Building businesses, trying new tools, and making room for people. The original posts, collected in one place.
Imported October 2, 2026. This is a static archive. Posts follow their LinkedIn activity order; publication dates appear only when verified.
Showing 1–20 of 348 posts
I once fired my twin brother. Technically, twice. Now he's going back to Automattic, and I couldn't be more excited for him. Let me back up. A decade ago, Nick landed his first real job at Automattic. He did a little bit of everything, tra…
Read the post →You cannot sleep on this. Before I changed a single thing, my Shopify store had already made $918.70 from ChatGPT and the Shop app. No ads. No links. AI found our cards and sold them. So I had AI audit my store the way a shopping agent see…
Read the post →Love this. One footnote from behind the counter at a card shop: this compares the entire venture index to the single best Charizard on earth. That's like comparing the S&P to Google's seed round. The average 1999 Charizard didn't become a…
Read the post →100 people a day want to buy the Pokémon cards nobody wants. That's bulk. The commons and uncommons left over after the good cards get pulled. They're offering 1 to 2 cents a card. Here's my problem. We generate an enormous amount of bulk.…
Read the post →I'm not sleeping tonight. And I don't want to. 15 years ago we started teelaunch. Teespring had just shown up. Facebook ads were brand new. And we thought "target by interest" was the most next-level thing we'd ever seen. You could put a s…
Read the post →Your next customer might never see your website. They'll ask an AI agent to find the product, and the agent will buy it for them. That's not a prediction anymore. Meta's new AI agent, Muse, can now check out from Shopify stores with one ta…
Read the post →Is my job going to be replaced by AI? Absolutely. I’ve made peace with it. But after spending the last few months actually building agents, I’ve also concluded that replacing me will require approximately: 48 agents 6 orchestration agents…
Read the post →Their CEO, Rob Bigler, is leaving. So I did what any reasonable card shop owner in Sioux Falls, South Dakota would do. I started updating my resume. Here it is: Started my first business at 8 with my twin brother. Candy company. It failed…
Read the post →When I first started at Automattic, I decided to call myself the Chief Swag Officer. I liked swag. I thought it was funny. That was pretty much the entire qualification process. I think it’s time for another completely self-appointed title…
Read the post →Literally some of my favorite artwork in the world.
Read the post →The personalized-products industry is struggling at a strange time: making a good personalized product has never been easier. In 2020, 1-800-Flowers bought PersonalizationMall for $245 million. Now it has agreed to sell a package including…
Read the post →I started making parody apps. Then I needed somewhere to put them. So now I have an app store. It's called Oops! All Apps. The supervision is questionable. The first three: 🐌 Dawdle: my take on Doodle, for finding a time your people can a…
Read the post →Some of the toughest men I know spend their Saturdays building tiny plastic robots. Izzi's Gym is a trading card and collectibles store in Sioux Falls. Somewhere along the way it also became a hangout for veterans. I didn't plan that. It j…
Read the post →Our store screens run themselves now. No agency. No expensive signage company. I built a small app that talks to our internal system, and Yodeck puts it on every screen in the store. Here's what plays at Izzi's Gym all day: Today's events.…
Read the post →A dashboard can tell you which idea performed better. Someone still has to come up with an idea worth testing. I wrote about why tech companies need creative marketers with the room to shape what gets made: the name, the voice, the joke, t…
Read the post →“We bought a Pikachu” is an incomplete business record. Which set? Which card number? What condition? Which finish? How many copies? Those details affect what we pay, how we list it, and what a customer expects to receive. We used AI to bu…
Read the post →I've been dealing with a lot of theft lately. Customers. People I trusted. It wears on you in a way that's hard to explain, because it isn't really about the money. It's about the trust. Somewhere in the middle of it, a thought settled on…
Read the post →Its hard to believe we're twins as my brother Nick intelligence and creativity is on another level.
Read the post →Before you add staff, make the waiting visible. At our card shop, customers bring in collections to sell. Each collection takes a different amount of time to evaluate. We used AI to build a check-in queue inside PENNY. Customers enter thei…
Read the post →90% instant buyback sounds like a great deal. That's the problem. I sell Pokémon packs for a living, so I'm not anti-ripping. Opening packs is fun. The rip, the reveal, the chase. It's a big part of why this hobby is so great. But there's…
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