Tax Savings Won’t Save a Bad Deal with Brian Boyd

Tax Savings Won’t Save a Bad Deal with Brian Boyd

April 22, 2026 · 46 min

About this episode

Avery Carl and Brian Boyd discuss short term rental tax strategies and common investor mistakes.

On this week’s episode, Avery is joined by Brian Boyd. Brian, a tax attorney and real estate investor, breaks down how the short term rental tax strategy works, explaining how investors can use cost segregation and bonus depreciation to offset active income while building wealth. He emphasizes the importance of self-managing properties, tracking time accurately, and understanding the rules to properly qualify for these tax benefits. The conversation also dives into common mistakes investors make, like overspending on furnishings or prioritizing tax savings over cash flow, and highlights how real estate can be a powerful long-term wealth-building tool when approached strategically. How to connect with Brian: YouTube: @yourtaxlawyerInstagram: briantboydTikTok: @briantboydFacebook: Brian T Boyd How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term…

People in this episode

Host: Avery Carl

Guest: Brian Boyd

Topics covered

Keywords

Mentioned in this episode

Organizations: The Short Term Shop, Short Term Shop Plus

Books & works: Smarter Short Term Rentals, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

More episodes of The Short Term Show

Explore listener stats, chart rankings, contacts and more on the The Short Term Show podcast page.