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Debugging a Failing Change

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Your question is Debugging a Failing Change. Take a moment with it on the right.

Talk me through your thinking if you like. When you're confident, submit your answer and I'll grade it like a real screen (7/10 or better passes).

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Problem

Developers have a program that works for converting a cat image to a dog image, but adding a hat in version 101 breaks it; how would you troubleshoot and fix the issue?