Ramesh built a FastAPI app over six months, convinced his JWT tokens, HTTPS setup and Pydantic validation made it safe. He hired a penetration tester for two hours at $120/hour. In just eight minutes, the tester read the auto-generated Swagger docs and mapped the database schema, spotted a forgotten POST /admin/users/{user_id}/role endpoint in the public schema, and discovered an error response that leaked whether an email existed. Six minutes later he found an unprotected GET /api/v1/users/{user_id} endpoint. By swapping his own user ID for Ramesh’s admin ID, he pulled down the admin email, bcrypt-hashed password and API keys. At minute 22, he forged a JWT by finding a hardcoded secret in Ramesh’s staging docker-compose.yml via a Google cache of a deleted GitHub issue. That let him impersonate admin across the board. By minute 31, the tester ran a UNION-based SQL injection against a “custom reports” endpoint built with raw f-string concatenation. He sucked out every user’s email, password hash and Stripe customer ID. Two minutes later he reached the Stripe webhook URL and set it to his own server, ready to divert payments. In 45 minutes, every major security control Ramesh trusted was bypassed.