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Tax Smart Real Estate Investors Podcast

Latest episodes

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16 snips
Jul 2, 2025 • 19min

334. Grouping Elections: Why Your STR Doesn’t Belong with Your LTRs

This discussion dives into the complexities of moving short-term rentals into LLCs while ensuring personal ownership. It sheds light on why short-term rentals shouldn’t be mixed with long-term ones for tax purposes. The hosts tackle what counts as 'placed in service' when tenants aren't paying rent and clarify how to maximize bonus depreciation on recent purchases. With practical insights, they help demystify essential tax strategies for savvy real estate investors.
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7 snips
Jun 25, 2025 • 30min

333. The Senate’s version: Permanent 100% Bonus Depreciation

Discover the implications of the Senate's draft tax bill for real estate investors, including the permanence of 100% bonus depreciation. Dive into major shifts in Qualified Opportunity Zones and updates to business loss deductions. Explore the fate of the SALT cap and how it might affect your investments. Learn about the expanded QSBS exclusion for startups and the continued QBI benefit. The hosts also tackle community questions on managing complex tax returns and strategies for selling properties at a loss.
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19 snips
Jun 18, 2025 • 31min

332. Can AI Replace Your Tax Advisor?

The discussion dives into whether AI, like ChatGPT, could replace tax advisors for real estate investors. Key findings reveal where AI excels and where it stumbles, particularly with complex tax rules. Listeners hear real-time tests revealing AI's pitfalls, including inaccuracies with depreciation and passive loss regulations. The panel emphasizes the need for human expertise, particularly in nuanced tax strategies and regulations that could lead to audit risks. Personal anecdotes discuss the limitations of AI, reminding investors to consult qualified professionals.
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14 snips
Jun 11, 2025 • 19min

331. The Overlooked Tax Move that Could Save You Tens of Thousands

Discover the powerful tax strategy of Partial Asset Dispositions (PADs) that can lead to significant savings for real estate investors. Learn when and how to claim PADs on your tax return and use cost segregation studies to maximize benefits. Real-life case studies showcase potential savings, including a remarkable $2 million example. Understand the difference between passive and non-passive losses, and uncover missed opportunities in your depreciation schedule to ensure you’re not leaving money on the table.
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15 snips
Jun 4, 2025 • 43min

330. What Your CPA Isn't Telling You (And It's Costing You Thousands) with Justin Shore

Justin Shore, an advisory manager at Hall CPA, specializes in tax strategies for real estate investors. In this discussion, he reveals costly CPA mistakes, such as misclassifying repairs that could trigger audits and the dangers of opting out of bonus depreciation. Shore also shares a grouping strategy that saved a client over $150K, and explains the nuances of the Augusta Rule. This enlightening conversation underscores the importance of a CPA who understands real estate to avoid financial pitfalls and maximize tax savings.
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20 snips
May 28, 2025 • 44min

329. What Really Happens During an IRS Audit (and How to Win One) with Troy Silfies, CPA

Troy Silfies, VP of Tax at Hall CPA, specializes in IRS audit representation for real estate investors. In this engaging discussion, he reveals what triggers IRS audits and shares strategies to avoid them. Troy explains how one client transformed a daunting $209K tax bill into just $296 through meticulous documentation. He emphasizes the necessity of being 'audit-ready' post-TCJA and outlines crucial steps to take when receiving an IRS notice, ensuring listeners are well-prepared for any tax scrutiny.
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29 snips
May 21, 2025 • 37min

328. Inside the “One Big, Beautiful Bill” & How To Prepare for it with Nathan Sosa, CPA, MST

In this engaging discussion, Nathan Sosa, Head of the national tax department at Hall CPA, uncovers the intricacies of the upcoming 2025 tax bill, aptly nicknamed the “One Big, Beautiful Bill.” He explains the potential return of 100% bonus depreciation and its qualifications. The conversation dives into SALT cap challenges, adjustments to Qualified Opportunity Zones, and enhanced Section 179 expensing for short-term rentals. Listeners are urged to align with savvy tax advisors to navigate these evolving tax landscapes effectively.
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7 snips
May 14, 2025 • 30min

327. 2025 Tax Bill Preview: Bonus Depreciation, SALT Cap Changes, and Investor Q&A

Get ready for a deep dive into the future of real estate tax planning! Discover the possible return of 100% bonus depreciation and the potential shifts in SALT deduction caps. Learn how to effectively log hours for Real Estate Professional Status and leverage the STR loophole for boutique hotels. Explore clustering losses from active rentals and the depreciation of furnished rental furniture. Plus, find out why good tax planning is crucial for everyone, and whether a property management company is right for you. Don't miss these insightful tips!
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8 snips
May 8, 2025 • 25min

326. What to Do Now that Tax Day is Over + Answering Your Pressing Questions

Dive into the latest tax updates for real estate investors! Discover insights on the upcoming 2025 tax bill and how SALT cap changes may impact you. Unearth the ins and outs of bonus depreciation for short-term rentals and learn how to make your REP logs audit-proof. Delve into strategies for grouping LP losses and navigate the complexities of real estate professional status. Plus, get expert answers to pressing listener questions that can enhance your investment approach!
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7 snips
May 7, 2025 • 37min

325. Why Now Might Be Multifamily’s Biggest Opportunity Yet with Michael Blank

Michael Blank, a multifamily syndication expert with a $300M portfolio, shares invaluable insights on why 2025 might be a game-changing year for multifamily real estate. He discusses how current market conditions offer lower risk and the potential for higher returns. Michael recounts his journey from losing millions to thriving in this space and addresses common investor hesitations. He also explores the benefits of syndication over traditional strategies, highlighting how the evolving economic landscape creates unique opportunities for new investors.

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