23 mins S2 #535 Jun 23, 26 Automate Without Losing Critical Thinking (My AI Philosophy) 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 for dinner, write their own feedback on a contractor's work, or come up with a single question for a webinar without asking a chatbot first. I call it AI Brain Rot, and getting really bad.So I walk through the three warning signs you might be slipping into AI brain rot, my 5 Pillar AI Philosophy, and three rules to keep your brain sharp while you still automate your business. We get into where AI actually shines — crunching data, transcribing calls, processing your notes — and where it absolutely doesn't.If you want to build solopreneur systems that rely on you in the right ways, this one's for you.Want systems that will help you free up your time without killing your ability to think? Grab the Solopreneur Starter Kit — four systems to help you run your one-person business, with recommended tools and automations. Plus, it’s 100% written by me (not AI). It's free at streamlined.fm/kit.LinksSolopreneur Starter KitAI Brain Rot (longer piece)Whisper Memos
17 mins Jun 19, 26 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.
25 mins S2 #534 Jun 16, 26 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.
17 mins Jun 12, 26 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.
18 mins S2 #533 Jun 09, 26 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