HI 165: Short-Term Rentals & Taxes with Brandon Hall

7 Dec 2025 · 38 min
Episode

7 Dec 2025 · 38 min

0:00

Podcast episode (Heroic Investing Show #165) hosted by Jason Hartman and Gary Pinkerton with guest CPA Brandon Hall. The conversation focuses on tax and operational issues for short-term rentals (Airbnb-style), especially the risk that short-term activity can be reclassified as an active business subject to self-employment tax. The episode contrasts short-term rentals with long-term buy-and-hold strategies, discusses management time and costs, depreciation and the De Minimis Safe Harbor, cost segregation and segmented depreciation, and qualification challenges for real estate professional status. Practical year-end planning tips and contact info for the guest are provided.

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