How to catch Stripe billing bugs before they cost you money

Stripe billing bugs are sneaky. A missed webhook here, a duplicate charge there — and by the time you notice, customers are already filing chargebacks or you're processing partial payments without realizing it. I built BillingWatch — a self-hosted FastAPI service that monitors your Stripe webhooks in real time and alerts you before small anomalies become expensive problems. Here's how to set it up in under 15 minutes. What BillingWatch catches Before diving into setup, here's what it's actually watching for: Failed renewals — subscription payments that silently fail with no retry Duplicate charges — same customer, same amount, within a short window Missed webhook events — Stripe sends but your endpoint never acknowledges Unusual refund spikes — more than X refunds in a time period Long-running invoices — invoices stuck in open state past their due date Installation git clone https://github.com/rmbell09-lang/BillingWatch.git ~/billingwatch cd ~/billingwatch pip install -r requirements.t