Tax Smart Real Estate Investors Podcast

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brandon.hall@hallcpallc.com

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396. 60 Days Left To Buy A Short-Term Rental For 2026 Tax Savings

September 22, 2026

With Q4 underway, time is running out to put the short-term rental tax strategy to work for 2026. In this episode of the Tax Smart REI Podcast, Tom and Nate sit down with returning guest Justin Shore to break down the real "60-day countdown" investors face if they want to close on a property, get it rented, and qualify for STR tax benefits before year-end. They cover how many guest stays you actually need, why personal use in year one can wreck your deductions, what really counts toward the...

Your Real Estate Is Insured. But Are You Actually Covered?

September 17, 2026

Having insurance doesn’t necessarily mean your real estate investment is fully protected. In this episode of the Major League Real Estate Podcast, Tom and Nate discuss why market value, loan balance, insurance limits, and replacement costs can all be different, and why simply meeting your lender’s insurance requirements may leave your equity exposed. They also explain what happens when insurance proceeds exceed the cost of rebuilding, when those proceeds can create a taxable gain, and how ...

395. Debunking 5 Material Participation Myths Real Estate Investors Keep Getting Wrong

September 15, 2026

Material participation is one of the most important and misunderstood tax rules for real estate investors. In this episode of the Tax Smart REI Podcast, Tom and Nate debunk five common myths involving Real Estate Professional Status (REPS), short-term rentals, the 100-hour test, property managers, equipment rentals, and partnerships. They also explain when a spouse’s hours count toward material participation, why those hours cannot be combined to meet the 750-hour REPS requirement, and wh...