diff --git a/ts/components/conversation/pinned-messages/PinMessageDialog.dom.tsx b/ts/components/conversation/pinned-messages/PinMessageDialog.dom.tsx
index a25588793d..6608951dcf 100644
--- a/ts/components/conversation/pinned-messages/PinMessageDialog.dom.tsx
+++ b/ts/components/conversation/pinned-messages/PinMessageDialog.dom.tsx
@@ -8,12 +8,14 @@ import { AxoRadioGroup } from '../../../axo/AxoRadioGroup.dom.js';
 import { DurationInSeconds } from '../../../util/durations/duration-in-seconds.std.js';
 import { strictAssert } from '../../../util/assert.std.js';
 import { AxoAlertDialog } from '../../../axo/AxoAlertDialog.dom.js';
+import { isInternalFeaturesEnabled } from '../../../util/isInternalFeaturesEnabled.dom.js';
 
 enum DurationOption {
   TIME_24_HOURS = 'TIME_24_HOURS',
   TIME_7_DAYS = 'TIME_7_DAYS',
   TIME_30_DAYS = 'TIME_30_DAYS',
   FOREVER = 'FOREVER',
+  DEBUG_10_SECONDS = 'DEBUG_10_SECONDS',
 }
 
 const DURATION_OPTIONS: Record<DurationOption, DurationInSeconds | null> = {
@@ -21,6 +23,7 @@ const DURATION_OPTIONS: Record<DurationOption, DurationInSeconds | null> = {
   [DurationOption.TIME_7_DAYS]: DurationInSeconds.fromDays(7),
   [DurationOption.TIME_30_DAYS]: DurationInSeconds.fromDays(30),
   [DurationOption.FOREVER]: null,
+  [DurationOption.DEBUG_10_SECONDS]: DurationInSeconds.fromSeconds(10),
 };
 
 function isValidDurationOption(value: string): value is DurationOption {
@@ -152,6 +155,14 @@ export const PinMessageDialog = memo(function PinMessageDialog(
                   {i18n('icu:PinMessageDialog__Option--FOREVER')}
                 </AxoRadioGroup.Label>
               </AxoRadioGroup.Item>
+              {isInternalFeaturesEnabled() && (
+                <AxoRadioGroup.Item value={DurationOption.DEBUG_10_SECONDS}>
+                  <AxoRadioGroup.Indicator />
+                  <AxoRadioGroup.Label>
+                    10 seconds (Internal)
+                  </AxoRadioGroup.Label>
+                </AxoRadioGroup.Item>
+              )}
             </AxoRadioGroup.Root>
           </AxoDialog.Body>
           <AxoDialog.Footer>
diff --git a/ts/jobs/conversationJobQueue.preload.ts b/ts/jobs/conversationJobQueue.preload.ts
index dee724de04..1c027ff9ae 100644
--- a/ts/jobs/conversationJobQueue.preload.ts
+++ b/ts/jobs/conversationJobQueue.preload.ts
@@ -292,6 +292,7 @@ const unpinMessageJobDataSchema = z.object({
   targetAuthorAci: aciSchema,
   targetSentTimestamp: z.number(),
   unpinnedAt: z.number(),
+  isSyncOnly: z.boolean(),
 });
 export type UnpinMessageJobData = z.infer<typeof unpinMessageJobDataSchema>;
 
diff --git a/ts/jobs/helpers/createSendMessageJob.preload.ts b/ts/jobs/helpers/createSendMessageJob.preload.ts
index 2f8e190f57..1f69aa7748 100644
--- a/ts/jobs/helpers/createSendMessageJob.preload.ts
+++ b/ts/jobs/helpers/createSendMessageJob.preload.ts
@@ -25,6 +25,7 @@ import { itemStorage } from '../../textsecure/Storage.preload.js';
 export type SendMessageJobOptions<Data> = Readonly<{
   sendName: string; // ex: 'sendExampleMessage'
   sendType: SendTypesType;
+  isSyncOnly: (data: Data) => boolean;
   getMessageId: (data: Data) => string | null;
   getMessageOptions: (
     data: Data
@@ -43,6 +44,7 @@ export function createSendMessageJob<Data>(
     const {
       sendName,
       sendType,
+      isSyncOnly,
       getMessageId,
       getMessageOptions,
       getExpirationStartTimestamp,
@@ -60,7 +62,9 @@ export function createSendMessageJob<Data>(
       getSendRecipientLists({
         log,
         conversation,
-        conversationIds: Array.from(conversation.getMemberConversationIds()),
+        conversationIds: isSyncOnly(data)
+          ? [window.ConversationController.getOurConversationIdOrThrow()]
+          : Array.from(conversation.getMemberConversationIds()),
       });
 
     if (untrustedServiceIds.length > 0) {
diff --git a/ts/jobs/helpers/sendPinMessage.preload.ts b/ts/jobs/helpers/sendPinMessage.preload.ts
index 3ad7300cbd..b8845c6712 100644
--- a/ts/jobs/helpers/sendPinMessage.preload.ts
+++ b/ts/jobs/helpers/sendPinMessage.preload.ts
@@ -6,6 +6,9 @@ import { createSendMessageJob } from './createSendMessageJob.preload.js';
 export const sendPinMessage = createSendMessageJob<PinMessageJobData>({
   sendName: 'sendPinMessage',
   sendType: 'pinMessage',
+  isSyncOnly() {
+    return false;
+  },
   getMessageId(data) {
     return data.targetMessageId;
   },
diff --git a/ts/jobs/helpers/sendUnpinMessage.preload.ts b/ts/jobs/helpers/sendUnpinMessage.preload.ts
index d44a9aae82..69bf2b582e 100644
--- a/ts/jobs/helpers/sendUnpinMessage.preload.ts
+++ b/ts/jobs/helpers/sendUnpinMessage.preload.ts
@@ -7,6 +7,9 @@ import { createSendMessageJob } from './createSendMessageJob.preload.js';
 export const sendUnpinMessage = createSendMessageJob<UnpinMessageJobData>({
   sendName: 'sendUnpinMessage',
   sendType: 'unpinMessage',
+  isSyncOnly(data) {
+    return data.isSyncOnly;
+  },
   getMessageId(data) {
     return data.targetMessageId;
   },
diff --git a/ts/services/expiring/pinnedMessagesCleanupService.preload.ts b/ts/services/expiring/pinnedMessagesCleanupService.preload.ts
index abf40fe363..dc6baae4c5 100644
--- a/ts/services/expiring/pinnedMessagesCleanupService.preload.ts
+++ b/ts/services/expiring/pinnedMessagesCleanupService.preload.ts
@@ -4,6 +4,12 @@
 import { DataReader, DataWriter } from '../../sql/Client.preload.js';
 import { createExpiringEntityCleanupService } from './createExpiringEntityCleanupService.std.js';
 import { strictAssert } from '../../util/assert.std.js';
+import {
+  conversationJobQueue,
+  conversationQueueJobEnum,
+} from '../../jobs/conversationJobQueue.preload.js';
+import { getPinnedMessageTarget } from '../../util/getPinMessageTarget.preload.js';
+import { drop } from '../../util/drop.std.js';
 
 export const pinnedMessagesCleanupService = createExpiringEntityCleanupService({
   logPrefix: 'PinnedMessages',
@@ -23,11 +29,39 @@ export const pinnedMessagesCleanupService = createExpiringEntityCleanupService({
     };
   },
   cleanupExpiredEntities: async () => {
-    const deletedPinnedMessagesIds =
+    const deletedPinnedMessages =
       await DataWriter.deleteAllExpiredPinnedMessagesBefore(Date.now());
+    const unpinnedAt = Date.now();
+    const deletedPinnedMessagesIds = [];
+    const changedConversationIds = new Set<string>();
+
+    for (const pinnedMessage of deletedPinnedMessages) {
+      deletedPinnedMessagesIds.push(pinnedMessage.id);
+      changedConversationIds.add(pinnedMessage.conversationId);
+      // Add to conversation queue without waiting
+      drop(sendUnpinSync(pinnedMessage.messageId, unpinnedAt));
+    }
+
+    for (const conversationId of changedConversationIds) {
+      window.reduxActions.conversations.onPinnedMessagesChanged(conversationId);
+    }
+
     return deletedPinnedMessagesIds;
   },
   subscribeToTriggers: () => {
     return () => null;
   },
 });
+
+async function sendUnpinSync(targetMessageId: string, unpinnedAt: number) {
+  const target = await getPinnedMessageTarget(targetMessageId);
+  if (target == null) {
+    return;
+  }
+  await conversationJobQueue.add({
+    type: conversationQueueJobEnum.enum.UnpinMessage,
+    ...target,
+    unpinnedAt,
+    isSyncOnly: true,
+  });
+}
diff --git a/ts/sql/Interface.std.ts b/ts/sql/Interface.std.ts
index 422c5a5985..ce22cc7f07 100644
--- a/ts/sql/Interface.std.ts
+++ b/ts/sql/Interface.std.ts
@@ -1399,7 +1399,7 @@ type WritableInterface = {
   deletePinnedMessageByMessageId: (messageId: string) => PinnedMessageId | null;
   deleteAllExpiredPinnedMessagesBefore: (
     beforeTimestamp: number
-  ) => ReadonlyArray<PinnedMessageId>;
+  ) => ReadonlyArray<PinnedMessage>;
 
   removeAll: () => void;
   removeAllConfiguration: () => void;
diff --git a/ts/sql/server/pinnedMessages.std.ts b/ts/sql/server/pinnedMessages.std.ts
index 5a23bc90df..354da8dbdd 100644
--- a/ts/sql/server/pinnedMessages.std.ts
+++ b/ts/sql/server/pinnedMessages.std.ts
@@ -232,11 +232,11 @@ export function getNextExpiringPinnedMessageAcrossConversations(
 export function deleteAllExpiredPinnedMessagesBefore(
   db: WritableDB,
   beforeTimestamp: number
-): ReadonlyArray<PinnedMessageId> {
+): ReadonlyArray<PinnedMessage> {
   const [query, params] = sql`
     DELETE FROM pinnedMessages
     WHERE expiresAt <= ${beforeTimestamp}
-    RETURNING id
+    RETURNING *
   `;
-  return db.prepare(query, { pluck: true }).all<PinnedMessageId>(params);
+  return db.prepare(query).all<PinnedMessage>(params);
 }
diff --git a/ts/state/ducks/conversations.preload.ts b/ts/state/ducks/conversations.preload.ts
index d17dbe3b32..8a1ca37692 100644
--- a/ts/state/ducks/conversations.preload.ts
+++ b/ts/state/ducks/conversations.preload.ts
@@ -253,6 +253,7 @@ import type { StateThunk } from '../types.std.js';
 import { getPinnedMessagesLimit } from '../../util/pinnedMessages.dom.js';
 import { getPinnedMessageExpiresAt } from '../../util/pinnedMessages.std.js';
 import { pinnedMessagesCleanupService } from '../../services/expiring/pinnedMessagesCleanupService.preload.js';
+import { getPinnedMessageTarget } from '../../util/getPinMessageTarget.preload.js';
 
 const {
   chunk,
@@ -5126,41 +5127,6 @@ function startAvatarDownload(
   };
 }
 
-function getMessageAuthorAci(
-  message: ReadonlyMessageAttributesType
-): AciString {
-  if (isIncoming(message)) {
-    strictAssert(
-      isAciString(message.sourceServiceId),
-      'Message sourceServiceId must be an ACI'
-    );
-    return message.sourceServiceId;
-  }
-  return itemStorage.user.getCheckedAci();
-}
-
-type PinnedMessageTarget = ReadonlyDeep<{
-  conversationId: string;
-  targetMessageId: string;
-  targetAuthorAci: AciString;
-  targetSentTimestamp: number;
-}>;
-
-async function getPinnedMessageTarget(
-  targetMessageId: string
-): Promise<PinnedMessageTarget> {
-  const message = await DataReader.getMessageById(targetMessageId);
-  if (message == null) {
-    throw new Error('getPinnedMessageTarget: Target message not found');
-  }
-  return {
-    conversationId: message.conversationId,
-    targetMessageId: message.id,
-    targetAuthorAci: getMessageAuthorAci(message),
-    targetSentTimestamp: message.sent_at,
-  };
-}
-
 function onPinnedMessagesChanged(
   conversationId: string
 ): StateThunk<PinnedMessagesReplace> {
@@ -5194,6 +5160,10 @@ function onPinnedMessageAdd(
 ): StateThunk {
   return async dispatch => {
     const target = await getPinnedMessageTarget(targetMessageId);
+    if (target == null) {
+      throw new Error('onPinnedMessageAdd: Missing target message');
+    }
+
     const targetConversation = window.ConversationController.get(
       target.conversationId
     );
@@ -5239,10 +5209,14 @@ function onPinnedMessageAdd(
 function onPinnedMessageRemove(targetMessageId: string): StateThunk {
   return async dispatch => {
     const target = await getPinnedMessageTarget(targetMessageId);
+    if (target == null) {
+      throw new Error('onPinnedMessageRemove: Missing target message');
+    }
     await conversationJobQueue.add({
       type: conversationQueueJobEnum.enum.UnpinMessage,
       ...target,
       unpinnedAt: Date.now(),
+      isSyncOnly: false,
     });
     await DataWriter.deletePinnedMessageByMessageId(targetMessageId);
     drop(pinnedMessagesCleanupService.trigger('onPinnedMessageRemove'));
diff --git a/ts/test-node/sql/server/pinnedMessages_test.node.ts b/ts/test-node/sql/server/pinnedMessages_test.node.ts
index 066b80aa6f..9d5804fd07 100644
--- a/ts/test-node/sql/server/pinnedMessages_test.node.ts
+++ b/ts/test-node/sql/server/pinnedMessages_test.node.ts
@@ -298,7 +298,7 @@ describe('sql/server/pinnedMessages', () => {
       const row3 = insertPin(getParams('c1', 'c1-m3', 3, 3)); // not expired yet
       const result = deleteAllExpiredPinnedMessagesBefore(db, 2);
       assertRows([row3]);
-      assert.deepEqual(result, [row1.id, row2.id]);
+      assert.deepEqual(result, [row1, row2]);
     });
   });
 });
diff --git a/ts/util/getPinMessageTarget.preload.ts b/ts/util/getPinMessageTarget.preload.ts
new file mode 100644
index 0000000000..d8a3eb6e35
--- /dev/null
+++ b/ts/util/getPinMessageTarget.preload.ts
@@ -0,0 +1,45 @@
+// Copyright 2026 Signal Messenger, LLC
+// SPDX-License-Identifier: AGPL-3.0-only
+
+import { isIncoming } from '../messages/helpers.std.js';
+import type { ReadonlyMessageAttributesType } from '../model-types.js';
+import { DataReader } from '../sql/Client.preload.js';
+import { itemStorage } from '../textsecure/Storage.preload.js';
+import type { AciString } from '../types/ServiceId.std.js';
+import { strictAssert } from './assert.std.js';
+import { isAciString } from './isAciString.std.js';
+
+export type PinnedMessageTarget = Readonly<{
+  conversationId: string;
+  targetMessageId: string;
+  targetAuthorAci: AciString;
+  targetSentTimestamp: number;
+}>;
+
+function getMessageAuthorAci(
+  message: ReadonlyMessageAttributesType
+): AciString {
+  if (isIncoming(message)) {
+    strictAssert(
+      isAciString(message.sourceServiceId),
+      'Message sourceServiceId must be an ACI'
+    );
+    return message.sourceServiceId;
+  }
+  return itemStorage.user.getCheckedAci();
+}
+
+export async function getPinnedMessageTarget(
+  targetMessageId: string
+): Promise<PinnedMessageTarget | null> {
+  const message = await DataReader.getMessageById(targetMessageId);
+  if (message == null) {
+    return null;
+  }
+  return {
+    conversationId: message.conversationId,
+    targetMessageId: message.id,
+    targetAuthorAci: getMessageAuthorAci(message),
+    targetSentTimestamp: message.sent_at,
+  };
+}