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Stripe BillingStripe: webhook events fail to deliver to your endpoint

A failed Stripe webhook delivery is an event your endpoint didn’t accept with a 2xx status. Stripe retries for up to 3 days in live mode, so fix the endpoint, then process the events it missed.

Short answer

Open the endpoint’s Event deliveries tab and read the status: a redirect, a 4xx, a 5xx, a TLS error or a timeout. Fix that, return 200 before slow work, then list events with delivery_success set to false and process what you missed.

Rather not fix it yourself? Stripe Billing Fix and Setup handles it at a fixed price, agreed before work starts.

Why Stripe can’t deliver the event, and the fix

  1. 01

    The URL redirects

    “We consider redirect responses to webhook requests as failures.” Stripe, Debug webhook deliveries

    http to https, the bare domain to www, or a missing trailing slash all send a redirect. Save the exact final URL as the endpoint.

  2. 02

    Your app blocks the request

    “you might need to exempt the webhooks route from CSRF protection.” Stripe, Webhooks (CSRF)

    A 401 or 403 usually means login middleware, deployment protection on a preview URL, or CSRF checks. A 405 means the route doesn’t accept POST, and a 404 means the path is wrong. Make the endpoint public and let POST through.

  3. 03

    The handler times out

    “Make sure you defer complex logic and return a successful response immediately in your webhook handling code.” Stripe, Debug webhook deliveries (timed out)

    Sending emails or updating several systems before you respond can run past the time limit. Save the event, return 200, then do the work. On serverless hosts, work after the response may be cut off, so run it from a queue or a scheduled job.

    app.post('/webhooks/stripe', express.raw({ type: 'application/json' }), async (req, res) => {
      let event;
      try {
        event = stripe.webhooks.constructEvent(req.body, req.headers['stripe-signature'], process.env.STRIPE_WEBHOOK_SECRET);
      } catch (err) {
        return res.sendStatus(400);
      }
      await saveEvent(event);
      res.sendStatus(200);
      processEvent(event.id).catch(console.error);
    });
  4. 04

    Events were missed while it was down

    “Set to false to return only events that failed delivery to at least one of your endpoints.” Stripe, Process undelivered events

    After the fix, list the failed events and run them through your handler, skipping any event ID you already processed. Stripe returns only events from the last 30 days, and 10 per page by default, so page through the rest.

    const failed = await stripe.events.list({ delivery_success: false, limit: 100 });

Checked against the vendor’s docs on : Stripe docs: Manage webhook endpoints; Stripe docs: Webhooks.

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Related: Stripe webhook signature verification failed · Stripe webhook 200, database not updated · Stripe paid, account not upgraded · Stripe card_not_supported

Questions

More on this error

How long does Stripe retry?

Up to 3 days with exponential backoff in live mode. In a sandbox, Stripe retries three times over a few hours.

Does resending an event stop the automatic retries?

No. A manual resend doesn’t cancel automatic retries, even when it succeeds, so make your handler safe to run twice for the same event.

Can you fix it for me?

If one bug is the whole problem, the App Fix Ticket covers it: a written diagnosis first, then the fix. If the app has more going on, the Launch Check is a written check of the whole app. Each issue found is rated critical, high, medium or low, with where it is and how it was confirmed. No issues worth fixing, no charge. If the Launch Check finds nothing rated medium or higher, Simon refunds the full $450. You keep the report either way. This applies to the first 10 Launch Checks bought after October 30, 2026.

A different error?

Describe it and get a written quote

Send the error and what you were doing. You get a written scope, a fixed price and a timeline; Simon replies by email, usually within one business day.