diff --git a/ts/jobs/helpers/sendDeleteForEveryone.ts b/ts/jobs/helpers/sendDeleteForEveryone.ts
index b3ca6c3603..be0ea4302d 100644
--- a/ts/jobs/helpers/sendDeleteForEveryone.ts
+++ b/ts/jobs/helpers/sendDeleteForEveryone.ts
@@ -92,7 +92,7 @@ export async function sendDeleteForEveryone(
 
   await conversation.queueJob(
     'conversationQueue/sendDeleteForEveryone',
-    async () => {
+    async abortSignal => {
       log.info(
         `Sending deleteForEveryone to conversation ${logId}`,
         `with timestamp ${timestamp}`,
@@ -209,6 +209,7 @@ export async function sendDeleteForEveryone(
             messageIds,
             send: async () =>
               window.Signal.Util.sendToGroup({
+                abortSignal,
                 contentHint,
                 groupSendOptions: {
                   groupV1: conversation.getGroupV1Info(recipients),
diff --git a/ts/jobs/helpers/sendGroupUpdate.ts b/ts/jobs/helpers/sendGroupUpdate.ts
index 982324e670..cbe6744b22 100644
--- a/ts/jobs/helpers/sendGroupUpdate.ts
+++ b/ts/jobs/helpers/sendGroupUpdate.ts
@@ -90,27 +90,30 @@ export async function sendGroupUpdate(
   };
 
   try {
-    await conversation.queueJob('conversationQueue/sendGroupUpdate', async () =>
-      wrapWithSyncMessageSend({
-        conversation,
-        logId,
-        messageIds: [],
-        send: async () =>
-          window.Signal.Util.sendToGroup({
-            groupSendOptions: {
-              groupV2,
-              timestamp,
-              profileKey,
-            },
-            contentHint,
-            messageId: undefined,
-            sendOptions,
-            sendTarget: conversation.toSenderKeyTarget(),
-            sendType,
-          }),
-        sendType,
-        timestamp,
-      })
+    await conversation.queueJob(
+      'conversationQueue/sendGroupUpdate',
+      async abortSignal =>
+        wrapWithSyncMessageSend({
+          conversation,
+          logId,
+          messageIds: [],
+          send: async () =>
+            window.Signal.Util.sendToGroup({
+              abortSignal,
+              groupSendOptions: {
+                groupV2,
+                timestamp,
+                profileKey,
+              },
+              contentHint,
+              messageId: undefined,
+              sendOptions,
+              sendTarget: conversation.toSenderKeyTarget(),
+              sendType,
+            }),
+          sendType,
+          timestamp,
+        })
     );
   } catch (error: unknown) {
     await handleMultipleSendErrors({
diff --git a/ts/jobs/helpers/sendNormalMessage.ts b/ts/jobs/helpers/sendNormalMessage.ts
index 6e2ed0beab..a74990849c 100644
--- a/ts/jobs/helpers/sendNormalMessage.ts
+++ b/ts/jobs/helpers/sendNormalMessage.ts
@@ -199,8 +199,9 @@ export async function sendNormalMessage(
         log.info('sending group message');
         innerPromise = conversation.queueJob(
           'conversationQueue/sendNormalMessage',
-          () =>
+          abortSignal =>
             window.Signal.Util.sendToGroup({
+              abortSignal,
               contentHint: ContentHint.RESENDABLE,
               groupSendOptions: {
                 attachments,
diff --git a/ts/jobs/helpers/sendReaction.ts b/ts/jobs/helpers/sendReaction.ts
index 70337b939a..fea23561f1 100644
--- a/ts/jobs/helpers/sendReaction.ts
+++ b/ts/jobs/helpers/sendReaction.ts
@@ -242,7 +242,7 @@ export async function sendReaction(
         log.info('sending group reaction message');
         promise = conversation.queueJob(
           'conversationQueue/sendReaction',
-          () => {
+          abortSignal => {
             // Note: this will happen for all old jobs queued before 5.32.x
             if (isGroupV2(conversation.attributes) && !isNumber(revision)) {
               log.error('No revision provided, but conversation is GroupV2');
@@ -256,6 +256,7 @@ export async function sendReaction(
             }
 
             return window.Signal.Util.sendToGroup({
+              abortSignal,
               contentHint: ContentHint.RESENDABLE,
               groupSendOptions: {
                 groupV1: conversation.getGroupV1Info(
diff --git a/ts/models/conversations.ts b/ts/models/conversations.ts
index 75c0378fb6..ab8a3e540d 100644
--- a/ts/models/conversations.ts
+++ b/ts/models/conversations.ts
@@ -3440,7 +3440,10 @@ export class ConversationModel extends window.Backbone
     return null;
   }
 
-  queueJob<T>(name: string, callback: () => Promise<T>): Promise<T> {
+  queueJob<T>(
+    name: string,
+    callback: (abortSignal: AbortSignal) => Promise<T>
+  ): Promise<T> {
     this.jobQueue = this.jobQueue || new window.PQueue({ concurrency: 1 });
 
     const taskWithTimeout = createTaskWithTimeout(
@@ -3448,6 +3451,9 @@ export class ConversationModel extends window.Backbone
       `conversation ${this.idForLogging()}`
     );
 
+    const abortController = new AbortController();
+    const { signal: abortSignal } = abortController;
+
     const queuedAt = Date.now();
     return this.jobQueue.add(async () => {
       const startedAt = Date.now();
@@ -3458,7 +3464,10 @@ export class ConversationModel extends window.Backbone
       }
 
       try {
-        return await taskWithTimeout();
+        return await taskWithTimeout(abortSignal);
+      } catch (error) {
+        abortController.abort();
+        throw error;
       } finally {
         const duration = Date.now() - startedAt;
 
diff --git a/ts/util/sendToGroup.ts b/ts/util/sendToGroup.ts
index e0ae4f9723..bd66540e32 100644
--- a/ts/util/sendToGroup.ts
+++ b/ts/util/sendToGroup.ts
@@ -89,6 +89,7 @@ export type SenderKeyTargetType = {
 };
 
 export async function sendToGroup({
+  abortSignal,
   contentHint,
   groupSendOptions,
   isPartialSend,
@@ -97,6 +98,7 @@ export async function sendToGroup({
   sendTarget,
   sendType,
 }: {
+  abortSignal?: AbortSignal;
   contentHint: number;
   groupSendOptions: GroupSendOptionsType;
   isPartialSend?: boolean;
@@ -120,6 +122,12 @@ export async function sendToGroup({
     protoAttributes
   );
 
+  // Attachment upload might take too long to succeed - we don't want to proceed
+  // with the send if the caller aborted this call.
+  if (abortSignal?.aborted) {
+    throw new Error('sendToGroup was aborted');
+  }
+
   return sendContentMessageToGroup({
     contentHint,
     contentMessage,