Topic
Work
Essays on work, and where it actually fits inside a life worth building. I used to think the important questions about work were tactical: what to make, how to sell it, how to grow. They weren't. The questions that matter now are about what work is for, what it costs to keep doing, and how to keep it from quietly becoming the thing your whole life is organized around. These essays look at work through stories and observation, not playbooks.
There’s no map for this.
Why the advice that works for them doesn’t work for you.
Just tell me when you’ll be here.
Most people communicate what's in their own head instead of what the other person needs to hear. A nurse, a boardroom, and the difference between the two.
One person away.
A sushi speakeasy that seats eight. A hidden door. A chef who changed careers at 40. One person can change everything.
Being a purple squirrel.
Eleven years ago, I watched a sales guy tape together a paper pyramid in a WeWork. What happened next taught me what 'purple squirrels' are — and why you want to be one.
Nobody's even trying.
Everyone says the market is saturated. But when I look around, most people aren't even doing the basics.
Nobody is coming to save you.
My boss told me to move to San Francisco in two weeks and fire the entire sales team. I'd never even visited the city.
The wallet that came back.
My wife lost her wallet in a NYC cab. What happened next reminded me of something I'd been taking for granted in business.
Leverage is the solopreneur cheat code.
I used to think growing a business meant adding complexity. After $10.5M as a solopreneur, I've learned the opposite.
I'll draw your dog for $350.
A woman in a tiny shop inside Fishs Eddy in NYC was selling custom dog portraits for $350. She was booked solid. Here's what she understood about business.
Reverse engineering attention in 2025.
I used to think getting attention was about great hooks. After all these years, I've landed on a completely different formula.
AI is coming for us (here's my plan)
AI is coming for a lot of jobs. Here's the plan I'm betting my business on.
Creator vs. Operator
He's got a loyal audience, three products, and $350K in revenue. Sounds like a dream — until you hear the rest.
The great social media exodus?
Something interesting is happening online. Some of the biggest creators are quietly leaving their platforms.
Luck is mostly just math.
Luck isn't random. It's math — and the equation is simpler than most people think.
Everything, everywhere, all of the time.
A financial coach tried to be everything, everywhere, all of the time. One conversation changed how he thought about his entire business.
The hidden cost of being perfect
I spent an hour agonizing over an email subject line. Then I laughed — because I knew the truth nobody wants to admit about perfectionism.