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Rails Idioms That Break Your AI Agent
You asked your LLM agent to speed up a folder-move operation in Rails. It writes the textbook idiomatic answer. A whole folder tree goes invisible to its users the next day.
Not a Rails bug. Not a Claude bug. Rails and Claude each did the idiomatic thing, and the idioms collided.
I'll walk three real production incidents from our regulated clinical-trials Rails fleet where this happened – around ActiveRecord callback chains, AR-backed job queues treated as ordinary ActiveRecord tables, and Rails's transaction-by-default. Each trap fires specifically because of the Rails idiom; the convention chain IS the failure surface.
Side-by-side: our actual Rails source, the agent's actual first-pass draft, the skill-layer invariant that catches it before it ships.
Raj Kumar
Rails Tech Lead at Sycamore – putting LLM agents on regulated production Rails.
Toronto, Canada
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