The Man Who Sold Off Vacasa: Sell Your Airbnb Business NOW — Before The Window Closes! | Jacobie Olin

What is your short term rental management company actually worth? Jacobie Olin sells these companies for a living, around 20 deals a year worth close to 200 million dollars, and in this episode he breaks down exactly how buyers value your business, what multiples they pay, and why most operators are sitting on a lifestyle business instead of a sellable asset.

Jacobie is the founder of C2G Advisors and brokered the landmark Vacasa and Casago deal. He walks through EBITDA, multiples, take rate, churn, and the real steps to turn a small management business into something worth millions. If you have ever thought about selling your rental business one day, this is the playbook for what to build toward now.

TIMESTAMPS

00:00 Meet the man who brokers STR company sales

00:25 What C2G does and the size of deals they run

02:25 Inside the Vacasa and Casago deal

09:10 Why big money is moving into a fragmented industry

10:32 The state of the market and why the next few years favor sellers

13:30 How companies are valued by size (the multiple ladder)

16:00 Why smaller deals pay you less cash up front

17:56 Turning a lifestyle business into a sellable asset

21:00 The magic number that opens the door to real buyers