09-10-2026ASK THE EXPERTS

How I built an AI chief of staff for $25 a day

And the lessons I learned doing it.

[Source Photo: Getty Images]

For 20 years, I built my career on the business side of startups: sales, marketing, customer success, operations—areas where I never needed to learn coding or build something myself. That changed this year.

My CEO role grew beyond my domain of expertise to span the company’s full operations, and I needed a way to keep up. After using Claude for almost a year, I started with Claude Code and........

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