STR Rental Days, Cost Seg Timing, and When to Hire a Tax Strategist | CPA Q&A

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In this episode, I dive into some of the most common tax questions I get from my communities, including how to properly report rental days for short-term rentals, the pros and cons of doing a cost segregation study, and how bonus depreciation really works. I also talk about when it makes sense to hire a CPA versus a tax strategist and explain the differences between the two. With examples from real clients and situations I’ve seen firsthand, I break down complex topics into practical insights.

Timestamps:

00:00:00 Intro

00:00:29 Communities I pull questions from

00:01:00 STR rental days – actual vs. available

00:02:12 Impact on deductions and personal use days

00:03:53 Lending implications of incorrect rental day reporting

00:04:33 Cost segregation vs. not doing it

00:05:36 Bonus depreciation explained

00:06:24 1031 exchange considerations and deadlines

00:07:51 Alternatives to 1031 exchanges

00:08:36 When to hire a CPA vs. a tax strategist

00:09:41 What tax strategists do differently

00:10:41 CPA vs. strategist – two skill sets

00:11:13 Why multiple businesses and properties need strategy

00:12:07 Outro

Want me to answer your real estate questions? Come to my next Ask Me Anything Q&A:

► https://taxstrategy365.com/pod-ama

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*None of this is meant to be specific investment advice, it's for entertainment purposes only.