Tax Smart Real Estate Investors Podcast 358. 2025 Tax Strategy Buzzer Beaters & Last Minute Q&A
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Dec 16, 2025 Discover crucial 2025 tax strategies before it's too late! Learn about the impact of the One Big Beautiful Bill, including bonus depreciation and SALT changes. Explore short-term rental qualification rules and the importance of keeping participation logs to avoid audits. Find out how to tackle reporting obligations like W-9s and 1099s, and understand the nuances of married filing separate in relation to REP status. Plus, get pro tips on year-end planning and the potential for Opportunity Zone deferrals!
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Qualify Short-Term Rental Strategy
- If you operate short-term rentals in 2025, secure at least two bona fide guest stays at fair market rates and document them.
- Also materially participate and log activities like managing bookings, cleaning, repairs, and pricing to qualify the strategy.
No Rush On Cost Segregation Timing
- You do not need a cost segregation study completed before year-end to use it for 2025.
- Just ensure the study is finished in time to attach to your 2025 tax return or extension filing.
Deadline For 401(k) Actions
- Make employee 401(k) deferrals and set up plans by 12/31/2025 to capture 2025 contributions.
- Note Secure Act 2.0 gives sole proprietors more flexibility to set up plans in 2026 and still contribute for prior year.