Streamlined Solopreneur: Helping solopreneur parents stop checking email at the playground
Channel Details
Streamlined Solopreneur: Helping solopreneur parents stop checking email at the playground
When was the last time you took a real vacation...not one where you're still answering emails? You started your business for freedom, but you still feel the urge to work, even when you're supposed to be spending time with your friends, your family, or just yourself. The Streamlined Solopreneur i...
Recent Episodes
575 episodes![Getting Distracted, Disney, and LEGO [Friday Wrap-Up]](https://img.transistorcdn.com/rLvCSi5NZRW-tdk0-6JGO2Si4pD8ZtFVWqIbs3v9fGQ/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS9jNTUx/ODVhNzE3NDhlNjUy/MWZiODg5YWZiMjhj/MTc5NC5wbmc.jpg)
Getting Distracted, Disney, and LEGO [Friday Wrap-Up]
This week I talk about almost re-joining a platform I know I'd hate. Then a look at Disney's next-gen audio-animatronic transforming from a pirate to...
The 4 Systems Every Solopreneur Needs to Take More Time Off
A few months ago I was doing a series of research calls, and the same piece of feedback kept coming up: "I read all your stuff, this sounds awesome, b...
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I bought a tiny game controller for automation [Friday Wrap-Up]
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 complex...
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 fo...
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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...
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 t...
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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 applica...
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...
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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 f...
The Automated Routine That Lets Me Leave Work at Work
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 yo...
![Saturday Mornings, The Creative Act, and Pop Punk [Friday Wrap-Up]](https://img.transistorcdn.com/ZK-_I4_StEIT7gSCEoaDqFo0rcdA-RcnGH0_gB7v58A/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS9lMjU4/Y2Y4NmI4YmZhNGRj/NTg1OTJhYjVkMDYy/YzZhOS5wbmc.jpg)
Saturday Mornings, The Creative Act, and Pop Punk [Friday Wrap-Up]
This week I talk about my surprisingly productive Saturday mornings — and why I'm hoping that same quiet, distraction-free focus carries into summer w...
"I'll Remember It" Is a Lie: 3 Ways Solopreneurs Can Capture Tasks Faster
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 som...
![Do you work while driving? [Friday Wrap-Up]](https://img.transistorcdn.com/stjsWr7mVgrB6s9sO0i_CdTUvT1WrhbTTxFenX-_O1I/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS8yZmMx/ZDBlMTFmZjNlMGNh/NTJlYjg1OGE3Zjk2/MmM3MS5wbmc.jpg)
Do you work while driving? [Friday Wrap-Up]
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 inste...
Inbox Zero for Solopreneurs: The Exact System I've Used for 8 Years
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 urg...
![Do LLMs employ variable rewards, Spike Lee's hat, and a chilling video [Friday Wrap-Up]](https://img.transistorcdn.com/mB4dwYEsGHRVJkbsQxKlkfsrN7mLFevvyu11jjp1R-s/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS9iMGY5/ZjM3NzBjYTE1MjAw/MjE5MjI4MzkwNGIx/MzMwMC5wbmc.jpg)
Do LLMs employ variable rewards, Spike Lee's hat, and a chilling video [Friday Wrap-Up]
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 Readi...
The Right Newsletter Tool Makes All the Difference: Why Solopreneurs Should Use Kit
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 he...
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Don't Miss Out on What You're Doing, Deleting Second Brains, drop dead [Friday Wrap-Up]
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...
Why Your Solopreneur Business Feels Overwhelming (Fix This First)
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 overstim...
What Solopreneurs Can Learn From Star Wars
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 when...
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Single-Purpose Apps, AI Won't Take Your Job, Ted Lasso is Back [Friday Wrap-Up]
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 no...
The One Thing Solopreneurs Shouldn't Automate (And What to Automate Instead)
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 s...
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Trading Algorithms + Claude MYTHos [Friday Wrap-Up]
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 s...
The Solopreneur's Guide to Discipline: Systems, Time, and Delegation
What if the best business advice you ever got came from a book about ancient philosophy?
I've been on a bit of a reading bender this year — phys...
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What is AI Brain + Recommendations [Friday Wrap-Up]
AI brain is when you've come to rely on AI for even the most basic things -- and after a week deep in Claude Max, I felt it creep back in. I'm sharing...
Vibe Coding for Solopreneurs: When It's Worth It and When It's Not
I understand the temptation of using AI to write your own apps. I’m sick of the endless subscriptions, feature bloat, and raising the subscription pri...
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Thoughts and Recommendations for April 10, 2026 [Friday Wrap-Up]
I'm trying a new format this week called the Friday Wrap-up, where I tell you what's on my mind, and recommend some articles and videos. The hope here...
How to Plan Your Week as a Solopreneur (My Exact System)
I can’t imagine something more overwhelming than sitting down on Monday and having no idea what to work on, despite knowing you have a bunch of work t...
How to Understand How You Work with a Task Journal
Most task managers only tell you half the story. They show you what you checked off, but they have no idea that you moved that one task four days in a...
3 Lessons Solopreneurs Should Take From the Olympics
I loved watching the Olympics this year — more than usual. Part of it was the great stories and incredible performances. But a big part of it was that...
How to Build a Better Relationship with Your Tools
In 1998, I got genuinely frustrated with my mom for not knowing how to right-click. I thought technology was just… obvious. It took me an embarrassing...
3 Steps to Reclaim Your Life from Email
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I Used AI to Code an iOS App [Audio Note]
I had Strep Throat this week, and when I got sick of being cooped up in bed, I decided to do something interesting: use AI to code an iOS app.
I...
Why Repetition is Killing Your Productivity (And How to Fix It)
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Why I'm Buying Music Again in 2026 [Paper & Smoke]
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Why I Love Talking to my Phone Now
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Why I’m Returning the remarkable 2 [Audio Note]
I tested the reMarkable 2 with the Type Folio keyboard hoping for a distraction‑free, E‑ink writing experience.
It’s a great device but I found...
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I got home at 3 a.m. after a week of back-to-back conference days and Disney park days with my brother. I was exhausted. And my flight had just been d...
Stop Selling Content: The Shift Toward Transformational Communities
Memberships and Communities are a great way to stop selling hours for dollars. But you need to do it right.
I recently sat down with my good fr...
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Working on Interoperability with the reMarkable 2 [Audio Note]
I picked up reMarkable 2 to see how I liked typing on an eInk device. I share some initial impressions, but am facing a bigger, more interesting probl...
What do we lose by relying on AI too much?
What do Michelangelo, Shakespeare, Marie Curie, Ben Franklin, and Virginia Woolf all have in common? They all created long-lasting, humanity-impacting...