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How Solopreneurs Can Use Text Snippets to Save 5 Hours a Week

Do you spend way too much time hunting for affiliate links, bios, or repetitive email responses? In this video, I’m showing you the easiest way to automate your day using text snippets. You don’t need to be a tech wizard…

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The Two Questions That Will Change How You Use Your Devices

There’s a trend that’s giving me a ton of hope lately, where Gen-Z are ditching smart phones for dumb phones, or getting music players instead of streaming them. 2026 might finally be the year where we decide to go back…

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You Can’t Just Prompt Your Way to Success

I used to work at a deli in New York1, where we were incredibly busy during lunch on weekdays. There were multiple law firms and offices that would place their full-staff lunch order with us, as well as folks who…

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Why “Working Harder” Is Making You a Worse Solopreneur

Elite athletes don’t give 100% every single day. They know better. When they’re training, they know to push themselves to get better, while not pushing so hard that they’ll get hurt. They know they need to take breaks if they’re…

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Beyond Box-Ticking: How to Build an Olympic-Caliber Business

It was a big weekend for sports. The 2026 Olympics kicked off, and we had the Super Bowl. While I’m always into the Super Bowl, this year I find myself more into the Winter Olympics than usual. Part of it…

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All That Shimmers is Not Gold: Why We Should Be Cautious About New AI Tools

If you’re of a certain age, you probably remember Leeroy Jenkins, the World of Warcraft player who became popular after a viral video in 2005. From Wikipedia: In the video, having been absent during a discussion of a meticulous battle…

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How Solopreneurs Can Take More Time Off

Earlier this year, I went to Podfest and it was a blast. I gave a talk about not letting AI do your work for you. I also got to spend time off with my brother, who works at Disney World…

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You Don’t Need AI

Michelangelo is getting ready to paint the Sistine Chapel. He’d rather be sculpting, and is struggling to come up with an approach to this massive undertaking. Shakespeare is writing Romeo and Juliet, but is stuck on the part where Romeo…

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What Would You do if You got $100K for Your Business?

Over the weekend my friend Dave asked me an interesting question regarding my business: What would you do if someone handed you a bunch of money today? The root of this question, to me, is this: what would I pay…

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Have an Inquisitive Mind

If I had to pick one thing I knew for certain my wife likes about me, it would be my inquisitive nature. She says it regularly. It’s because we’ll be talking about something and I’ll blurt out, “I wonder how…

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“No But We Can Order It Online for You.”

I have a confession to make: when it comes to shopping, I like it a lot more than my wife does. I also really like going to stores and buying stuff…even though with Amazon I can get most things the…

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7 Months: Watching my Daughter Grow

My daughter is 7 months today. If you’ve never had a child, let me tell you: babies get really interesting around the 5–6 month mark. I wish I thought about doing this log right in the beginning, though I feel…

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Transitioning to Full Time Freelance

Note: this is an update to an article I wrote in 2010, when I went from college to full time freelance. I started freelancing all the way back in 2002, when my church came to me looking for a website…

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Thoughts from the book Essentialism

My summer of books is going pretty well so far; I’ve finished 4 and am 1/2 way through 5, which is my first fiction book of the summer. Last week at the beach, I flew through Essentialism , which I…

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Smoking Cigars with my Grandfather

I guess this is technically my first cigar. This past June was the 8th anniversary of 2 significant events in my life: My grandfather (Pop, pictured above circa 1989) passed away. I started smoking cigars. I thought about this while…

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An Open Letter to My Daughter

Hey Little One (as Grandma Casabona so lovingly calls you), I can’t believe you’re due in a week. To say this time went quickly is a bit of an understatement. In some ways it doesn’t quite feel real yet. But…

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What Orson Welles’ War of the Worlds Broadcast tells us about Media Today

Img src: https://www.youtube.com/watch?v=SLOr4RyuT6E Have you heard of Today I Found Out ? It’s one of my new favorite YouTube channels, and the folks there put out great content 6–7 times a week. They are great videos about a wide variety…

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You Don’t Need to Save Lives to Find Meaning in Your Work

My wife and I do very different things. I sit in front of a computer all day, get to work pretty much the hours I’d like to work (within reason), and I don’t have to put pants on. Erin is…

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You Need to do More than Build it to Make Them Come

In the 1989 movie Field of Dreams , there’s this iconic scene where Kevin Costner’s character is standing on his land in a corn field, when he hears a voice say, “If you build it, he will come.” Confused, Costner…

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When You Freelance, Make Decisions & Stick to Them

I almost called this one, “Trust and be Trusted, but don’t betray your business.” That’s the gist of the next two stories. It’s easy to make concessions when you’re freelancing, especially when business is slow. You need the work and…