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What I Learned Building a Testing Infrastructure for AI-Driven CLI Development

· 6 min read
runkids
Creator of skillshare

Over the past few months building skillshare, I've been experimenting with letting AI agents (Claude Code, mainly) handle more and more of the development cycle — writing features, fixing bugs, even running verification.

Along the way I learned some things about what makes AI agents productive (and what doesn't). Sharing here in case it's useful to others building CLI tools.