Stripe webhooks fail silently and revenue disappears unnoticed
Every SaaS founder eventually gets burned by this: a payment succeeded but the webhook never arrived (or arrived twice, or out of order), so the customer's account never upgraded, or a canceled customer kept access, or an invoice went unmarked. Nobody notices for days. Revenue quietly leaks. Stripe gives you a webhook log, but debugging is on you: replay events one by one, grep your server logs, and guess which of the 50 event types your handler mishandles. Silent failures (your handler returned 200 but crashed internally) are invisible. The failure modes are well known: handler crashes after ack, race conditions between events, missing idempotency, signature check bugs. Every founder re-learns them in production.
