Every week there's a new post about shipping a full Stripe integration with an AI assistant in an afternoon. That part is true — the boilerplate (checkout session, webhook handler, price lookup) is exactly the kind of code these models are good at.
What nobody screenshots is the part where it's subtly wrong in a way that only shows up in production, under load, weeks later. Three patterns I keep seeing in AI-generated Stripe code, reviewed across real repos:
1. Webhook signature checks that silently no-op. The generated handler reads req.headers['Stripe-Signature'] (capitalized) instead of req.headers['stripe-signature']. constructEvent throws, someone wraps it in a try/catch, and every webhook silently fails closed.
2. Timestamp tolerance edge cases nobody asks the model about. Stripe rejects webhook events whose signature timestamp is more than 5 minutes off. AI-generated handlers almost never account for clock drift or replayed test events.
3. Fulfillment on redirect instead of on webhook. Charges the user with nothing delivered if the tab closes before redirect finishes.
I built a small free browser tool for the second one: paste a Stripe-Signature header and it shows you the exact time drift and likely cause. No key required, nothing leaves your browser.
If you want a human to check your actual repo instead of guessing: $39 fixed-price Stripe audit — sample report: https://saasfactory.netlify.app/sample-audit-flask-stripe-checkout.html
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