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Podcast Episode

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

Short Term Rental Secrets Podcast··18 August 2026·48 min

About this episode

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.TIMESTAMPS00:00 Meet the man who brokers STR company sales00:25 What C2G does and the size of deals they run02:25 Inside the Vacasa and Casago deal09:10 Why big money is moving into a fragmented industry10:32 The state of the market and why the next few years favor sellers13:30 How companies are valued by size (the multiple ladder)16:00 Why smaller deals pay you less cash up front17:56 Turning a lifestyle business into a sellable asset21:00 The magic number that opens the door to real buyers24:35 Can you sell on co-host contracts instead of full management?26:35 Mike Reilly asks: how do I acquire another company?32:45 The KPIs that actually drive your valuation41:12 The fee trick that quietly raises your take rate42:45 Where the whole industry is headed nextWant the KPI scorecard from this episode? DM @strsecrets on Instagram.Learn more about C2G Advisors: https://c2gadvisors.comConnect with Jacobie: jacobie@c2gadvisors.comSubscribe for new episodes every Monday.#ShortTermRentals #PropertyManagement #AirbnbHost #VacationRentals #STRSecrets #RealEstateInvesting #BusinessExit #MergersAndAcquisitions