Caskey Engineering

Making large-scale automation safe.

Case studies, essays, and working systems from safety-critical platform work.

500,000 safety checks run in total · 3,000,000 monitors standardized at Amazon · 15+ years across Amazon & Prudential.

For the person behind the work, see ericcaskey.com.

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Writing

A Check You Never See Fail Is Already Dead

July 17, 2026 · 4 min read

For weeks, a sentiment collector on my fleet reported a clean exit on every scheduled run while the Python inside it failed every single time. The wrapper was the culprit: the task ran , and returns the exit code of the

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