How to (Legally) Pay Less in Taxes as a Rookie Real Estate Investor

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Have you ever seen a “tax hack” online and wondered if it’s actually legal? Putting your logo on your car, renting your home to your business, or moving everything into a trust: a lot of what goes viral is only half true. The other half can draw the IRS’s attention. Here’s how to tell the difference, from people who do this for a living.Welcome back to the Real Estate Rookie podcast! Live from BPCON 2026 in Orlando, Ashley and Tony sit down with Amanda Han and Matt MacFarland, CPAs and tax strategists at Keystone CPA. They’re also the authors of The Book on Tax Strategies for the Savvy Real Estate Investor. Together they explain the difference between filing your taxes and actually planning them, and which popular real estate tax myths don’t hold up under scrutiny.You’ll learn how to rent your house to your business (without paying taxes), and why you don’t need an LLC to claim real estate tax benefits. Plus, how the short-term rental loophole creates write-offs for W-2 earners (and where people push it too far), and how it compares to real estate professional tax status. Amanda and Matt even share the one question to ask when vetting a CPA, so you find someone who actually underst...

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