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I Caught Claude Hiding My Bug 3 Times in a Row. Then I Turned 10 Debugging Habits Into Prompts. (opens in new tab)

I asked Claude to fix a 500 error from one of my API endpoints. First attempt: it wrapped the call in try-catch and logged the error. Second attempt: it added a default return value so the caller would not blow up. Third attempt: it added a retry with exponential backoff. The 500 stopped. I shipped the third "fix" with full confidence. Two hours later, prod woke up the on-call. The same incident had moved to a different endpoint that shared the same database client. The actual cause was conne...

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