May 19, 20267 min readAI Dev Review

How to migrate your team from one AI tool to another

Switching AI tools is disruptive. A staged rollout beats a big-bang cutover every time.

Team OpsBest Practices

We've moved teams from Copilot to Cursor, from Cursor to Claude Code, and back. The pattern that consistently works is the same each time.

The staged plan

Week 1: two volunteers use the new tool exclusively; document friction.
Week 2: opt-in for the rest of the team; keep the old tool licensed.
Week 3: retro and decide. Roll forward or roll back based on evidence, not enthusiasm.

Time-to-PR, revert rate, and 'would you keep it?' survey score. Ignore vanity metrics like completions accepted.

Do not cancel the old tool license until after the retro. Rollbacks are cheap; rebuilding trust after a botched migration is expensive.

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