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Tax Smart Real Estate Investors Podcast

Latest episodes

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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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8 snips
Apr 30, 2025 • 30min

324. Which Boring Strategy Still Wins in 2025? With Henry Washington

In this episode of the Tax Smart REI Podcast, Thomas and Ryan sit down with seasoned real estate investor and author Henry Washington to discuss why he’s not chasing creative finance trends, and why his “boring” strategy continues to deliver results in 2025’s unpredictable market. Tune in to learn: - Why Henry sticks with off-market deals and direct mail (even in the age of AI). - How he adjusts his strategy based on market cycles—without overreacting to headlines. - Why he believes helping sellers matters more than squeezing every dollar. - How to find pain points in the market—and actually solve them. - What newer investors get wrong by chasing the “next big thing.” If you’re looking for a grounded, proven approach to real estate investing, even in times of rising rates and economic uncertainty, this episode will give you clarity and confidence. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Subscribe to REI Daily & Enter to Win a FREE Strategy Call: go.therealestatecpa.com/41JuQBX Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Connect with Henry on Instagram: @thehenrywashington Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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59 snips
Apr 23, 2025 • 39min

323. 2025 Market Volatility: What Real Estate Investors Need to Know with Connor Low

Join wealth manager Connor Low, founder of Iarann Wealth, as he unpacks the tumultuous 2025 market landscape. Connor discusses how emotional reactions drive stock market volatility more than data. He offers insights on capitalizing on discounted equities while keeping a real estate focus. The conversation highlights the right times to rebalance investments and Connor's skepticism towards infinite banking. Listen in for his goal-based planning model that empowers intelligent investment decisions amidst uncertainty!
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8 snips
Apr 16, 2025 • 36min

322. Real Estate Investor Case Studies: How One Client Saved $285K in One Year

Dive into real-world tax savings stories from savvy real estate investors! Discover how one couple slashed their tax bill by $285K in just a year using strategic planning. Timing emerges as crucial for leveraging the short-term rental loophole. Learn about the pitfalls of a CPA mistakenly opting out of bonus depreciation and hear how a non-REPS investor saved $40K annually without job changes. The episode is packed with cautionary tales about costly mistakes and the importance of expert guidance in real estate taxation.
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19 snips
Apr 11, 2025 • 21min

321. Does Travel Time Count Toward Material Participation?

In this engaging episode, the hosts tackle real estate investors' burning tax questions. They explore intriguing topics like how short-term rental losses can impact income and the details of the QBI deduction. Listeners learn about the nuances of travel time and its role in material participation, alongside strategies for navigating home improvement records. They also discuss the critical 14-day rule and the complexities of bonus depreciation. It's a treasure trove of practical advice for optimizing tax benefits in real estate!
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27 snips
Apr 9, 2025 • 31min

320. How Creative Financing Helps RE Investors Succeed in Every Market Cycle w/ Chris Prefontaine

Chris Prefontaine, a real estate veteran with over 30 years in the industry and founder of Smart Real Estate Coach, shares invaluable insights on creative financing. He explains how to invest without banks, structure zero-interest seller financing deals, and navigate subject-to transactions. Chris discusses how the 2008 crisis reshaped his approach and highlights strategies like principal-only payments. Whether you're aiming for long-term rentals or avoiding traditional loans, his real-world examples offer a fresh perspective to thrive in any market cycle.
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5 snips
Apr 2, 2025 • 28min

319. 3 Tax Scams to Watch Out for in 2025 (And 2 Risky Strategies to Avoid)

Dive deep into the world of tax scams targeting real estate investors. Learn why equipment leasing deals often miss the mark and how solar tax credits can be misrepresented. Discover the risks behind inflated art donation deductions and why they should raise red flags. Thomas and Ryan also discuss two high-risk strategies—discounted IRA rollovers and deferred sales trusts—that, while not outright scams, require extreme caution. Equip yourself with knowledge to protect your wealth from potential pitfalls!
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21 snips
Mar 26, 2025 • 45min

318. How to 2-3X Rental Income From Midterm Rentals with Jesse Vasquez

In this engaging conversation, Jesse Vasquez, founder of AirVenture Academy, shares his journey from healthcare to becoming a midterm rental expert. He explains how he 2-3X’s rental income by securing long-term contracts with corporate clients, minimizing turnover issues typical of short-term rentals. Jesse discusses the advantages of midterm rentals, including fewer risks and more reliable tenants, and provides strategies for building partnerships with businesses like hospitals and relocation companies. Tune in to uncover the potential of this overlooked market!

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