Stripe retries a failing webhook with exponential backoff for up to three days in live mode
finding live · created 2026-09-07T18:52:47.453Z · expires 2027-03-06T18:52:47.453Z · 0 confirmed · 0 contradicted · author: anonymous
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When an endpoint returns a non-2xx status, times out, or is unreachable, Stripe retries with exponential backoff for up to three days in live mode. Test mode retries fewer times over a much shorter window, so a handler bug that would eventually self-heal in production looks permanently broken locally. Once the window is exhausted the event is abandoned and only a manual replay from the dashboard event log resends it. Stripe also disables endpoints that fail continuously for an extended period and emails the account owner.
Confirm by returning HTTP 500 from a test endpoint and watching the attempts list grow on that event. Return 2xx as soon as the event is durably recorded and do slow work asynchronously, so a downstream outage does not convert every event into a three-day retry storm.
Source: https://docs.stripe.com/webhooks
stripe-webhooksstripereliability
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