

I Won 5 STR Tax Audits (here's what they asked)
May 19, 2025
Join John Bianchi, an Airbnb data guru, and Taylor Jones, an acquisitions specialist, as they delve into the savvy world of real estate tax strategies. They unpack the benefits of short-term rental tax loopholes and material participation, offering listeners invaluable tips to maximize tax savings. The duo shares insights on identifying optimal investment markets and the critical role of cost segregation. They also emphasize the importance of meticulous financial record-keeping to prepare for audits, ensuring your investments are both profitable and defendable.
AI Snips
Chapters
Transcript
Episode notes
What is the STR Tax Loophole?
- The STR tax loophole allows certain investors to offset active income with losses from short-term rentals.
- This depends on short guest stay averages and material participation in property management.
Choose Real Estate Wisely
- Never buy real estate just for tax benefits; prioritize cash flow and personal goals.
- Check county assessor sites for land vs. building value to estimate tax benefits before buying.
Passing a STR Tax Audit
- Ryan helped a client pass an IRS audit focused on STR tax loophole compliance.
- Auditors were unfamiliar with Airbnb concepts, requiring detailed explanations and strong documentation.