9 mins S2 #543 Aug 07, 26 Resetting Claude Every 3 Months? [Friday Wrap-Up] This week I talk about a piece of advice from Boris Cherny, head of Claude Code — that you should reset your prompts, projects, and skills every time a new model ships — and why I'm not doing it. Then a recommendation for Destiny of the Republic, Candice Millard's book on James Garfield, and why I've started walking a mile every morning without headphones. Plus a quick promo: I'm speaking at Ops Ahoy this September on setting inbox boundaries. Links:Boris Cherny interview (YouTube)Destiny of the Republic by Candice Millard2026 Yearly Theme: Digital DetoxOps AhoyThese episodes are about taking more time off — especially on the weekends. The best way you can do that is by having a good system. If you're not sure where to start, head over to https://streamlined.fm/quiz. Answer a few questions, and I'll send you exactly where you should start to build a less overwhelming business.
8 mins S2 #542 Aug 04, 26 You Don't Have to Fix Everything — Just Start With One Thing Back in 2016, I ran…well, *completed…*a Disney half marathon. And the thing about Disney is they make it impossible not to find the starting line. Buses from the resort, signs, gates, pre-race emails. Everything points you to where to start. And if I didn’t know any of that, I wouldn’t just start running. I would start simple…like asking a cast member when the race is, and go from there. But for some reason, when it comes to our business, a lot of us tell ourselves: I have to fix everything right now, immediately. But you can’t when you don’t know the first step. In this episode, I’m going to tell you how to take the first step. And if you are still looking for a place to start? Grab the free Solopreneur Systems Starter Kit — the 4 systems every solopreneur needs, plus the exact tools, automations, and AI prompts to set them up: https://streamlined.fm/kit
10 mins S2 #541 Jul 28, 26 "No One Can Do It Like Me" Is a Lie (And It's Costing You) For most of my life, I believed that if I wanted something done right, I had to do it myself. I held it all the way until I had a panic attack and had to stop doing everything myself. I made changes, and you know what? I learned that being a solopreneur doesn't mean doing everything yourself. It means you own the business and work on your own terms — not that you personally execute every task. In this episode, I break down how to tell the difference, why "no one can do it like me" is a story we tell to protect our feelings, and how one client almost stopped doing her show because she wouldn't let go of a single task. Then I give you the one small thing to try this week. Looking for a place to start? Grab the free Solopreneur Systems Starter Kit — the 4 systems every solopreneur needs, plus the exact tools, automations, and AI prompts to set them up: https://streamlined.fm/kit LinkedSolopreneur Systems Starter KitHow I Saved Laura More Than She Spent on Coaching
11 mins S2 #540 Jul 24, 26 The Simplicity of Yellow Legal Pads [Friday Wrap-Up] This week I talk about rediscovering the humble yellow legal pad after years (and hundreds of dollars) sunk into fancy notebooks and fountain pens. Then a piece by Kashmir Hill about discovering an AI-generated biography of herself for sale on Amazon that she never authorized or was contacted about, and a recommendation for the summer drinks series on Cocktails with Suderman. Plus this week's Automation of the Week: using Claude's Canva connector inside my Friday Wrap-Up skill to auto-generate the dated episode artwork while the video renders. Links:Ampad Gold Fiber Legal PadsI Got Slopped (The New York Times)Want to Feel Rich? Drink a Pineapple Cocktail (Cocktails with Suderman)Leave feedback at https://streamlinedfeedback.comIf 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.
2 mins Jul 22, 26 Welcome to The Streamlined Solopreneur Imagine you finally logged off. It's the first real vacation you've taken in years. The coffee's hot (or iced), the phone's in the other room, and for once, nobody needs you. This is why you went solo in the first place. Work you actually care about, on your terms. The freedom to close the laptop and just… be there. The business hums along without you standing over it. You breathe. And then the phone buzzes. It's the one thing only you can handle. So you grab the laptop. And just like that, you're working again — because when you're solo, everything runs through you. Every task. Every email. Every little fire. The overwhelm never really lifts. So what happened? And more importantly — how do you build a business that doesn't fall apart the second you step away? That's what we explore here on Streamlined Solopreneur. I'm Joe Casabona. I went from so overwhelmed I had a panic attack, to taking four to six weeks off a year — worry-free. And I've helped hundreds of solopreneurs build the systems that finally gave them their time back.Every week, I'll bring you one clear idea to help you:Beat overwhelm with systems you can actually trustGet your time backBuild a business that doesn't depend on youAnd put AI on the tasks — not the thinkingThese are short episode that tackle one idea or piece of advice you can put into action today. Because "solopreneur" was never supposed to mean doing it all yourself. It should mean a business you can step away from — free to take a real break, and free to do the work you actually want. If that's the business you're after, this show is for you. subscribe wherever you're listening, and let's get to work.