A quote from Ally Piechowski
Simon Willison’s Weblog
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6th March 2026
Questions for developers:
“What’s the one area you’re afraid to touch?”
“When’s the last time you deployed on a Friday?”
“What broke in production in the last 90 days that wasn’t caught by tests?”
Questions for the CTO/EM:
“What feature has been blocked for over a year?”
“Do you have real-time error visibility right now?”
“What was the last feature that took significantly longer than estimated?”
Questions for business stakeholders:
“Are there features that got quietly turned off and never came back?”
“Are there things you’ve stopped promising customers?”
— Ally Piechowski, How to Audit a Rails Codebase
Posted 6th March 2026 at 9:58 pm
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This is a quotation collected by Simon Willison, posted on 6th March 2026.
rails<br>110
software-engineering<br>62
technical-debt
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