Podcast Episodes

I bought a tiny game controller for automation [Friday Wrap-Up]

Season 2

This week I talk about my latest Mac automation tool: the 8BitDo Micro, a $15 tiny game controller I picked up during Prime Week and mapped to comple…

2 months, 1 week ago

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How to Automate Your Business Without Losing Critical Thinking

Season 2 Episode 535

Lately, I've been hearing horror stories about how people use AI. Not "AI wrote me a program" stories — I mean people who can't decide what to make f…

2 months, 1 week ago

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Is speaking worth my time, Zuck doesn't get people, HotD [Friday Wrap-Up]

Season 2

This week I talk about why this is my heaviest speaking year since before the pandemic — and how I'm deciding whether all that travel and prep time i…

2 months, 2 weeks ago

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What to Do Before You Automate a Task

Season 2 Episode 534

Here's the problem: most solopreneurs don't know exactly what they do. They can't explain it, so they can't build systems around it. And when we try …

2 months, 2 weeks ago

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Siri's big update, and a CRAZY LEGO scandal [Friday Wrap-Up]

Season 2

This week I talk about WWDC and the big Siri update Apple just announced and why Apple's measured, context-aware approach feels like the right applic…

2 months, 3 weeks ago

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Where AI Actually Works in Solopreneur Systems

Season 2 Episode 533

I talk a lot about the wrong ways to use AI. But a rainy weekend gave me a few free hours and two pet projects that I used Claude Cowork for— and the…

2 months, 3 weeks ago

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Why Summarize Everything, Ben Sasse, and Lou Gehrig [Friday Wrap-Up]

Season 2

This week I talk about why summarizing everything isn't actually reading more — summaries rob you of the experience, the context, and the ability to …

2 months, 4 weeks ago

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The Automation That Lets Solopreneurs Leave Work at Work

Season 2 Episode 532

I left work early recently to volunteer at my daughter's ice cream social and sit through her spring concert without checking my phone once. And if y…

3 months ago

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Saturday Mornings, The Creative Act, and Pop Punk [Friday Wrap-Up]

Season 2

This week I talk about my surprisingly productive Saturday mornings — and why I'm hoping that same quiet, distraction-free focus carries into summer …

3 months ago

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"I'll Remember It" Is a Lie: 3 Ways Solopreneurs Can Capture Tasks Faster

Season 2 Episode 531

Have you ever gone to the grocery store without a list? You walk down every aisle, grab whatever looks good, spend way more than you planned — and so…

3 months, 1 week ago

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