Podcast Episodes

Do you work while driving? [Friday Wrap-Up]

Season 2

This week I talk about how I used 4 hours of solo driving to and from a mastermind retreat in Baltimore — and why I chose to turn everything off inst…

3 months, 2 weeks ago

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Inbox Zero for Solopreneurs: The Exact System I've Used for 8 Years

Season 2 Episode 530

Have you ever seen a 5-digit notification badge? It’s most stressful things I see on someone's phone. And I get it — as a solopreneur, email feels ur…

3 months, 2 weeks ago

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Do LLMs employ variable rewards, Spike Lee's hat, and a chilling video [Friday Wrap-Up]

Season 2

Welcome to the Friday Wrap-Up for May 15, 2026. This is a short newsletter where I talk about 3 things: What’s on my mind this week, Recommended Read…

3 months, 2 weeks ago

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The Best Newsletter Tool for Solopreneurs (and Why)

Season 2 Episode 529

Does having a mailing list feel like too much for you? Like it’s adding “one more thing” to your list as a one-person business?

That's what I hear con…

3 months, 3 weeks ago

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Don't Miss Out on What You're Doing, Deleting Second Brains, drop dead [Friday Wrap-Up]

Season 2

Are you so concerned with FOMO that you're Missing Out On What's There, rendering your real life MOOWT? That's what's on my mind today.

Plus, a great…

3 months, 4 weeks ago

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Why Your Solopreneur Business Feels Overwhelming (Fix This First)

Season 2 Episode 528

The most overwhelming room in my house is the sunroom. Three small kids, all their toys, total chaos. One day, I was sitting in there feeling oversti…

4 months ago

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What Solopreneurs Can Learn From Star Wars

Season 2

I have a confession to make: The first Star Wars movie I ever saw was Episode 1: The Phantom Menace. I was 13, and it just hit the dollar theater whe…

4 months ago

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Single-Purpose Apps, AI Won't Take Your Job, Ted Lasso is Back [Friday Wrap-Up]

Season 2

Are single-purpose apps going to replace SaaS? I've been building small, focused tools with AI to replace subscriptions that solve my problem, just n…

4 months ago

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The One Thing Solopreneurs Shouldn't Automate (And What to Automate Instead)

Season 2 Episode 527

Using AI to write your book is like using a car to run your marathon. Sure, you covered the distance — but nobody's impressed.

Here's what I'm seeing …

4 months, 1 week ago

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Trading Algorithms + Claude MYTHos [Friday Wrap-Up]

Season 2

This week I've been deep in my SEO and content strategy, and it got me thinking: am I just trading one algorithm for another? I left social media to …

4 months, 1 week ago

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