From the archive

Archive · 2023 / 01

The Monkey and the Pedestal

Earlier this week, I talked to Laura Elizabeth, co-host of the Non-Technical Founders podcast, about prioritizing things on the solopreneur journey. We chatted about when to delegate, how much structure and process a business should have, a

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Expanding Your Opportunity Surface

Founders talk a lot about luck. When we’re successful, we are at the right place at the right time. When we’re failing, we dust ourselves off to go ahead and shoot another shot, temping fate once again. But what is luck — and can we influen

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Door-to-door to $2M ARR with Daniel Fayle

Today, I’m talking to Daniel Fayle — co-founder of Chekkit, a business he and his team have bootstrapped to $2mil in ARR. We’ll touch on finding the right vertical to get started, how to do things that don’t scale, and what choices need to

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The Role of Trust in Remote Work

I was chatting with Marissa Goldberg about remote work this week, and she gave me several handy frameworks for founders who want to build remote-first businesses. At the center of any successful remote work relationship lies trust. And surp

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Founder Mental Health Pitfalls

This week, I chatted with Patrick Campbell about his exit of ProfitWell to Paddle for $200 million. One of the most mind-blowing things I experienced during that conversation was hearing Patrick tell me that he feels he needs to build somet

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