diff --git a/artifacts/api-server/src/routes/notes.ts b/artifacts/api-server/src/routes/notes.ts
index 9f5e3bf8..ab293bbb 100644
--- a/artifacts/api-server/src/routes/notes.ts
+++ b/artifacts/api-server/src/routes/notes.ts
@@ -606,8 +606,10 @@ router.get("/notes/:id", requireAuth, handleNoteDetail);
 
 /**
  * POST /notes/:id/send — owner sends note to recipients.
- * Self-send and dupes are filtered out. Existing recipients are silently
- * skipped (idempotent).
+ * Self-send and dupes are filtered out. The (noteId, recipientUserId)
+ * unique constraint keeps a single recipient row per (note, user), but
+ * a re-send still re-emits the note_received socket event and creates
+ * a fresh notification, so the recipient sees the popup again.
  */
 router.post("/notes/:id/send", requireAuth, async (req, res): Promise<void> => {
   const userId = req.session.userId!;
@@ -652,7 +654,13 @@ router.post("/notes/:id/send", requireAuth, async (req, res): Promise<void> => {
   }
 
   // Snapshot the note as of right now into each recipient row so that any
-  // future sender edit/delete leaves delivered copies untouched.
+  // future sender edit/delete leaves delivered copies untouched. The
+  // unique (noteId, recipientUserId) means a re-send to the same person
+  // does NOT duplicate the row — but we still want the popup +
+  // notification to fire again so the recipient sees the re-send. So:
+  // 1) insert with onConflictDoNothing (gives us new rows only)
+  // 2) load the existing rows for any recipients that were skipped
+  // 3) emit note_received + create a fresh notification for ALL of them
   const inserted = await db
     .insert(noteRecipientsTable)
     .values(
@@ -672,11 +680,27 @@ router.post("/notes/:id/send", requireAuth, async (req, res): Promise<void> => {
     })
     .returning();
 
+  const insertedRecipientIds = new Set(inserted.map((r) => r.recipientUserId));
+  const resendRecipientIds = toSend.filter((rid) => !insertedRecipientIds.has(rid));
+  const existingRows =
+    resendRecipientIds.length > 0
+      ? await db
+          .select()
+          .from(noteRecipientsTable)
+          .where(
+            and(
+              eq(noteRecipientsTable.noteId, note.id),
+              inArray(noteRecipientsTable.recipientUserId, resendRecipientIds),
+            ),
+          )
+      : [];
+  const allRows = [...inserted, ...existingRows];
+
   const senderMap = await loadUserSummaries([userId]);
   const sender = senderMap.get(userId);
   const senderName = sender?.displayNameEn ?? sender?.username ?? "Someone";
   const senderNameAr = sender?.displayNameAr ?? senderName;
-  for (const r of inserted) {
+  for (const r of allRows) {
     const [notif] = await db
       .insert(notificationsTable)
       .values({
@@ -703,7 +727,7 @@ router.post("/notes/:id/send", requireAuth, async (req, res): Promise<void> => {
     });
   }
 
-  res.json({ success: true, sent: inserted.length });
+  res.json({ success: true, sent: allRows.length });
 });
 
 // ----- Read / Archive (recipient-side) -----