Tax Smart Real Estate Investors Podcast

Hall CPA
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9 snips
Dec 3, 2025 • 24min

356. The Missing Step in Cost Segregation Putting Real Estate Investors at Audit Risk

Join tax and audit expert Justin Shore, who defends clients in IRS challenges, and Nathan Sosa, a real estate tax pro, as they delve into the intricate world of cost segregation audits. They discuss alarming trends in IRS scrutiny, particularly highlighting the risks associated with software-only studies lacking real site evidence. Listeners will learn the crucial role of material participation logs, why recent IRS guidelines signal increased challenges, and how to enhance study defensibility to protect deductions and avoid audits.
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31 snips
Nov 26, 2025 • 35min

355. Tax Strategies No One’s Talking About (That Save Real Estate Investors a Fortune)

Nathan Sosa, a tax advisor and expert for real estate investors, shares groundbreaking tax strategies that can save you a fortune. Discover how land banking can be a powerful long-term play, along with advanced 1031 options like reverse exchanges. Sosa highlights niche deductions including solar credits and casualty losses, while also warning about pitfalls like the 3.8% Net Investment Income Tax. The discussion wraps up with practical year-end action items to optimize your tax strategy for 2025 and avoid expensive mistakes.
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22 snips
Nov 19, 2025 • 35min

354. Can Property Management Kill Your STR Loophole? (And Other Costly Mistakes)

Explore why depreciation is crucial for rental properties and how property management can sabotage your short-term rental strategy. Discover the complexities of bonus depreciation cuts and what documents you need for tax strategies. Learn how to classify short-term rental hours toward professional status and avoid costly mistakes with syndication losses. Get valuable year-end action items, from time logs to charitable contributions, to position yourself for success before the deadline.
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32 snips
Nov 12, 2025 • 28min

353. The Mega Backdoor Roth 401(k): What High-Income Earners Should Know with Alex Savage

In this discussion, Alex Savage, a seasoned CPA and CFP, dives into the Mega Backdoor Roth 401(k), a powerful strategy for high-income earners. He explains how this method allows individuals to contribute over $70,000 in after-tax dollars, contrasting it with traditional accounts. Alex also highlights who can benefit, including solopreneurs, and the importance of understanding regular versus after-tax contributions. The conversation touches on tax management in retirement, the strategy's role alongside real estate investments, and the need for expert advice when navigating these waters.
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10 snips
Nov 4, 2025 • 36min

352. Solar Tax Credits for Real Estate Investors: What's Legit (And What's Not) With Nathan Sosa

Nathan Sosa, the Head of the National Tax Department at Hall CPA, joins to shed light on solar tax credits for real estate investors. He explains the ins and outs of the 30% investment tax credit, highlighting eligibility for residential and rental properties. The crucial role of material participation in accessing these credits is made clear, and Sosa discusses the legitimacy of syndicated solar investments. He emphasizes the need for due diligence while laying out actionable tips for investors looking to capitalize on solar tax benefits.
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25 snips
Oct 29, 2025 • 33min

351. Year-End Tax Planning 2025: What Every Investor Should Be Doing Now with Justin Shore, EA

Justin Shore, EA, a specialist in tax planning for real estate investors, shares invaluable insights on year-end tax strategies. He discusses how to qualify for 100% bonus depreciation on vehicles and real estate and the nuances of short-term rental timing. Justin highlights the challenges of qualifying for Real Estate Professional Status late in the year and emphasizes key deadlines for retirement accounts. Listeners will learn practical tips to maximize deductions and avoid common pitfalls, ensuring a smoother tax season ahead.
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47 snips
Oct 22, 2025 • 32min

350. What Every Syndicator Gets Wrong About Taxes, Funds, and Their CPA with MLRE

In this insightful discussion, seasoned tax experts Matt Hamilton and Nathan Sosa from Hall CPA delve into the intricacies of real estate syndications and funds. They highlight critical differences between syndications and funds, stressing the importance of selecting the right structure. The duo reveals common tax traps, such as K-1 timing issues and the significance of aligning operating agreements with tax economics. Additionally, they share what syndicators should seek in a CPA to safeguard both their reputation and investor returns.
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46 snips
Oct 15, 2025 • 37min

349. How to Scale, Profit, and Survive in Today’s STR Market with Thanks for Visiting

In this insightful discussion, Annette Grant and Sarah Karakaian, co-founders of Thanks for Visiting, share their journey into the world of short-term rentals. They reveal the critical factors for profitability, emphasizing effective pricing strategies and essential KPIs like ADR and RevPAR. The duo highlights the importance of clean bookkeeping, stressing that running an STR is a business, not just a property investment. With a focus on the right mindset and long-term strategy, they offer invaluable advice for hosts looking to scale their operations successfully.
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15 snips
Oct 7, 2025 • 38min

348. How to Turn ANY Airbnb into a Money Machine with Taylor Jones

Taylor Jones, a short-term rental entrepreneur and founder of STR Search, shares his expertise on turning ordinary Airbnbs into profitable ventures. He emphasizes the importance of data-driven decisions over emotional investing. Listeners learn to identify high-demand markets and discover valuable amenities like pools and pickleball courts that can significantly boost revenue. Jones also discusses strategic timelines for launching STRs, the critical ROI levers for long-term wealth, and how to navigate the evolving rental landscape.
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42 snips
Sep 30, 2025 • 39min

347. W-2 Tax Strategies in 2025: What's Actually Working

Dive into the complexities of W-2 taxation and discover why it's challenging to offset high-income earnings. Explore Section 469 passive activity rules and how achieving real estate professional status can benefit you. Learn about the $626,000 Excess Business Loss limit and how to generate non-passive losses from active businesses and oil & gas investments. Uncover strategies to stack charitable deductions with business losses and avoid dubious tax schemes for a smarter financial future.

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