Resort Model

I just need 100 million… A few years ago, I had an idea that was either brilliant or completely ridiculous… possibly both. Land in central Florida is surprisingly cheap. So what if someone (I dunno, maybe me?) built a resort that looked like a remote seaside village in Thailand or Vietnam, tucked into lush, misty […]

#NotThanIan Official Tee

You got the wrong Ian. PRO TIP: If you’re going to accuse someone of something, you’d better make sure you have the right person! One day in early 2026, I started seeing some bizarre comments on one of my videos. Considering I only post about business, marketing, and AI, I was blindsided when someone called […]

The Condition Report

Hey, look at me! When I originally built the 42Kites system, I hadn’t yet learned a hard truth: it doesn’t matter how cool your thing is if you can’t get it in front of the people who would buy it. At the time, my target market was entirely museums. Every graphic, every page, every word […]

Dreamhip

What is the opposite of Groupon? Back in 2014, Groupon reported $7.6 billion in gross billings (that’s the total dollar value of customer purchases before deducting costs, refunds, or revenue sharing with merchants) and I wanted a piece of that action. So I came up with an idea. What if, instead of companies offloading their […]

ELM

“This was before AI took over.” That’s a phrase a lot of people will be using in hindsight and I’m one of them. After years of running a web development agency, one problem kept coming up: consistent lead generation. So the question became: How do you generate new leads with zero ad spend? Cold outreach. […]

WP Triggers

“I need a zip code search.” That’s how it started. Over fifteen years ago, a client needed a way for visitors to enter their zip code and instantly see if service was available in their area. Simple concept. Except nothing existed for it. After digging through the WordPress plugin repo and premium marketplaces, I couldn’t […]

Airbnb Negotiations Course

Everybody wants a deal For years, my wife and I traveled the world full-time (wrote this book about it) and we stayed exclusively in Airbnbs. Having a kitchen meant we could cook at “home” instead of eating every meal at a restaurant, which matters a lot when you’re on the road for years at a […]

The Apostrophe Show

Hey, that’s cool! A few years ago, while living in Spain and Argentina, I started collecting things from the internet that made me stop scrolling: odd discoveries, surprising ideas, things I couldn’t stop thinking about. So I made a podcast about them. The show ran for thirteen episodes, all less than fifteen minutes long and […]