diff --git a/ts/jobs/helpers/findRetryAfterTimeFromError.ts b/ts/jobs/helpers/findRetryAfterTimeFromError.ts
new file mode 100644
index 0000000000..d6ffcfd071
--- /dev/null
+++ b/ts/jobs/helpers/findRetryAfterTimeFromError.ts
@@ -0,0 +1,20 @@
+// Copyright 2021-2022 Signal Messenger, LLC
+// SPDX-License-Identifier: AGPL-3.0-only
+
+import { isRecord } from '../../util/isRecord';
+import { HTTPError } from '../../textsecure/Errors';
+import { parseRetryAfter } from '../../util/parseRetryAfter';
+
+export function findRetryAfterTimeFromError(err: unknown): number {
+  let rawValue: unknown;
+
+  if (isRecord(err)) {
+    if (isRecord(err.responseHeaders)) {
+      rawValue = err.responseHeaders['retry-after'];
+    } else if (err.httpError instanceof HTTPError) {
+      rawValue = err.httpError.responseHeaders?.['retry-after'];
+    }
+  }
+
+  return parseRetryAfter(rawValue);
+}
diff --git a/ts/jobs/helpers/handleMultipleSendErrors.ts b/ts/jobs/helpers/handleMultipleSendErrors.ts
new file mode 100644
index 0000000000..5e9d8473f9
--- /dev/null
+++ b/ts/jobs/helpers/handleMultipleSendErrors.ts
@@ -0,0 +1,70 @@
+// Copyright 2022 Signal Messenger, LLC
+// SPDX-License-Identifier: AGPL-3.0-only
+
+import type { LoggerType } from '../../types/Logging';
+import * as Errors from '../../types/errors';
+import { sleepFor413RetryAfterTime } from './sleepFor413RetryAfterTime';
+import { getHttpErrorCode } from './getHttpErrorCode';
+import { strictAssert } from '../../util/assert';
+import { findRetryAfterTimeFromError } from './findRetryAfterTimeFromError';
+
+export async function handleMultipleSendErrors({
+  errors,
+  isFinalAttempt,
+  log,
+  markFailed,
+  timeRemaining,
+}: Readonly<{
+  errors: ReadonlyArray<unknown>;
+  isFinalAttempt: boolean;
+  log: Pick<LoggerType, 'info'>;
+  markFailed: (() => void) | (() => Promise<void>);
+  timeRemaining: number;
+}>): Promise<void> {
+  strictAssert(errors.length, 'Expected at least one error');
+
+  const formattedErrors: Array<string> = [];
+
+  let retryAfterError: unknown;
+  let longestRetryAfterTime = -Infinity;
+
+  let serverAskedUsToStop = false;
+
+  errors.forEach(error => {
+    formattedErrors.push(Errors.toLogFormat(error));
+
+    const errorCode = getHttpErrorCode(error);
+    if (errorCode === 413) {
+      const retryAfterTime = findRetryAfterTimeFromError(error);
+      if (retryAfterTime > longestRetryAfterTime) {
+        retryAfterError = error;
+        longestRetryAfterTime = retryAfterTime;
+      }
+    } else if (errorCode === 508) {
+      serverAskedUsToStop = true;
+    }
+  });
+
+  log.info(
+    `${formattedErrors.length} send error(s): ${formattedErrors.join(',')}`
+  );
+
+  if (isFinalAttempt || serverAskedUsToStop) {
+    await markFailed();
+  }
+
+  if (serverAskedUsToStop) {
+    log.info('server responded with 508. Giving up on this job');
+    return;
+  }
+
+  if (retryAfterError && !isFinalAttempt) {
+    await sleepFor413RetryAfterTime({
+      err: retryAfterError,
+      log,
+      timeRemaining,
+    });
+  }
+
+  throw errors[0];
+}
diff --git a/ts/jobs/helpers/sleepFor413RetryAfterTime.ts b/ts/jobs/helpers/sleepFor413RetryAfterTime.ts
index 75da9608d3..a9c1e7656b 100644
--- a/ts/jobs/helpers/sleepFor413RetryAfterTime.ts
+++ b/ts/jobs/helpers/sleepFor413RetryAfterTime.ts
@@ -1,11 +1,9 @@
-// Copyright 2021 Signal Messenger, LLC
+// Copyright 2021-2022 Signal Messenger, LLC
 // SPDX-License-Identifier: AGPL-3.0-only
 
 import type { LoggerType } from '../../types/Logging';
 import { sleep } from '../../util/sleep';
-import { parseRetryAfter } from '../../util/parseRetryAfter';
-import { isRecord } from '../../util/isRecord';
-import { HTTPError } from '../../textsecure/Errors';
+import { findRetryAfterTimeFromError } from './findRetryAfterTimeFromError';
 
 export async function sleepFor413RetryAfterTime({
   err,
@@ -20,10 +18,7 @@ export async function sleepFor413RetryAfterTime({
     return;
   }
 
-  const retryAfter = Math.min(
-    parseRetryAfter(findRetryAfterTime(err)),
-    timeRemaining
-  );
+  const retryAfter = Math.min(findRetryAfterTimeFromError(err), timeRemaining);
 
   log.info(
     `Got a 413 response code. Sleeping for ${retryAfter} millisecond(s)`
@@ -31,19 +26,3 @@ export async function sleepFor413RetryAfterTime({
 
   await sleep(retryAfter);
 }
-
-function findRetryAfterTime(err: unknown): unknown {
-  if (!isRecord(err)) {
-    return undefined;
-  }
-
-  if (isRecord(err.responseHeaders)) {
-    return err.responseHeaders['retry-after'];
-  }
-
-  if (err.httpError instanceof HTTPError) {
-    return err.httpError.responseHeaders?.['retry-after'];
-  }
-
-  return undefined;
-}
diff --git a/ts/jobs/normalMessageSendJobQueue.ts b/ts/jobs/normalMessageSendJobQueue.ts
index 3c8b2a02f7..238e89c75a 100644
--- a/ts/jobs/normalMessageSendJobQueue.ts
+++ b/ts/jobs/normalMessageSendJobQueue.ts
@@ -5,7 +5,6 @@ import type PQueue from 'p-queue';
 import type { LoggerType } from '../types/Logging';
 import { exponentialBackoffMaxAttempts } from '../util/exponentialBackoff';
 import { commonShouldJobContinue } from './helpers/commonShouldJobContinue';
-import { sleepFor413RetryAfterTime } from './helpers/sleepFor413RetryAfterTime';
 import { InMemoryQueues } from './helpers/InMemoryQueues';
 import type { MessageModel } from '../models/messages';
 import { getMessageById } from '../messages/getMessageById';
@@ -21,7 +20,6 @@ import { handleMessageSend } from '../util/handleMessageSend';
 import type { CallbackResultType } from '../textsecure/Types.d';
 import { isSent } from '../messages/MessageSendState';
 import { getLastChallengeError, isOutgoing } from '../state/selectors/message';
-import * as Errors from '../types/errors';
 import type { AttachmentType } from '../textsecure/SendMessage';
 import type { LinkPreviewType } from '../types/message/LinkPreviews';
 import type { BodyRangesType } from '../types/Util';
@@ -29,7 +27,7 @@ import type { WhatIsThis } from '../window.d';
 
 import { JobQueue } from './JobQueue';
 import { jobQueueDatabaseStore } from './JobQueueDatabaseStore';
-import { getHttpErrorCode } from './helpers/getHttpErrorCode';
+import { handleMultipleSendErrors } from './helpers/handleMultipleSendErrors';
 
 const { loadAttachmentData, loadPreviewData, loadQuoteData, loadStickerData } =
   window.Signal.Migrations;
@@ -288,47 +286,14 @@ export class NormalMessageSendJobQueue extends JobQueue<NormalMessageSendJobData
       if (!didFullySend) {
         throw new Error('message did not fully send');
       }
-    } catch (err: unknown) {
-      const formattedMessageSendErrors: Array<string> = [];
-      let serverAskedUsToStop = false;
-      let retryAfterError: unknown;
-      messageSendErrors.forEach((messageSendError: unknown) => {
-        formattedMessageSendErrors.push(Errors.toLogFormat(messageSendError));
-        switch (getHttpErrorCode(messageSendError)) {
-          case 413:
-            retryAfterError ||= messageSendError;
-            break;
-          case 508:
-            serverAskedUsToStop = true;
-            break;
-          default:
-            break;
-        }
+    } catch (thrownError: unknown) {
+      await handleMultipleSendErrors({
+        errors: [thrownError, ...messageSendErrors],
+        isFinalAttempt,
+        log,
+        markFailed: () => markMessageFailed(message, messageSendErrors),
+        timeRemaining,
       });
-      log.info(
-        `${
-          messageSendErrors.length
-        } message send error(s): ${formattedMessageSendErrors.join(',')}`
-      );
-
-      if (isFinalAttempt || serverAskedUsToStop) {
-        await markMessageFailed(message, messageSendErrors);
-      }
-
-      if (serverAskedUsToStop) {
-        log.info('server responded with 508. Giving up on this job');
-        return;
-      }
-
-      if (!isFinalAttempt && retryAfterError) {
-        await sleepFor413RetryAfterTime({
-          err: retryAfterError,
-          log,
-          timeRemaining,
-        });
-      }
-
-      throw err;
     }
   }
 }
diff --git a/ts/jobs/reactionJobQueue.ts b/ts/jobs/reactionJobQueue.ts
index 9e4e7d02e5..dea1de8fa2 100644
--- a/ts/jobs/reactionJobQueue.ts
+++ b/ts/jobs/reactionJobQueue.ts
@@ -1,4 +1,4 @@
-// Copyright 2021 Signal Messenger, LLC
+// Copyright 2021-2022 Signal Messenger, LLC
 // SPDX-License-Identifier: AGPL-3.0-only
 
 import * as z from 'zod';
@@ -28,7 +28,7 @@ import { UUID } from '../types/UUID';
 import { JobQueue } from './JobQueue';
 import { jobQueueDatabaseStore } from './JobQueueDatabaseStore';
 import { commonShouldJobContinue } from './helpers/commonShouldJobContinue';
-import { handleCommonJobRequestError } from './helpers/handleCommonJobRequestError';
+import { handleMultipleSendErrors } from './helpers/handleMultipleSendErrors';
 import { InMemoryQueues } from './helpers/InMemoryQueues';
 
 const MAX_RETRY_TIME = durations.DAY;
@@ -114,6 +114,11 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
       return;
     }
 
+    let sendErrors: Array<Error> = [];
+    const saveErrors = (errors: Array<Error>): void => {
+      sendErrors = errors;
+    };
+
     try {
       const conversation = message.getConversation();
       if (!conversation) {
@@ -157,6 +162,7 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
       });
       ephemeralMessageForReactionSend.doNotSave = true;
 
+      let didFullySend: boolean;
       const successfulConversationIds = new Set<string>();
 
       if (recipientIdentifiersWithoutMe.length === 0) {
@@ -173,8 +179,12 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
           recipients: allRecipientIdentifiers,
           timestamp: pendingReaction.timestamp,
         });
-        await ephemeralMessageForReactionSend.sendSyncMessageOnly(dataMessage);
+        await ephemeralMessageForReactionSend.sendSyncMessageOnly(
+          dataMessage,
+          saveErrors
+        );
 
+        didFullySend = true;
         successfulConversationIds.add(ourConversationId);
       } else {
         const sendOptions = await getSendOptions(conversation.attributes);
@@ -226,9 +236,11 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
           handleMessageSend(promise, {
             messageIds: [messageId],
             sendType: 'reaction',
-          })
+          }),
+          saveErrors
         );
 
+        didFullySend = true;
         const reactionSendStateByConversationId =
           ephemeralMessageForReactionSend.get('sendStateByConversationId') ||
           {};
@@ -237,6 +249,8 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
         )) {
           if (isSent(sendState.status)) {
             successfulConversationIds.add(conversationId);
+          } else {
+            didFullySend = false;
           }
         }
       }
@@ -248,15 +262,17 @@ export class ReactionJobQueue extends JobQueue<ReactionJobData> {
       );
       setReactions(message, newReactions);
 
-      const didFullySend = true;
       if (!didFullySend) {
         throw new Error('reaction did not fully send');
       }
-    } catch (err: unknown) {
-      if (isFinalAttempt) {
-        markReactionFailed(message, pendingReaction);
-      }
-      await handleCommonJobRequestError({ err, log, timeRemaining });
+    } catch (thrownError: unknown) {
+      await handleMultipleSendErrors({
+        errors: [thrownError, ...sendErrors],
+        isFinalAttempt,
+        log,
+        markFailed: () => markReactionFailed(message, pendingReaction),
+        timeRemaining,
+      });
     } finally {
       await window.Signal.Data.saveMessage(message.attributes, { ourUuid });
     }
diff --git a/ts/test-node/jobs/helpers/findRetryAfterTimeFromError_test.ts b/ts/test-node/jobs/helpers/findRetryAfterTimeFromError_test.ts
new file mode 100644
index 0000000000..a5f808eae4
--- /dev/null
+++ b/ts/test-node/jobs/helpers/findRetryAfterTimeFromError_test.ts
@@ -0,0 +1,75 @@
+// Copyright 2022 Signal Messenger, LLC
+// SPDX-License-Identifier: AGPL-3.0-only
+
+import { assert } from 'chai';
+
+import { findRetryAfterTimeFromError } from '../../../jobs/helpers/findRetryAfterTimeFromError';
+import { HTTPError } from '../../../textsecure/Errors';
+
+describe('findRetryAfterTimeFromError', () => {
+  it('returns 1 second if no Retry-After time is found', () => {
+    [
+      undefined,
+      null,
+      {},
+      { responseHeaders: {} },
+      { responseHeaders: { 'retry-after': 'garbage' } },
+      {
+        httpError: new HTTPError('Slow down', {
+          code: 413,
+          headers: {},
+          response: {},
+        }),
+      },
+      {
+        httpError: new HTTPError('Slow down', {
+          code: 413,
+          headers: { 'retry-after': 'garbage' },
+          response: {},
+        }),
+      },
+    ].forEach(input => {
+      assert.strictEqual(findRetryAfterTimeFromError(input), 1000);
+    });
+  });
+
+  it("returns 1 second if a Retry-After time is found, but it's less than 1 second", () => {
+    ['0', '-99', '0.5'].forEach(headerValue => {
+      const input = { responseHeaders: { 'retry-after': headerValue } };
+      assert.strictEqual(findRetryAfterTimeFromError(input), 1000);
+    });
+  });
+
+  it('returns 1 second for extremely large numbers', () => {
+    const input = { responseHeaders: { 'retry-after': '999999999999999999' } };
+    assert.strictEqual(findRetryAfterTimeFromError(input), 1000);
+  });
+
+  it('finds the retry-after time on top-level response headers', () => {
+    const input = { responseHeaders: { 'retry-after': '1234' } };
+    assert.strictEqual(findRetryAfterTimeFromError(input), 1234 * 1000);
+  });
+
+  it("finds the retry-after time on an HTTP error's response headers", () => {
+    const input = {
+      httpError: new HTTPError('Slow down', {
+        code: 413,
+        headers: { 'retry-after': '1234' },
+        response: {},
+      }),
+    };
+    assert.strictEqual(findRetryAfterTimeFromError(input), 1234 * 1000);
+  });
+
+  it('prefers the top-level response headers over an HTTP error', () => {
+    const input = {
+      responseHeaders: { 'retry-after': '1234' },
+      httpError: new HTTPError('Slow down', {
+        code: 413,
+        headers: { 'retry-after': '999' },
+        response: {},
+      }),
+    };
+    assert.strictEqual(findRetryAfterTimeFromError(input), 1234 * 1000);
+  });
+});
diff --git a/ts/test-node/jobs/helpers/handleMultipleSendErrors_test.ts b/ts/test-node/jobs/helpers/handleMultipleSendErrors_test.ts
new file mode 100644
index 0000000000..24e316da11
--- /dev/null
+++ b/ts/test-node/jobs/helpers/handleMultipleSendErrors_test.ts
@@ -0,0 +1,150 @@
+// Copyright 2022 Signal Messenger, LLC
+// SPDX-License-Identifier: AGPL-3.0-only
+
+import { assert } from 'chai';
+import * as sinon from 'sinon';
+import { noop } from 'lodash';
+import { HTTPError } from '../../../textsecure/Errors';
+import { SECOND } from '../../../util/durations';
+
+import { handleMultipleSendErrors } from '../../../jobs/helpers/handleMultipleSendErrors';
+
+describe('handleMultipleSendErrors', () => {
+  const make413 = (retryAfter: number): HTTPError =>
+    new HTTPError('Slow down', {
+      code: 413,
+      headers: { 'retry-after': retryAfter.toString() },
+      response: {},
+    });
+
+  const defaultOptions = {
+    isFinalAttempt: false,
+    log: { info: noop },
+    markFailed: () => {
+      throw new Error('This should not be called');
+    },
+    timeRemaining: 1234,
+  };
+
+  let sandbox: sinon.SinonSandbox;
+  let clock: sinon.SinonFakeTimers;
+
+  beforeEach(() => {
+    sandbox = sinon.createSandbox();
+    clock = sandbox.useFakeTimers();
+  });
+
+  afterEach(() => {
+    sandbox.restore();
+  });
+
+  it('throws the first provided error', async () => {
+    await assert.isRejected(
+      handleMultipleSendErrors({
+        ...defaultOptions,
+        errors: [new Error('first'), new Error('second')],
+      }),
+      'first'
+    );
+  });
+
+  it("marks the send failed if it's the final attempt", async () => {
+    const markFailed = sinon.stub();
+
+    await assert.isRejected(
+      handleMultipleSendErrors({
+        ...defaultOptions,
+        errors: [new Error('uh oh')],
+        markFailed,
+        isFinalAttempt: true,
+      })
+    );
+
+    sinon.assert.calledOnceWithExactly(markFailed);
+  });
+
+  describe('413 handling', () => {
+    it('sleeps for the longest 413 Retry-After time', async () => {
+      let done = false;
+
+      (async () => {
+        try {
+          await handleMultipleSendErrors({
+            ...defaultOptions,
+            errors: [
+              new Error('Other'),
+              make413(10),
+              make413(999),
+              make413(20),
+            ],
+            timeRemaining: 99999999,
+          });
+        } catch (err) {
+          // No-op
+        } finally {
+          done = true;
+        }
+      })();
+
+      await clock.tickAsync(900 * SECOND);
+      assert.isFalse(done, "Didn't sleep for long enough");
+      await clock.tickAsync(100 * SECOND);
+      assert.isTrue(done, 'Slept for too long');
+    });
+
+    it("doesn't sleep longer than the remaining time", async () => {
+      let done = false;
+
+      (async () => {
+        try {
+          await handleMultipleSendErrors({
+            ...defaultOptions,
+            errors: [make413(9999)],
+            timeRemaining: 99,
+          });
+        } catch (err) {
+          // No-op
+        } finally {
+          done = true;
+        }
+      })();
+
+      await clock.tickAsync(100);
+      assert.isTrue(done);
+    });
+
+    it("doesn't sleep if it's the final attempt", async () => {
+      await assert.isRejected(
+        handleMultipleSendErrors({
+          ...defaultOptions,
+          errors: [new Error('uh oh')],
+          isFinalAttempt: true,
+        })
+      );
+    });
+  });
+
+  describe('508 handling', () => {
+    it('resolves with no error if any 508 is received', async () => {
+      await assert.isFulfilled(
+        handleMultipleSendErrors({
+          ...defaultOptions,
+          errors: [new Error('uh oh'), { code: 508 }, make413(99999)],
+          markFailed: noop,
+        })
+      );
+    });
+
+    it('marks the send failed on a 508', async () => {
+      const markFailed = sinon.stub();
+
+      await handleMultipleSendErrors({
+        ...defaultOptions,
+        errors: [{ code: 508 }],
+        markFailed,
+      });
+
+      sinon.assert.calledOnceWithExactly(markFailed);
+    });
+  });
+});