diff --git a/ts/jobs/AttachmentDownloadManager.ts b/ts/jobs/AttachmentDownloadManager.ts
index 6da1862906e..941c5abe136 100644
--- a/ts/jobs/AttachmentDownloadManager.ts
+++ b/ts/jobs/AttachmentDownloadManager.ts
@@ -96,8 +96,14 @@ const DEFAULT_RETRY_CONFIG = {
   },
 };
 const BACKUP_RETRY_CONFIG = {
-  ...DEFAULT_RETRY_CONFIG,
+  // Always retry if we think the item may end up being backed up
   maxAttempts: Infinity,
+  backoffConfig: {
+    // 30 seconds, 5 minutes, 50 minutes, 500 minutes (~8.3hrs), (max) 3 days
+    multiplier: 10,
+    firstBackoffs: [30 * durations.SECOND],
+    maxBackoffTime: 3 * durations.DAY,
+  },
 };
 
 type RunDownloadAttachmentJobOptions = {
@@ -224,7 +230,10 @@ export class AttachmentDownloadManager extends JobManager<CoreAttachmentDownload
           limit,
           prioritizeMessageIds: [...this.#visibleTimelineMessages],
           sources: window.storage.get('backupMediaDownloadPaused')
-            ? [AttachmentDownloadSource.STANDARD]
+            ? [
+                AttachmentDownloadSource.STANDARD,
+                AttachmentDownloadSource.BACKFILL,
+              ]
             : undefined,
           timestamp: Date.now(),
         });
diff --git a/ts/sql/Interface.ts b/ts/sql/Interface.ts
index 7e0e154ab20..9ffc81c1ef1 100644
--- a/ts/sql/Interface.ts
+++ b/ts/sql/Interface.ts
@@ -1100,6 +1100,7 @@ type WritableInterface = {
   saveAttachmentDownloadJob: (job: AttachmentDownloadJobType) => void;
   saveAttachmentDownloadJobs: (jobs: Array<AttachmentDownloadJobType>) => void;
   resetAttachmentDownloadActive: () => void;
+  resetBackupAttachmentDownloadJobsRetryAfter: () => void;
   removeAttachmentDownloadJob: (job: AttachmentDownloadJobType) => void;
   removeAttachmentDownloadJobsForMessage: (messageId: string) => void;
   removeAllBackupAttachmentDownloadJobs: () => void;
diff --git a/ts/sql/Server.ts b/ts/sql/Server.ts
index a8b29b9c032..b763c262cd5 100644
--- a/ts/sql/Server.ts
+++ b/ts/sql/Server.ts
@@ -599,6 +599,7 @@ export const DataWriter: ServerWritableInterface = {
   saveAttachmentDownloadJob,
   saveAttachmentDownloadJobs,
   resetAttachmentDownloadActive,
+  resetBackupAttachmentDownloadJobsRetryAfter,
   removeAttachmentDownloadJob,
   removeAttachmentDownloadJobsForMessage,
   removeAllBackupAttachmentDownloadJobs,
@@ -5746,6 +5747,16 @@ function resetAttachmentDownloadActive(db: WritableDB): void {
   ).run();
 }
 
+function resetBackupAttachmentDownloadJobsRetryAfter(db: WritableDB): void {
+  db.prepare(
+    `
+    UPDATE attachment_downloads
+    SET retryAfter = NULL
+    WHERE originalSource = 'backup_import'
+    `
+  ).run();
+}
+
 function removeAttachmentDownloadJob(
   db: WritableDB,
   job: Pick<
diff --git a/ts/test-electron/services/AttachmentDownloadManager_test.ts b/ts/test-electron/services/AttachmentDownloadManager_test.ts
index cf94aefc800..2ff7bd5ec66 100644
--- a/ts/test-electron/services/AttachmentDownloadManager_test.ts
+++ b/ts/test-electron/services/AttachmentDownloadManager_test.ts
@@ -502,6 +502,31 @@ describe('AttachmentDownloadManager/JobManager', () => {
       jobs[2],
     ]);
   });
+
+  it('retries backup job immediately if retryAfters are reset', async () => {
+    strictAssert(downloadManager, 'must exist');
+    const jobs = await addJobs(1, {
+      source: AttachmentDownloadSource.BACKUP_IMPORT,
+    });
+    const jobAttempts = getPromisesForAttempts(jobs[0], 2);
+
+    runJob.callsFake(async () => {
+      return new Promise<{ status: 'finished' | 'retry' }>(resolve => {
+        Promise.resolve().then(() => {
+          resolve({ status: 'retry' });
+        });
+      });
+    });
+
+    await downloadManager?.start();
+    await jobAttempts[0].completed;
+    assertRunJobCalledWith([jobs[0]]);
+
+    await DataWriter.resetBackupAttachmentDownloadJobsRetryAfter();
+    await downloadManager.start();
+
+    await jobAttempts[1].completed;
+  });
   describe('will drop jobs from non-media backup imports that are old', () => {
     it('will not queue attachments older than 90 days (2 * message queue time)', async () => {
       hasMediaBackups.returns(false);
diff --git a/ts/util/backupMediaDownload.ts b/ts/util/backupMediaDownload.ts
index ddccf3a8210..2c59ed5eb1f 100644
--- a/ts/util/backupMediaDownload.ts
+++ b/ts/util/backupMediaDownload.ts
@@ -20,6 +20,8 @@ export async function pauseBackupMediaDownload(): Promise<void> {
 
 export async function resumeBackupMediaDownload(): Promise<void> {
   log.info('Resuming media download');
+  // Reset the retry-afters so that all jobs will be immediately retried
+  await DataWriter.resetBackupAttachmentDownloadJobsRetryAfter();
   return startBackupMediaDownload();
 }