Worth the Squeeze

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A Gusto engineer shares how agentic AI workflows made a large-scale Ruby codebase refactor feasible by replacing OpenStruct with faster alternatives. The key insight wasn't AI's code generation speed but the ability to cheaply iterate on the decomposition strategy itself. Initial attempts using one PR per module caused reviewer

9m read timeFrom engineering.gusto.com
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Table of contents
The Cost of Standing StillThe Naive Approach (and Why It Fails)Iteration 1: Group by PackIteration 2: Group by TeamIteration 3: Creating a Repeatable SkillGet Jose Miguel Colella ’s stories in your inboxThe Living DashboardScaling Up: Agent Teams and WorktreesWhat I LearnedWorth the Squeeze

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