diff --git a/CHANGELOG.md b/CHANGELOG.md
index 200c190eb7a..9315366ee78 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -32,6 +32,7 @@ Docs: https://docs.openclaw.ai
 ### Fixes
 
 - Codex harness: route Codex-tagged MCP tool approval elicitations through OpenClaw plugin approvals, including current empty-schema app-server requests, while leaving generic user-input prompts fail-closed. (#68807) Thanks @kesslerio.
+- WhatsApp/outbound: hold an in-memory active-delivery claim while a live outbound send is in flight, so a concurrent reconnect drain no longer re-drives the same pending queue entry and duplicates cron sends 7-12x after the 30-minute inbound-silence watchdog fires mid-delivery. Crash-replay of fresh queue entries left behind by a dead process is preserved because the claim is intentionally process-local. Fixes #70386.
 - Providers/OpenAI: harden Voice Call realtime transcription against OpenAI Realtime session-update drift, forward language and prompt hints, and add live coverage for realtime STT.
 - Providers/Moonshot: stop strict-sanitizing Kimi's native tool_call IDs (shaped like `functions.<name>:<index>`) on the OpenAI-compatible transport, so multi-turn agentic flows through Kimi K2.6 no longer break after 2-3 tool-calling rounds when the serving layer fails to match mangled IDs against the original tool definitions. Adds a `sanitizeToolCallIds` opt-out to the shared `openai-compatible` replay family helper and wires Moonshot to it. Fixes #62319. (#70030) Thanks @LeoDu0314.
 - Dependencies/security: override transitive `uuid` to `14.0.0`, clearing the runtime advisory across dependencies.
diff --git a/src/infra/outbound/deliver.test.ts b/src/infra/outbound/deliver.test.ts
index dcdcad69365..eb250133be8 100644
--- a/src/infra/outbound/deliver.test.ts
+++ b/src/infra/outbound/deliver.test.ts
@@ -36,6 +36,8 @@ const queueMocks = vi.hoisted(() => ({
   enqueueDelivery: vi.fn(async () => "mock-queue-id"),
   ackDelivery: vi.fn(async () => {}),
   failDelivery: vi.fn(async () => {}),
+  tryClaimActiveDelivery: vi.fn<(entryId: string) => boolean>(() => true),
+  releaseActiveDelivery: vi.fn<(entryId: string) => void>(() => {}),
 }));
 const logMocks = vi.hoisted(() => ({
   warn: vi.fn(),
@@ -70,6 +72,8 @@ vi.mock("./delivery-queue.js", () => ({
   enqueueDelivery: queueMocks.enqueueDelivery,
   ackDelivery: queueMocks.ackDelivery,
   failDelivery: queueMocks.failDelivery,
+  tryClaimActiveDelivery: queueMocks.tryClaimActiveDelivery,
+  releaseActiveDelivery: queueMocks.releaseActiveDelivery,
 }));
 vi.mock("../../logging/subsystem.js", () => ({
   createSubsystemLogger: () => {
diff --git a/src/infra/outbound/deliver.ts b/src/infra/outbound/deliver.ts
index a727590f490..15836e4cc40 100644
--- a/src/infra/outbound/deliver.ts
+++ b/src/infra/outbound/deliver.ts
@@ -36,7 +36,13 @@ import { getGlobalHookRunner } from "../../plugins/hook-runner-global.js";
 import { formatErrorMessage } from "../errors.js";
 import { throwIfAborted } from "./abort.js";
 import type { OutboundDeliveryResult } from "./deliver-types.js";
-import { ackDelivery, enqueueDelivery, failDelivery } from "./delivery-queue.js";
+import {
+  ackDelivery,
+  enqueueDelivery,
+  failDelivery,
+  releaseActiveDelivery,
+  tryClaimActiveDelivery,
+} from "./delivery-queue.js";
 import type { OutboundIdentity } from "./identity.js";
 import type { DeliveryMirror } from "./mirror.js";
 import {
@@ -660,6 +666,13 @@ export async function deliverOutboundPayloads(
         gatewayClientScopes: params.gatewayClientScopes,
       }).catch(() => null); // Best-effort — don't block delivery if queue write fails.
 
+  // Claim the queue entry against the shared in-memory recovery set so a
+  // concurrent reconnect/startup drain skips this id while the live send is
+  // still running. Without this, a reconnect during an in-flight delivery can
+  // re-drive the same entry (retryCount=0, lastAttemptAt=undefined is drain-
+  // eligible by design to preserve crash replay) and produce duplicates.
+  const heldActiveClaim = queueId ? tryClaimActiveDelivery(queueId) : false;
+
   // Wrap onError to detect partial failures under bestEffort mode.
   // When bestEffort is true, per-payload errors are caught and passed to onError
   // without throwing — so the outer try/catch never fires. We track whether any
@@ -694,6 +707,10 @@ export async function deliverOutboundPayloads(
       }
     }
     throw err;
+  } finally {
+    if (queueId && heldActiveClaim) {
+      releaseActiveDelivery(queueId);
+    }
   }
 }
 
diff --git a/src/infra/outbound/delivery-queue-recovery.ts b/src/infra/outbound/delivery-queue-recovery.ts
index 2b49783eb5e..c8874213ece 100644
--- a/src/infra/outbound/delivery-queue-recovery.ts
+++ b/src/infra/outbound/delivery-queue-recovery.ts
@@ -90,6 +90,22 @@ function releaseRecoveryEntry(entryId: string): void {
   entriesInProgress.delete(entryId);
 }
 
+/**
+ * Claim an entry id against the shared in-memory recovery set so a concurrent
+ * reconnect/startup drain will skip it while the owning caller is mid-flight.
+ * Returns `false` if the id is already claimed. Callers must pair a successful
+ * claim with {@link releaseActiveDelivery} in a `finally`. The claim is
+ * process-local and intentionally does not survive a crash, so crash-replay
+ * paths still recover fresh entries whose owning process died.
+ */
+export function tryClaimActiveDelivery(entryId: string): boolean {
+  return claimRecoveryEntry(entryId);
+}
+
+export function releaseActiveDelivery(entryId: string): void {
+  releaseRecoveryEntry(entryId);
+}
+
 function buildRecoveryDeliverParams(entry: QueuedDelivery, cfg: OpenClawConfig) {
   return {
     cfg,
diff --git a/src/infra/outbound/delivery-queue.reconnect-drain.test.ts b/src/infra/outbound/delivery-queue.reconnect-drain.test.ts
index 03e67083dcb..f4234b5599c 100644
--- a/src/infra/outbound/delivery-queue.reconnect-drain.test.ts
+++ b/src/infra/outbound/delivery-queue.reconnect-drain.test.ts
@@ -10,6 +10,8 @@ import {
   MAX_RETRIES,
   type RecoveryLogger,
   recoverPendingDeliveries,
+  releaseActiveDelivery,
+  tryClaimActiveDelivery,
 } from "./delivery-queue.js";
 import {
   createRecoveryLog,
@@ -413,4 +415,35 @@ describe("drainPendingDeliveries for reconnect", () => {
 
     expect(deliver).not.toHaveBeenCalled();
   });
+
+  it("skips entries that an in-flight live delivery has actively claimed", async () => {
+    // Regression for openclaw/openclaw#70386: a reconnect drain that runs
+    // while the live send is still writing to the adapter must not re-drive
+    // the same entry. The live delivery path holds an in-memory active claim
+    // for `queueId` across its send; drain honors that claim via the same
+    // `entriesInProgress` set used for startup recovery.
+    const log = createRecoveryLog();
+    const deliver = vi.fn<DeliverFn>(async () => {});
+
+    const id = await enqueueDelivery(
+      { channel: "directchat", to: "+1555", payloads: [{ text: "hi" }], accountId: "acct1" },
+      tmpDir,
+    );
+
+    expect(tryClaimActiveDelivery(id)).toBe(true);
+    try {
+      await drainAcct1DirectChatReconnect({ deliver, log, stateDir: tmpDir });
+      expect(deliver).not.toHaveBeenCalled();
+      expect(log.info).toHaveBeenCalledWith(
+        expect.stringContaining(`entry ${id} is already being recovered`),
+      );
+    } finally {
+      releaseActiveDelivery(id);
+    }
+
+    // Once the live delivery path releases its claim (success or failure), a
+    // later reconnect drain is free to pick the entry up again.
+    await drainAcct1DirectChatReconnect({ deliver, log, stateDir: tmpDir });
+    expect(deliver).toHaveBeenCalledTimes(1);
+  });
 });
diff --git a/src/infra/outbound/delivery-queue.ts b/src/infra/outbound/delivery-queue.ts
index 78cfd1bff87..78a167292ea 100644
--- a/src/infra/outbound/delivery-queue.ts
+++ b/src/infra/outbound/delivery-queue.ts
@@ -15,6 +15,8 @@ export {
   isPermanentDeliveryError,
   MAX_RETRIES,
   recoverPendingDeliveries,
+  releaseActiveDelivery,
+  tryClaimActiveDelivery,
 } from "./delivery-queue-recovery.js";
 export type {
   DeliverFn,