Matt Turley, Continuum. Updated November 5, 2026.
The usual causes, how to find which one you have, and the fix that makes money and records agree.
Usually because the app trusts the success page and not Stripe’s webhook, or the webhook is failing. A browser can close before the success page loads, and a webhook set up in test mode never fires for live payments. Make the webhook the source of truth, verify its signature, and handle repeats safely.
Open the webhook section of your Stripe dashboard and look at recent deliveries for the live endpoint. No attempts means the endpoint is missing or in the wrong mode. Attempts with errors show the response your app sent, which usually names the cause. Then compare a few recent charges against your orders table to see how many are missing and since when.
Treat the webhook as the source of truth. Verify every event against the signing secret before trusting it, per Stripe’s guidance on verification. Reply quickly with a success code, and do slow work afterwards.
Stripe can deliver the same event more than once, so store each processed event ID and skip repeats, as Stripe describes for duplicate events. Then reconcile: list recent paid sessions and create any missing orders, so customers who already paid are not left waiting.
If real customers have already paid without receiving anything, treat it as urgent. A Ship Fix is $4,000 to $15,000, quoted fixed once the problem is read, and it includes payment paths when they are what is broken. The free Leak Check looks at your payment path from the outside first.
Paste your live URL and seven automated checks run in about a minute with no signup: reachability, SSL, sign-in, the payment path, secrets in the browser code, broken links and speed. It is a surface scan, not a full audit.
Run the free Leak Check. Or book a call and talk it through.