358. 2025 Tax Strategy Buzzer Beaters & Last Minute Q&A
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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volunteer_activism ADVICE
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.
volunteer_activism ADVICE
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.
volunteer_activism ADVICE
HSA Setup And Contribution Window
Open an HSA before 12/31/2025 to be eligible for 2025 contributions.
Make the actual contributions by the filing deadline (typically 4/15/2026) even if you open the account now.
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In this episode of the Tax Smart REI Podcast, Thomas Castelli and Nathan Sosa discuss last minute 2025 tax strategies and questions we receive from Tax Smart Investors.
If you're trying to figure out what you can do before the clock strikes midnight in two weeks, this episode is for you.
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