He Bought His First House at 17, Sold a Company to Zillow, and Built a Second Home Empire That Hit Unicorn Status in Five Months

Check out Lodgify claim your exclusive discount: https://www.lodgify.com/behind-the-stays/  — In just a moment you'll meet Austin Allison — co-founder and CEO of Pacaso, the co-ownership platform that's reimagining how people buy, use, and think about second homes. Austin's dad was a carpenter. They lived paycheck to paycheck in a home with unfinished plywood floors because they couldn't afford carpet. Austin started working job sites with his dad at six or seven years old, and the thing it taught him wasn't carpentry — it was that you can build anything if you decide to. By 17, he'd saved up four thousand dollars, bought a bank foreclosure, and watched the listing agent walk away from the closing table with a check that changed how he thought about money. A week after turning 18, he was enrolled in real estate school. That trajectory led to Dot Loop — a platform Austin built while simultaneously attending law school that went on to power more than half of all digital real estate transactions in the US — and eventually a sale to Zillow, where he worked alongside Spencer Rascoff and the founding team. But the Pacaso idea actually started earlier, back in 2013, when Austin bought a second home in Lake Tahoe and realized he hadn't just purchased a piece of real estate. He'd purchased a second life. In this conversation, Austin walks us through the full arc — from selling birdhouses as a kid to building a unicorn in five months, what it felt like to lay off nearly 300 people when the market turned, and why the six months after selling Dot Loop were some of the lowest of his life. We get into the mechanics of co-ownership, how it's fundamentally different from timeshares, and this new product called Infinity that's unlocking the 80% of luxury second homes around the world that sit empty because owners don't want renters — but would happily swap with other owners. And he makes this point that I keep coming back to — that the people stuck on the hamster wheel aren't the ones who can't afford the life they want. They're the ones who haven't made the decision yet. —   Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.   Your host is Zach Busekrus, Head of Growth at Journey. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.