Home Resources The Anomaly Angle

Episode
Guest appearance
·
July 30, 2025
·
37 min

Stop Losing Money On Taxes With Your Airbnb! Do This Instead

Greg O'Brien joins BiggerStays to explain how short term rental hosts cut their tax bill with bonus depreciation and cost segregation. He walks through why Real Estate Professional Status is not always required for short term rentals, how the material participation rules actually work, the average stay threshold that makes the strategy possible, and the setup and documentation mistakes that cost investors the most when the IRS asks questions.

Guest appearance on
BiggerStays

With Greg O'Brien, CPA and John Malone

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