diff --git a/extensions/discord/src/send.reactions.ts b/extensions/discord/src/send.reactions.ts
index 0eb49cd849e3..4c2465d8715a 100644
--- a/extensions/discord/src/send.reactions.ts
+++ b/extensions/discord/src/send.reactions.ts
@@ -87,17 +87,13 @@ export async function removeOwnReactionsDiscord(
   if (identifiers.size === 0) {
     return { ok: true, removed: [] };
   }
-  const removed: string[] = [];
-  await Promise.allSettled(
-    Array.from(identifiers, (identifier) => {
-      removed.push(identifier);
-      return deleteOwnMessageReaction(
-        rest,
-        channelId,
-        messageId,
-        normalizeReactionEmoji(identifier),
-      );
-    }),
+  const removed = Array.from(identifiers);
+  // Promise.all so a rejected delete propagates: allSettled would swallow the
+  // failure and falsely report every identifier as removed.
+  await Promise.all(
+    removed.map((identifier) =>
+      deleteOwnMessageReaction(rest, channelId, messageId, normalizeReactionEmoji(identifier)),
+    ),
   );
   return { ok: true, removed };
 }
diff --git a/extensions/discord/src/send.sends-basic-channel-messages.test.ts b/extensions/discord/src/send.sends-basic-channel-messages.test.ts
index debebb466537..638456c4ccf4 100644
--- a/extensions/discord/src/send.sends-basic-channel-messages.test.ts
+++ b/extensions/discord/src/send.sends-basic-channel-messages.test.ts
@@ -861,6 +861,24 @@ describe("removeOwnReactionsDiscord", () => {
       Routes.channelMessageOwnReaction("chan1", "msg1", "party_blob%3A123"),
     );
   });
+
+  it("surfaces a failed deletion instead of reporting false success", async () => {
+    const { rest, getMock, deleteMock } = makeDiscordRest();
+    getMock.mockResolvedValue({
+      reactions: [
+        { emoji: { name: "✅", id: null } },
+        { emoji: { name: "party_blob", id: "123" } },
+      ],
+    });
+    const apiError = new Error("Discord API 500");
+    deleteMock.mockResolvedValueOnce(undefined);
+    deleteMock.mockRejectedValueOnce(apiError);
+    await expect(
+      removeOwnReactionsDiscord("chan1", "msg1", { rest, token: "t", cfg: DISCORD_TEST_CFG }),
+    ).rejects.toThrow("Discord API 500");
+    // Both deletions are still attempted; the rejection just propagates.
+    expect(deleteMock).toHaveBeenCalledTimes(2);
+  });
 });
 
 describe("fetchReactionsDiscord", () => {