Update sent_at in header

Author: timfish

packages/core/src/transports/offline.ts

@@ -90,6 +90,10 @@ export function makeOfflineTransport<TO>(
         const found = await store.shift();
         if (found) {
           log('Attempting to send previously queued event');
+
+          // We should to update the sent_at timestamp to the current time.
+          found[0].sent_at = new Date().toISOString();
+
           void send(found, true).catch(e => {
             log('Failed to retry sending', e);
           });

packages/core/test/lib/transports/offline.test.ts

@@ -1,7 +1,9 @@
 import type {
+  BaseEnvelopeHeaders,
   ClientReport,
   Envelope,
   EventEnvelope,
+  EventEnvelopeHeaders,
   EventItem,
   InternalBaseTransportOptions,
   ReplayEnvelope,
@@ -304,6 +306,37 @@ describe('makeOfflineTransport', () => {
     START_DELAY + 2_000,
   );
 
+  it(
+    'Updates sent_at envelope header on retry',
+    async () => {
+      const testStartTime = new Date();
+
+      // Create an envelope with a sent_at header very far in the past
+      const env: EventEnvelope = [...ERROR_ENVELOPE];
+      env[0].sent_at = new Date(2020, 1, 1).toISOString();
+
+      const { getCalls, store } = createTestStore(ERROR_ENVELOPE);
+      const { getSentEnvelopes, baseTransport } = createTestTransport({ statusCode: 200 });
+      // eslint-disable-next-line @typescript-eslint/no-unused-vars
+      const _transport = makeOfflineTransport(baseTransport)({
+        ...transportOptions,
+        createStore: store,
+        flushAtStartup: true,
+      });
+
+      await waitUntil(() => getCalls().length >= 1, START_DELAY * 2);
+      expect(getCalls()).toEqual(['shift']);
+
+      // When it gets shifted out of the store, the sent_at header should be updated
+      const envelopes = getSentEnvelopes().map(parseEnvelope) as EventEnvelope[];
+      expect(envelopes[0][0]).toBeDefined();
+      const sent_at = new Date(envelopes[0][0].sent_at)
+
+      expect(sent_at.getTime()).toBeGreaterThan(testStartTime.getTime())
+    },
+    START_DELAY + 2_000,
+  );
+
   it('shouldStore can stop envelopes from being stored on send failure', async () => {
     const { getCalls, store } = createTestStore();
     const { getSendCount, baseTransport } = createTestTransport(new Error());