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

EPISODE · Apr 22, 2026 · 46 MIN

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

from The Short Term Show · host 8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl

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 Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

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 Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

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

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This episode is 46 minutes long.

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This episode was published on April 22, 2026.

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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...

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