Boris Cherny on Trying to Get Claude Code to Rewrite the Claude App

Boris Cherny, head of Claude Code at Anthropic, was interviewed by Diana Hu on stage at Y Combinator’s Startup School 2026 last week. Starting around 20:30 in the video, he briefly discussed directing Claude to perform difficult tasks:

Cherny: I think the skill nowadays is less about prompt

engineering and more about figuring out how do you give Claude a

hard task that seems a little bit too hard. Then how do you make