Stripe confirmed the payment. Your app did not apply the result. That gap is where paid customers get stuck, support tickets pile up, and your team starts debugging at 11 PM.
The failure pattern
A Stripe event succeeds, but the expected app-side effect never completes.
invoice.paidfired — credits were not added to the accountcheckout.session.completedfired — access was not unlocked- Subscription renewed — local plan state stayed stale
- Seat quantity changed — workspace was not updated
These failures are invisible to Stripe. Stripe delivered the event and considers its job done. The gap is entirely on the app side.
Why this happens
Stripe recommends accepting webhook events quickly and processing the business effect asynchronously. That pattern is correct — but it means the actual fulfillment happens after your 200 response, outside Stripe’s visibility.
Common causes:
- Queue workers are down when the job is picked up
- App jobs fail after durable acceptance
- Database writes break after the event is acknowledged
- Webhooks arrive more than once and an idempotency bug prevents re-processing
- Tenant or account records do not exist yet at fulfillment time
None of these show up as failures in Stripe’s delivery logs. Stripe sees a 200. Your customer sees a broken product.
The SendPromptly recovery workflow
SendPromptly instruments the gap between Stripe delivery and app-side fulfillment using two API calls in your existing webhook handler.
- Your app receives and verifies the Stripe event signature
- Your app durably accepts the work (enqueues job)
- Your app sends
POST /v1/receiptto SendPromptly - Your app attempts the business effect (credits, access, subscription state)
- Your app sends
POST /v1/resultwith success or failure - If the result is missing after the timeout (default 30 minutes) or reports failure, SendPromptly opens an incident
- Your team reviews the incident timeline in the console
- Your team clicks Reprocess — SendPromptly POSTs a signed callback to your repair endpoint
- Your repair endpoint runs your idempotent repair logic
- Your app sends a success result — incident resolves
The audit trail stays available after resolution.
Why this is different from webhook monitoring
Webhook monitoring tells you whether an event reached your endpoint. SendPromptly tracks whether the payment produced the app-side result the customer expected.
| What it measures | Stripe logs | SendPromptly |
|---|---|---|
| Event reached your endpoint | ✓ | ✓ |
| Your app returned 200 | ✓ | ✓ |
| Business effect was applied | ✗ | ✓ |
| Incident opened on failure | ✗ | ✓ |
| Safe replay with audit trail | ✗ | ✓ |
What recovery should not require
- Manual database edits under pressure
- Guessing intent from Stripe logs
- Searching queue failures across three systems
- Re-running scripts you are not sure are safe to run twice
- Asking the customer to wait while you investigate
What SendPromptly instruments at launch
Two Stripe event types cover the highest-risk post-payment paths:
checkout.session.completed— the most common cause of missing access after initial purchaseinvoice.paid— the most common cause of missing credits and stale subscription state after renewal
No webhook proxy. No event routing. Two HTTP calls in your existing handler.
Get started
Start with the Stripe payment path that already generates the most support tickets. You can instrument one flow in an afternoon.
- Developer quickstart — step-by-step integration guide
- What SendPromptly catches — full list of supported failure types
- Pricing — Starter at $29/month, 14-day trial