Why Your AI-Built App Is Silently Losing Webhooks

You built an entire SaaS in a weekend. Cursor, Copilot, or Claude wrote most of the code. It works, it's deployed, users are signing up. That's genuinely impressive. But there's one thing AI code generators almost always get wrong: webhooks. This isn't about AI-generated code being bad. It's about a specific blind spot. When you ask an AI to "add a Stripe webhook endpoint" or "handle Shopify order notifications," you get code that works in the happy path. But webhooks aren't a happy-path problem — they're an infrastructure reliability problem. And AI tools don't think about infrastructure reliability unless you explicitly ask. What AI Actually Generates for Webhooks Here's what you typically get when you ask Cursor or Copilot to add a webhook handler: // AI-generated webhook handler (typical output) app . post ( ' /webhooks/stripe ' , async ( req , res ) => { const event = req . body ; if ( event . type === ' checkout.session.completed ' ) { const session = event . data . object ; awai