Three-Person Team Built an AI Pipeline to Migrate 1,100 Flow Files to TypeScript

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A three-person team tackled migrating a decade-old codebase of roughly 1,100 files from Flow to TypeScript during a hackathon, replacing the naive 'just let AI convert it' approach with a structured engine. Before any conversion began, static analysis generated a full dependency graph and type-ownership map, allowing files to be grouped and ordered so dependencies were always migrated before their consumers. The pipeline used a Planner-Implementer-Reviewer loop, where Claude Sonnet handled routine conversions while Claude Opus stepped in as an architect on cases that failed after three retries. A key constraint was switching to Vite and esbuild early, enabling legacy JavaScript and new TypeScript files to coexist so the app remained functional throughout the migration. The model was strictly limited to file edits only, with all verification handled externally via TypeScript compilation and tests, preventing silent errors from accumulating.

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