casabona.org

Automation vs. AI: Which One Should You Actually Use?

Something my brother Phil and I would do before I had kids was travel to go to concerts. We’d go with a couple of friends, grab a hotel room, and enjoy the show. One time after check-in and before the…

YouTube
Podcast

Are You Practicing Conscientious AI Usage? [Friday Wrap-Up]

This week I talk about Conscientious AI Usage (a term my mastermind group gave me). Then a Six Colors article on Anthropic's lexical watermark and why making LLM output worse might be a net good, and a recommendation for Halo…

YouTube
Podcast

How to Start Thinking in Systems

A few years ago, I was helping my friend Jeff rebuild an automation — getting his intake form to talk to his CRM and his project management tool. Halfway through the screen share, he stopped and said, "So you just…

Streamlined

What Abigail Adams Showed Me About Shallow Thoughts in the Age of AI

The publication In Pursuit is doing a fantastic series on all of the presidents and the women behind them for America’s 250th anniversary, and I’ve finally been able to catch up on them. The article about Abigail Adams by Joseph…

casabona.org

What Abigail Adams Showed Me About Shallow Thoughts in the Age of AI

The publication In Pursuit is doing a fantastic series on all of the presidents and the women behind them for America’s 250th anniversary, and I’ve finally been able to catch up on them. The article about Abigail Adams by Joseph…

Podcast

Am I wrong about AI-generated YouTube thumbnails? [Friday Wrap-Up]

This week I talk about whether I'm wrong about AI-generated YouTube thumbnails — I've told my designer to never use AI on them, but if a thumbnail's only job is to get the click, does it matter? Then Casey Newton…

Streamlined

Not Sure Where to Start? The 4 Systems Every Solopreneur Needs

I remember the first time I went to see my accountant. I was around 19 or 20, and figured it was time for me to treat my side hustle of building websites as an actual business. I had been reading…

casabona.org

Not Sure Where to Start? The 4 Systems Every Solopreneur Needs

I remember the first time I went to see my accountant. I was around 19 or 20, and figured it was time for me to treat my side hustle of building websites as an actual business. I had been reading…

Podcast

The Lie That AI Is a Magic Shortcut

I was talking to an acquaintance recently who told me how he has AI agents write his articles for him. He sends a voice note of an idea, and every morning it picks the ideas, writes the drafts, sends them…

Podcast

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…

Podcast

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…

Podcast

"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…

Podcast

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…

Podcast

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…

Podcast

How I Produce a Week of Content in 90 Minutes

I was at a retreat with my mastermind group. We were going over our big takeaways, and my friend Cat reminded me of something: I output more content than most people. Her point was that when someone sees you doing…

Podcast

When is implementation the problem? [Friday Wrap-Up]

This week I talk about when implementation itself becomes the blocker — how working on a new welcome sequence in Kyle Adams' Newsletter Power-Up Cohort reminded me that I rarely get stuck deciding to act, but I do get stuck…

Podcast

Why Your Solopreneur Business Feels So Complicated

One of my favorite shows is Scrubs, and there's one episode that's stuck with me for nearly 2 decades, and I think about it nearly every day. In it, the team can't diagnose a patient showing every sign of Lyme…

Podcast

Is Claude Winning? [Friday Wrap-Up]

This week I talk about whether Claude is quietly winning the AI war — at least among business owners and tech nerds — after every speaker at Ecamm Creator Camp reached for Claude and nobody mentioned ChatGPT or Gemini, and…