Podcasts to help busy solopreneurs create space and reduce friction in their lives, so they can spend their time the way they want. 

Latest Episodes

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

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 is actually worth it, given the real cost of crafting talks and getting clients from them. Then a story about Mark Zuckerberg telling Meta employees to "have fun again" after brutal layoffs, including the absurd perk of a permanent desk. And a recommendation for House of the Dragon Season 3, which drops June 21st.Links:My /now pageMark Zuckerberg Orders His Employees to Start Having Fun Again After Brutal Layoffs Culled Their Colleagues (Futurism)House of the Dragon Season 3 trailer (YouTube)If you enjoyed this, consider joining my newsletter at https://streamlined.fm/wrap. You'll get an additional Automation of the Week, as well as regular emails on how to approach building systems that help you take time off, worry-free.

You Can't Automate What You Can't Explain

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 to build systems without explaining them, they end up with bad, ineffective systems. Because when we explain, we scrutinize.How do you fix it? Pick one task you do often, fire up a screen recorder, and narrate how you do it and why. Recording yourself doing your task is the blueprint. It is the plan. That's the first step to understanding the systems you can build, so you can automate your business and take time off worry-free.Want a second set of eyes on yours? Record one task or workflow you do regularly and submit it at https://taskteardown.com — if I pick your video, I'll break it down on my YouTube channel with feedback on how to do it better. It's completely free.

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

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 application of AI. Then the wild, still-unfolding Reckless Ben vs. Bricks and Minifigs saga, where a consigned Star Wars LEGO collection turned into a legal nightmare, and a recommendation for my own Alphabet Playlist: one album from one band for every letter of the alphabet, on Apple Music and Spotify.Links:Siri, AI, and the Latest in Apple Intelligence: The MacStories OverviewReckless Ben vs. Bricks and Minifigs (Kotaku)Bluesky ThreadAlphabet Playlist on Apple MusicAlphabet Playlist on SpotifyRegister for my free Ecamm WorkshopIf you enjoyed this, consider joining my newsletter at https://streamlined.fm/wrap. You'll get an additional Automation of the Week, as well as regular emails on how to approach building systems that help you take time off, worry-free.

AI for Solopreneur Systems: Two Projects That Actually Worked

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 results actually impressed me.The first: I used Claude to vibe-code a custom Obsidian theme from scratch. No CSS, no digging through the inspector — just a few prompts and some back-and-forth until it looked exactly the way I wanted.The second: a Claude skill that plans trips for me end-to-end — packing list, budget, Todoist project, calendar entries, the works. It's now maybe my favorite thing I've ever built in Claude.Does all of this sound interesting, but you’re not sure where to start with your systems? Grab the free Solopreneur Systems Starter Kit — including the trip planning skill from this episode — at streamlined.fm/kitLinksHandcrafted Obsidian ThemeObsidian Theme ScreenshotTrip Template Screenshot

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

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 form your own opinion, and I'd rather read one primary source than 14 summaries I'll forget. Then a heavy but admirable piece from The Dispatch on Ben Sasse facing terminal cancer with poise, and what it teaches us about being present with our families, and a recommendation for Lou Gehrig's Luckiest Man speech on YouTube.Links:Don't Let AI Steal Your LifeBen Sasse Is Teaching Us How to Die—And Live—Well (The Dispatch)Lou Gehrig's Luckiest Man SpeechIf you enjoyed this, consider joining my newsletter at https://streamlined.fm/wrap. You'll get an additional Automation of the Week, as well as regular emails on how to approach building systems that help you take time off, worry-free.