 0
+    timeoutMapSizesDuringClear.length = 0
+
+    mockCreateAutoRetryHelpers.mockClear()
+    mockCreateEventHandler.mockClear()
+    mockCreateMessageUpdateHandler.mockClear()
+    mockCreateChatMessageHandler.mockClear()
+
+    const wrappedSetInterval = ((handler: () => void, timeout?: number) => {
+      const interval = originalSetInterval(handler, timeout)
+      createdIntervals.push(interval)
+      return interval
+    }) as typeof globalThis.setInterval
+
+    const wrappedClearInterval = ((interval?: Parameters<typeof clearInterval>[0]) => {
+      clearedIntervals.push(interval)
+      return originalClearInterval(interval)
+    }) as typeof globalThis.clearInterval
+
+    const wrappedClearTimeout = ((timeout?: Parameters<typeof clearTimeout>[0]) => {
+      timeoutMapSizesDuringClear.push(capturedDeps?.sessionFallbackTimeouts.size ?? -1)
+      clearedTimeouts.push(timeout)
+      return originalClearTimeout(timeout)
+    }) as typeof globalThis.clearTimeout
+
+    globalThis.setInterval = wrappedSetInterval
+    globalThis.clearInterval = wrappedClearInterval
+    globalThis.clearTimeout = wrappedClearTimeout
+  })
+
+  afterEach(() => {
+    globalThis.setInterval = originalSetInterval
+    globalThis.clearInterval = originalClearInterval
+    globalThis.clearTimeout = originalClearTimeout
+  })
+
+  test("#given runtime-fallback hook created #when dispose() is called #then cleanup interval is cleared", () => {
+    // given
+    const hook = createRuntimeFallbackHook(createMockContext(), { pluginConfig: {} })
+
+    // when
+    hook.dispose?.()
+
+    // then
+    expect(createdIntervals).toHaveLength(1)
+    expect(clearedIntervals).toEqual([createdIntervals[0]])
+  })
+
+  test("#given hook with session state data #when dispose() is called #then all Maps and Sets are empty", () => {
+    // given
+    const hook = createRuntimeFallbackHook(createMockContext(), { pluginConfig: {} })
+    const fallbackTimeout = setTimeout(() => {}, 60_000)
+
+    capturedDeps?.sessionStates.set("session-1", {
+      originalModel: "anthropic/claude-opus-4-6",
+      currentModel: "openai/gpt-5.4",
+      fallbackIndex: 1,
+      failedModels: new Map([["anthropic/claude-opus-4-6", 1]]),
+      attemptCount: 1,
+    })
+    capturedDeps?.sessionLastAccess.set("session-1", Date.now())
+    capturedDeps?.sessionRetryInFlight.add("session-1")
+    capturedDeps?.sessionAwaitingFallbackResult.add("session-1")
+    capturedDeps?.sessionFallbackTimeouts.set("session-1", fallbackTimeout)
+
+    // when
+    hook.dispose?.()
+
+    // then
+    expect(capturedDeps?.sessionStates.size).toBe(0)
+    expect(capturedDeps?.sessionLastAccess.size).toBe(0)
+    expect(capturedDeps?.sessionRetryInFlight.size).toBe(0)
+    expect(capturedDeps?.sessionAwaitingFallbackResult.size).toBe(0)
+    expect(capturedDeps?.sessionFallbackTimeouts.size).toBe(0)
+  })
+
+  test("#given hook with pending fallback timeouts #when dispose() is called #then timeouts are cleared before Map is emptied", () => {
+    // given
+    const hook = createRuntimeFallbackHook(createMockContext(), { pluginConfig: {} })
+    const fallbackTimeout = setTimeout(() => {}, 60_000)
+    capturedDeps?.sessionFallbackTimeouts.set("session-1", fallbackTimeout)
+
+    // when
+    hook.dispose?.()
+
+    // then
+    expect(clearedTimeouts).toEqual([fallbackTimeout])
+    expect(timeoutMapSizesDuringClear).toEqual([1])
+    expect(capturedDeps?.sessionFallbackTimeouts.size).toBe(0)
+  })
+})
--- a/src/hooks/runtime-fallback/hook.ts
+++ b/src/hooks/runtime-fallback/hook.ts
@@ -1,5 +1,4 @@
-import type { PluginInput } from "@opencode-ai/plugin"
-import type { HookDeps, RuntimeFallbackHook, RuntimeFallbackOptions } from "./types"
+import type { HookDeps, RuntimeFallbackHook, RuntimeFallbackInterval, RuntimeFallbackOptions, RuntimeFallbackPluginInput, RuntimeFallbackTimeout } from "./types"
 import { DEFAULT_CONFIG, HOOK_NAME } from "./constants"
 import { log } from "../../shared/logger"
 import { loadPluginConfig } from "../../plugin-config"
@@ -8,8 +7,12 @@ import { createEventHandler } from "./event-handler"
 import { createMessageUpdateHandler } from "./message-update-handler"
 import { createChatMessageHandler } from "./chat-message-handler"

+declare function setInterval(callback: () => void, delay?: number): RuntimeFallbackInterval
+declare function clearInterval(interval: RuntimeFallbackInterval): void
+declare function clearTimeout(timeout: RuntimeFallbackTimeout): void
+
 export function createRuntimeFallbackHook(
-  ctx: PluginInput,
+  ctx: RuntimeFallbackPluginInput,
  options?: RuntimeFallbackOptions
 ): RuntimeFallbackHook {
  const config = {
@@ -60,8 +63,23 @@ export function createRuntimeFallbackHook(
    await baseEventHandler({ event })
  }

+  const dispose = () => {
+    clearInterval(cleanupInterval)
+
+    for (const fallbackTimeout of deps.sessionFallbackTimeouts.values()) {
+      clearTimeout(fallbackTimeout)
+    }
+
+    deps.sessionStates.clear()
+    deps.sessionLastAccess.clear()
+    deps.sessionRetryInFlight.clear()
+    deps.sessionAwaitingFallbackResult.clear()
+    deps.sessionFallbackTimeouts.clear()
+  }
+
  return {
    event: eventHandler,
    "chat.message": chatMessageHandler,
+    dispose,
  } as RuntimeFallbackHook
 }
--- a/src/hooks/runtime-fallback/types.ts
+++ b/src/hooks/runtime-fallback/types.ts
@@ -1,6 +1,40 @@
-import type { PluginInput } from "@opencode-ai/plugin"
 import type { RuntimeFallbackConfig, OhMyOpenCodeConfig } from "../../config"

+export interface RuntimeFallbackInterval {
+  unref: () => void
+}
+
+export type RuntimeFallbackTimeout = object | number
+
+export interface RuntimeFallbackPluginInput {
+  client: {
+    session: {
+      abort: (input: { path: { id: string } }) => Promise<unknown>
+      messages: (input: { path: { id: string }; query: { directory: string } }) => Promise<unknown>
+      promptAsync: (input: {
+        path: { id: string }
+        body: {
+          agent?: string
+          model: { providerID: string; modelID: string }
+          parts: Array<{ type: "text"; text: string }>
+        }
+        query: { directory: string }
+      }) => Promise<unknown>
+    }
+    tui: {
+      showToast: (input: {
+        body: {
+          title: string
+          message: string
+          variant: "success" | "error" | "info" | "warning"
+          duration: number
+        }
+      }) => Promise<unknown>
+    }
+  }
+  directory: string
+}
+
 export interface FallbackState {
  originalModel: string
  currentModel: string
@@ -26,10 +60,11 @@ export interface RuntimeFallbackOptions {
 export interface RuntimeFallbackHook {
  event: (input: { event: { type: string; properties?: unknown } }) => Promise<void>
  "chat.message"?: (input: { sessionID: string; agent?: string; model?: { providerID: string; modelID: string } }, output: { message: { model?: { providerID: string; modelID: string } }; parts?: Array<{ type: string; text?: string }> }) => Promise<void>
+  dispose?: () => void
 }

 export interface HookDeps {
-  ctx: PluginInput
+  ctx: RuntimeFallbackPluginInput
  config: Required<RuntimeFallbackConfig>
  options: RuntimeFallbackOptions | undefined
  pluginConfig: OhMyOpenCodeConfig | undefined
@@ -37,5 +72,5 @@ export interface HookDeps {
  sessionLastAccess: Map<string, number>
  sessionRetryInFlight: Set<string>
  sessionAwaitingFallbackResult: Set<string>
-  sessionFallbackTimeouts: Map<string, ReturnType<typeof setTimeout>>
+  sessionFallbackTimeouts: Map<string, RuntimeFallbackTimeout>
 }
--- a/src/hooks/todo-continuation-enforcer/dispose.test.ts
+++ b/src/hooks/todo-continuation-enforcer/dispose.test.ts
@@ -0,0 +1,101 @@
+declare module "bun:test" {
+  export interface Matchers {
+    toBeDefined(): void
+    toBeUndefined(): void
+    toHaveLength(expected: number): void
+  }
+}
+
+import { afterAll, afterEach, describe, expect, it, mock } from "bun:test"
+
+import * as actualSessionStateModule from "./session-state"
+import type { SessionStateStore } from "./session-state"
+
+let createdSessionStateStore: SessionStateStore | undefined
+const createActualSessionStateStore = actualSessionStateModule.createSessionStateStore
+
+const mockModule = mock as typeof mock & {
+  module: (specifier: string, factory: () => unknown) => void
+}
+
+mockModule.module("./session-state", () => ({
+  ...actualSessionStateModule,
+  createSessionStateStore: () => {
+    const sessionStateStore = createActualSessionStateStore()
+    createdSessionStateStore = sessionStateStore
+    return sessionStateStore
+  },
+}))
+
+const { createTodoContinuationEnforcer } = await import(".")
+
+type PluginInput = Parameters<typeof createTodoContinuationEnforcer>[0]
+
+function createMockPluginInput(): PluginInput {
+  return {
+    directory: "/tmp/test",
+  } as PluginInput
+}
+
+function getCreatedSessionStateStore(): SessionStateStore {
+  if (!createdSessionStateStore) {
+    throw new Error("expected session state store to be created")
+  }
+
+  return createdSessionStateStore
+}
+
+describe("todo-continuation-enforcer dispose", () => {
+  afterEach(() => {
+    createdSessionStateStore?.shutdown()
+    createdSessionStateStore = undefined
+  })
+
+  afterAll(() => {
+    mockModule.module("./session-state", () => actualSessionStateModule)
+  })
+
+  it("#given todo-continuation-enforcer created #when dispose exists on return value #then it is a function", () => {
+    // given
+    const enforcer = createTodoContinuationEnforcer(createMockPluginInput())
+
+    // when
+    const { dispose } = enforcer
+
+    // then
+    expect(typeof dispose).toBe("function")
+
+    enforcer.dispose()
+  })
+
+  it("#given enforcer with active session states #when dispose is called #then internal session state store is shut down", () => {
+    // given
+    const originalClearInterval = globalThis.clearInterval
+    const clearIntervalCalls: Array<Parameters<typeof clearInterval>[0]> = []
+    globalThis.clearInterval = ((timer?: Parameters<typeof clearInterval>[0]) => {
+      clearIntervalCalls.push(timer)
+      return originalClearInterval(timer)
+    }) as typeof clearInterval
+
+    try {
+      const enforcer = createTodoContinuationEnforcer(createMockPluginInput())
+      const sessionStateStore = getCreatedSessionStateStore()
+
+      enforcer.markRecovering("session-1")
+      enforcer.markRecovering("session-2")
+
+      expect(sessionStateStore.getExistingState("session-1")).toBeDefined()
+      expect(sessionStateStore.getExistingState("session-2")).toBeDefined()
+
+      // when
+      enforcer.dispose()
+
+      // then
+      expect(clearIntervalCalls).toHaveLength(1)
+      expect(sessionStateStore.getExistingState("session-1")).toBeUndefined()
+      expect(sessionStateStore.getExistingState("session-2")).toBeUndefined()
+    } finally {
+      globalThis.clearInterval = originalClearInterval
+    }
+  })
+})
--- a/src/hooks/todo-continuation-enforcer/index.ts
+++ b/src/hooks/todo-continuation-enforcer/index.ts
@@ -56,5 +56,6 @@ export function createTodoContinuationEnforcer(
    markRecovering,
    markRecoveryComplete,
    cancelAllCountdowns,
+    dispose: () => sessionStateStore.shutdown(),
  }
 }
--- a/src/hooks/todo-continuation-enforcer/types.ts
+++ b/src/hooks/todo-continuation-enforcer/types.ts
@@ -13,6 +13,7 @@ export interface TodoContinuationEnforcer {
  markRecovering: (sessionID: string) => void
  markRecoveryComplete: (sessionID: string) => void
  cancelAllCountdowns: () => void
+  dispose: () => void
 }

 export interface Todo {
--- a/src/index.ts
+++ b/src/index.ts
@@ -7,6 +7,7 @@ import { createHooks } from "./create-hooks"
 import { createManagers } from "./create-managers"
 import { createTools } from "./create-tools"
 import { createPluginInterface } from "./plugin-interface"
+import { createPluginDispose, type PluginDispose } from "./plugin-dispose"

 import { loadPluginConfig } from "./plugin-config"
 import { createModelCacheState } from "./plugin-state"
@@ -14,6 +15,8 @@ import { createFirstMessageVariantGate } from "./shared/first-message-variant"
 import { injectServerAuthIntoClient, log } from "./shared"
 import { startTmuxCheck } from "./tools"

+let activePluginDispose: PluginDispose | null = null
+
 const OhMyOpenCodePlugin: Plugin = async (ctx) => {
  // Initialize config context for plugin runtime (prevents warnings from hooks)
  initConfigContext("opencode", null)
@@ -23,6 +26,7 @@ const OhMyOpenCodePlugin: Plugin = async (ctx) => {

  injectServerAuthIntoClient(ctx.client)
  startTmuxCheck()
+  await activePluginDispose?.()

  const pluginConfig = loadPluginConfig(ctx.directory, ctx)
  const disabledHooks = new Set(pluginConfig.disabled_hooks ?? [])
@@ -67,6 +71,12 @@ const OhMyOpenCodePlugin: Plugin = async (ctx) => {
    availableSkills: toolsResult.availableSkills,
  })

+  const dispose = createPluginDispose({
+    backgroundManager: managers.backgroundManager,
+    skillMcpManager: managers.skillMcpManager,
+    disposeHooks: hooks.disposeHooks,
+  })
+
  const pluginInterface = createPluginInterface({
    ctx,
    pluginConfig,
@@ -76,6 +86,8 @@ const OhMyOpenCodePlugin: Plugin = async (ctx) => {
    tools: toolsResult.filteredTools,
  })

+  activePluginDispose = dispose
+
  return {
    ...pluginInterface,

--- a/src/plugin-dispose.test.ts
+++ b/src/plugin-dispose.test.ts
@@ -0,0 +1,175 @@
+import { describe, expect, spyOn, test } from "bun:test"
+
+import { disposeCreatedHooks } from "./create-hooks"
+import { createPluginDispose } from "./plugin-dispose"
+
+describe("createPluginDispose", () => {
+  test("#given plugin with active managers and hooks #when dispose() is called #then backgroundManager.shutdown() is called", async () => {
+    // given
+    const backgroundManager = {
+      shutdown: async (): Promise<void> => {},
+    }
+    const skillMcpManager = {
+      disconnectAll: async (): Promise<void> => {},
+    }
+    const shutdownSpy = spyOn(backgroundManager, "shutdown")
+    const dispose = createPluginDispose({
+      backgroundManager,
+      skillMcpManager,
+      disposeHooks: (): void => {},
+    })
+
+    // when
+    await dispose()
+
+    // then
+    expect(shutdownSpy).toHaveBeenCalledTimes(1)
+  })
+
+  test("#given plugin with active MCP connections #when dispose() is called #then skillMcpManager.disconnectAll() is called", async () => {
+    // given
+    const backgroundManager = {
+      shutdown: async (): Promise<void> => {},
+    }
+    const skillMcpManager = {
+      disconnectAll: async (): Promise<void> => {},
+    }
+    const disconnectAllSpy = spyOn(skillMcpManager, "disconnectAll")
+    const dispose = createPluginDispose({
+      backgroundManager,
+      skillMcpManager,
+      disposeHooks: (): void => {},
+    })
+
+    // when
+    await dispose()
+
+    // then
+    expect(disconnectAllSpy).toHaveBeenCalledTimes(1)
+  })
+
+  test("#given plugin with hooks that have dispose #when dispose() is called #then each hook's dispose is called", async () => {
+    // given
+    const runtimeFallback = {
+      dispose: (): void => {},
+    }
+    const todoContinuationEnforcer = {
+      dispose: (): void => {},
+    }
+    const autoSlashCommand = {
+      dispose: (): void => {},
+    }
+    const runtimeFallbackDisposeSpy = spyOn(runtimeFallback, "dispose")
+    const todoContinuationEnforcerDisposeSpy = spyOn(todoContinuationEnforcer, "dispose")
+    const autoSlashCommandDisposeSpy = spyOn(autoSlashCommand, "dispose")
+    const dispose = createPluginDispose({
+      backgroundManager: {
+      shutdown: async (): Promise<void> => {},
+      },
+      skillMcpManager: {
+        disconnectAll: async (): Promise<void> => {},
+      },
+      disposeHooks: (): void => {
+        disposeCreatedHooks({
+          runtimeFallback,
+          todoContinuationEnforcer,
+          autoSlashCommand,
+        })
+      },
+    })
+
+    // when
+    await dispose()
+
+    // then
+    expect(runtimeFallbackDisposeSpy).toHaveBeenCalledTimes(1)
+    expect(todoContinuationEnforcerDisposeSpy).toHaveBeenCalledTimes(1)
+    expect(autoSlashCommandDisposeSpy).toHaveBeenCalledTimes(1)
+  })
+
+  test("#given dispose already called #when dispose() called again #then no errors", async () => {
+    // given
+    const backgroundManager = {
+      shutdown: async (): Promise<void> => {},
+    }
+    const skillMcpManager = {
+      disconnectAll: async (): Promise<void> => {},
+    }
+    const disposeHooks = {
+      run: (): void => {},
+    }
+    const shutdownSpy = spyOn(backgroundManager, "shutdown")
+    const disconnectAllSpy = spyOn(skillMcpManager, "disconnectAll")
+    const disposeHooksSpy = spyOn(disposeHooks, "run")
+    const dispose = createPluginDispose({
+      backgroundManager,
+      skillMcpManager,
+      disposeHooks: disposeHooks.run,
+    })
+
+    // when
+    await dispose()
+    await dispose()
+
+    // then
+    expect(shutdownSpy).toHaveBeenCalledTimes(1)
+    expect(disconnectAllSpy).toHaveBeenCalledTimes(1)
+    expect(disposeHooksSpy).toHaveBeenCalledTimes(1)
+  })
+
+  test("#given backgroundManager.shutdown() throws #when dispose() is called #then skillMcpManager.disconnectAll() and disposeHooks() are still called", async () => {
+    // given
+    const backgroundManager = {
+      shutdown: async (): Promise<void> => {
+        throw new Error("shutdown failed")
+      },
+    }
+    const skillMcpManager = {
+      disconnectAll: async (): Promise<void> => {},
+    }
+    const disposeHooksCalls: number[] = []
+    const disconnectAllSpy = spyOn(skillMcpManager, "disconnectAll")
+    const dispose = createPluginDispose({
+      backgroundManager,
+      skillMcpManager,
+      disposeHooks: (): void => {
+        disposeHooksCalls.push(1)
+      },
+    })
+
+    // when
+    await dispose()
+
+    // then
+    expect(disconnectAllSpy).toHaveBeenCalledTimes(1)
+    expect(disposeHooksCalls).toHaveLength(1)
+  })
+
+  test("#given skillMcpManager.disconnectAll() throws #when dispose() is called #then disposeHooks() is still called", async () => {
+    // given
+    const backgroundManager = {
+      shutdown: async (): Promise<void> => {},
+    }
+    const skillMcpManager = {
+      disconnectAll: async (): Promise<void> => {
+        throw new Error("disconnectAll failed")
+      },
+    }
+    const disposeHooksCalls: number[] = []
+    const shutdownSpy = spyOn(backgroundManager, "shutdown")
+    const dispose = createPluginDispose({
+      backgroundManager,
+      skillMcpManager,
+      disposeHooks: (): void => {
+        disposeHooksCalls.push(1)
+      },
+    })
+
+    // when
+    await dispose()
+
+    // then
+    expect(shutdownSpy).toHaveBeenCalledTimes(1)
+    expect(disposeHooksCalls).toHaveLength(1)
+  })
+})
--- a/src/plugin-dispose.ts
+++ b/src/plugin-dispose.ts
@@ -0,0 +1,43 @@
+import { log } from "./shared"
+
+export type PluginDispose = () => Promise<void>
+
+export function createPluginDispose(args: {
+  backgroundManager: {
+    shutdown: () => void | Promise<void>
+  }
+  skillMcpManager: {
+    disconnectAll: () => Promise<void>
+  }
+  disposeHooks: () => void
+}): PluginDispose {
+  const { backgroundManager, skillMcpManager, disposeHooks } = args
+  let disposePromise: Promise<void> | null = null
+
+  return async (): Promise<void> => {
+    if (disposePromise) {
+      await disposePromise
+      return
+    }
+
+    disposePromise = (async (): Promise<void> => {
+      try {
+        await backgroundManager.shutdown()
+      } catch (error) {
+        log("[plugin-dispose] backgroundManager.shutdown() error:", error)
+      }
+      try {
+        await skillMcpManager.disconnectAll()
+      } catch (error) {
+        log("[plugin-dispose] skillMcpManager.disconnectAll() error:", error)
+      }
+      try {
+        disposeHooks()
+      } catch (error) {
+        log("[plugin-dispose] disposeHooks() error:", error)
+      }
+    })()
+
+    await disposePromise
+  }
+}
--- a/src/plugin/event.ts
+++ b/src/plugin/event.ts
@@ -190,6 +190,7 @@ export function createEventHandler(args: {
    await Promise.resolve(hooks.compactionTodoPreserver?.event?.(input));
    await Promise.resolve(hooks.writeExistingFileGuard?.event?.(input));
    await Promise.resolve(hooks.atlasHook?.handler?.(input));
+    await Promise.resolve(hooks.autoSlashCommand?.event?.(input));
  };

  const recentSyntheticIdles = new Map<string, number>();
--- a/src/tools/call-omo-agent/sync-executor-leak.test.ts
+++ b/src/tools/call-omo-agent/sync-executor-leak.test.ts
@@ -0,0 +1,184 @@
+import { afterEach, beforeEach, describe, expect, mock, test } from "bun:test"
+import {
+  _resetForTesting,
+  subagentSessions,
+  syncSubagentSessions,
+} from "../../features/claude-code-session-state"
+import { executeSync } from "./sync-executor"
+
+type ExecuteSyncArgs = Parameters<typeof executeSync>[0]
+type ExecuteSyncToolContext = Parameters<typeof executeSync>[1]
+type ExecuteSyncDeps = NonNullable<Parameters<typeof executeSync>[3]>
+
+function createArgs(): ExecuteSyncArgs {
+  return {
+    subagent_type: "explore",
+    description: "cleanup leak",
+    prompt: "find something",
+    run_in_background: false,
+  }
+}
+
+function createToolContext(): ExecuteSyncToolContext {
+  return {
+    sessionID: "parent-session",
+    messageID: "msg-1",
+    agent: "sisyphus",
+    abort: new AbortController().signal,
+    metadata: mock(async () => {}),
+  }
+}
+
+function createContext(promptAsync: ReturnType<typeof mock>) {
+  return {
+    client: {
+      session: {
+        promptAsync,
+      },
+    },
+  }
+}
+
+function createDependencies(overrides?: Partial<ExecuteSyncDeps>): ExecuteSyncDeps {
+  return {
+    createOrGetSession: mock(async () => ({ sessionID: "ses-default", isNew: true })),
+    waitForCompletion: mock(async () => {}),
+    processMessages: mock(async () => "agent response"),
+    setSessionFallbackChain: mock(() => {}),
+    clearSessionFallbackChain: mock(() => {}),
+    ...overrides,
+  }
+}
+
+describe("executeSync session cleanup", () => {
+  beforeEach(() => {
+    _resetForTesting()
+  })
+
+  afterEach(() => {
+    _resetForTesting()
+  })
+
+  describe("#given executeSync creates a session", () => {
+    test("#when execution completes successfully #then sessionID is removed from subagentSessions and syncSubagentSessions", async () => {
+      // given
+      const sessionID = "ses-cleanup-success"
+      const args = createArgs()
+      const toolContext = createToolContext()
+      const promptAsync = mock(async () => ({ data: {} }))
+      const deps = createDependencies({
+        createOrGetSession: mock(async () => {
+          subagentSessions.add(sessionID)
+          syncSubagentSessions.add(sessionID)
+          return { sessionID, isNew: true }
+        }),
+        waitForCompletion: mock(async (createdSessionID: string) => {
+          expect(createdSessionID).toBe(sessionID)
+          expect(subagentSessions.has(sessionID)).toBe(true)
+          expect(syncSubagentSessions.has(sessionID)).toBe(true)
+        }),
+      })
+
+      expect(subagentSessions.has(sessionID)).toBe(false)
+      expect(syncSubagentSessions.has(sessionID)).toBe(false)
+
+      // when
+      const result = await executeSync(args, toolContext, createContext(promptAsync) as never, deps)
+
+      // then
+      expect(result).toContain(`session_id: ${sessionID}`)
+      expect(subagentSessions.has(sessionID)).toBe(false)
+      expect(syncSubagentSessions.has(sessionID)).toBe(false)
+    })
+
+    test("#when execution throws an error #then sessionID is still removed from both Sets", async () => {
+      // given
+      const sessionID = "ses-cleanup-error"
+      const args = createArgs()
+      const toolContext = createToolContext()
+      const promptAsync = mock(async () => ({ data: {} }))
+      const deps = createDependencies({
+        createOrGetSession: mock(async () => {
+          subagentSessions.add(sessionID)
+          syncSubagentSessions.add(sessionID)
+          return { sessionID, isNew: true }
+        }),
+        waitForCompletion: mock(async (createdSessionID: string) => {
+          expect(createdSessionID).toBe(sessionID)
+          expect(subagentSessions.has(sessionID)).toBe(true)
+          expect(syncSubagentSessions.has(sessionID)).toBe(true)
+          throw new Error("poll exploded")
+        }),
+      })
+
+      // when
+      const resultPromise = executeSync(args, toolContext, createContext(promptAsync) as never, deps)
+
+      // then
+      let thrownError: Error | undefined
+
+      try {
+        await resultPromise
+      } catch (error) {
+        if (error instanceof Error) {
+          thrownError = error
+        } else {
+          throw error
+        }
+      }
+
+      expect(thrownError?.message).toBe("poll exploded")
+      expect(subagentSessions.has(sessionID)).toBe(false)
+      expect(syncSubagentSessions.has(sessionID)).toBe(false)
+    })
+  })
+
+  describe("#given executeSync reuses an existing session", () => {
+    test("#when execution completes successfully #then the reused session is tracked in both Sets", async () => {
+      // given
+      const sessionID = "ses-reused"
+      const args = { ...createArgs(), session_id: sessionID }
+      const toolContext = createToolContext()
+      const promptAsync = mock(async () => ({ data: {} }))
+      const deps = createDependencies({
+        createOrGetSession: mock(async () => ({ sessionID, isNew: false })),
+        waitForCompletion: mock(async (createdSessionID: string) => {
+          expect(createdSessionID).toBe(sessionID)
+          expect(subagentSessions.has(sessionID)).toBe(true)
+          expect(syncSubagentSessions.has(sessionID)).toBe(true)
+        }),
+      })
+
+      expect(subagentSessions.has(sessionID)).toBe(false)
+      expect(syncSubagentSessions.has(sessionID)).toBe(false)
+
+      // when
+      const result = await executeSync(args, toolContext, createContext(promptAsync) as never, deps)
+
+      // then
+      expect(result).toContain(`session_id: ${sessionID}`)
+      expect(subagentSessions.has(sessionID)).toBe(true)
+      expect(syncSubagentSessions.has(sessionID)).toBe(true)
+    })
+
+    test("#when execution applies a fallback chain #then it clears that chain in finally", async () => {
+      // given
+      const sessionID = "ses-reused-fallback"
+      const args = { ...createArgs(), session_id: sessionID }
+      const toolContext = createToolContext()
+      const promptAsync = mock(async () => ({ data: {} }))
+      const clearSessionFallbackChain = mock(() => {})
+      const deps = createDependencies({
+        createOrGetSession: mock(async () => ({ sessionID, isNew: false })),
+        clearSessionFallbackChain,
+      })
+      const fallbackChain = [{ providers: ["openai"], model: "gpt-5.4" }]
+
+      // when
+      await executeSync(args, toolContext, createContext(promptAsync) as never, deps, fallbackChain)
+
+      // then
+      expect(clearSessionFallbackChain).toHaveBeenCalledWith(sessionID)
+    })
+  })
+})
--- a/src/tools/call-omo-agent/sync-executor.test.ts
+++ b/src/tools/call-omo-agent/sync-executor.test.ts
@@ -24,6 +24,7 @@ type Dependencies = {
  waitForCompletion: ReturnType<typeof mock>
  processMessages: ReturnType<typeof mock>
  setSessionFallbackChain: ReturnType<typeof mock>
+  clearSessionFallbackChain: ReturnType<typeof mock>
 }

 async function importExecuteSync(): Promise<ExecuteSync> {
@@ -37,6 +38,7 @@ function createDependencies(overrides?: Partial<Dependencies>): Dependencies {
    waitForCompletion: mock(async () => {}),
    processMessages: mock(async () => "agent response"),
    setSessionFallbackChain: mock(() => {}),
+    clearSessionFallbackChain: mock(() => {}),
    ...overrides,
  }
 }
@@ -259,6 +261,7 @@ describe("executeSync", () => {
      waitForCompletion: mock(async () => {}),
      processMessages: mock(async () => "agent response"),
      setSessionFallbackChain: mock(() => {}),
+      clearSessionFallbackChain: mock(() => {}),
    }

    const spawnReservation = {
--- a/src/tools/call-omo-agent/sync-executor.ts
+++ b/src/tools/call-omo-agent/sync-executor.ts
@@ -1,12 +1,12 @@
 import type { CallOmoAgentArgs } from "./types"
 import type { PluginInput } from "@opencode-ai/plugin"
-import { log } from "../../shared"
+import { subagentSessions, syncSubagentSessions } from "../../features/claude-code-session-state"
+import { clearSessionFallbackChain, setSessionFallbackChain } from "../../hooks/model-fallback/hook"
+import { getAgentToolRestrictions, log } from "../../shared"
 import type { FallbackEntry } from "../../shared/model-requirements"
-import { getAgentToolRestrictions } from "../../shared"
-import { setSessionFallbackChain } from "../../hooks/model-fallback/hook"
-import { createOrGetSession } from "./session-creator"
 import { waitForCompletion } from "./completion-poller"
 import { processMessages } from "./message-processor"
+import { createOrGetSession } from "./session-creator"

 type SessionWithPromptAsync = {
  promptAsync: (opts: { path: { id: string }; body: Record<string, unknown> }) => Promise<unknown>
@@ -17,6 +17,7 @@ type ExecuteSyncDeps = {
  waitForCompletion: typeof waitForCompletion
  processMessages: typeof processMessages
  setSessionFallbackChain: typeof setSessionFallbackChain
+  clearSessionFallbackChain: typeof clearSessionFallbackChain
 }

 type SpawnReservation = {
@@ -29,6 +30,7 @@ const defaultDeps: ExecuteSyncDeps = {
  waitForCompletion,
  processMessages,
  setSessionFallbackChain,
+  clearSessionFallbackChain,
 }

 export async function executeSync(
@@ -46,10 +48,15 @@ export async function executeSync(
  spawnReservation?: SpawnReservation,
 ): Promise<string> {
  let sessionID: string | undefined
+  let createdSessionForExecution = false
+  let appliedFallbackChain = false

  try {
    const session = await deps.createOrGetSession(args, toolContext, ctx)
    sessionID = session.sessionID
+    createdSessionForExecution = session.isNew
+    subagentSessions.add(sessionID)
+    syncSubagentSessions.add(sessionID)

    if (session.isNew) {
      spawnReservation?.commit()
@@ -57,12 +64,15 @@ export async function executeSync(

    if (fallbackChain && fallbackChain.length > 0) {
      deps.setSessionFallbackChain(sessionID, fallbackChain)
+      appliedFallbackChain = true
    }

-    await toolContext.metadata?.({
-      title: args.description,
-      metadata: { sessionId: sessionID },
-    })
+    await Promise.resolve(
+      toolContext.metadata?.({
+        title: args.description,
+        metadata: { sessionId: sessionID },
+      })
+    )

    log(`[call_omo_agent] Sending prompt to session ${sessionID}`)
    log(`[call_omo_agent] Prompt text:`, args.prompt.substring(0, 100))
@@ -93,12 +103,18 @@ export async function executeSync(

    const responseText = await deps.processMessages(sessionID, ctx)

-    const output =
-      responseText + "\n\n" + ["<task_metadata>", `session_id: ${sessionID}`, "</task_metadata>"].join("\n")
-
-    return output
+    return responseText + "\n\n" + ["<task_metadata>", `session_id: ${sessionID}`, "</task_metadata>"].join("\n")
  } catch (error) {
    spawnReservation?.rollback()
    throw error
+  } finally {
+    if (sessionID && appliedFallbackChain) {
+      deps.clearSessionFallbackChain(sessionID)
+    }
+
+    if (sessionID && createdSessionForExecution) {
+      subagentSessions.delete(sessionID)
+      syncSubagentSessions.delete(sessionID)
+    }
  }
 }