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He Quit His Job With 3 Airbnbs... | Michael Elefante | DSH #1965

Airbnb isn’t dead. Average Airbnbs are dead. Michael joins Digital Social Hour to break down how short-term rentals still create serious wealth when you stop competing on price and start building real experiences. He explains how he scaled from a $35K sales job to owning 14 properties worth around $30M, managing 650+ properties, and pacing toward $80M–$100M in bookings this year. But the real game is not just cash flow. It’s taxes. Michael breaks down how short-term rentals can create massive first-year write-offs, why depreciation can wipe out active income, and how high earners use real…

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