Tax Smart Real Estate Investors Podcast

Hall CPA
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34 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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44 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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12 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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14 snips
Sep 23, 2025 • 56min

346. From Cockpit to Capital: Tax Strategies High W-2 Earners Need to Know with Tait Duryea

In this engaging discussion, Tait Duryea, Founder and CEO of Turbine Capital and an accomplished airline captain, shares invaluable insights on transitioning from W-2 income to real estate wealth. He highlights his journey through various property types, emphasizing the importance of learning from early mistakes. Tait explains essential vetting techniques for syndicators and reveals tax-saving strategies tailored for high earners using oil & gas and short-term rentals. Discover how access to alternative investments can reshape retirement plans for professionals.
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12 snips
Sep 16, 2025 • 32min

345. Estate Planning for Real Estate Investors (Trusts vs. Wills) with Attorney Diana Khan

In this engaging discussion, attorney Diana Khan, a Maryland-based expert in estate planning and real estate, shares vital insights for investors. She emphasizes the critical need for wills and powers of attorney, even for young adults. With her memorable "backpack" analogy, she clarifies the differences between wills and trusts. Topics like revocable vs. irrevocable trusts, the role of life insurance in estate planning, and asset protection strategies using LLCs are explored, empowering listeners to safeguard their investments for the future.
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13 snips
Sep 10, 2025 • 28min

344. Is a Condo or Single-Family Home Better for Maximizing Bonus Depreciation? (And More FAQ)

The discussion dives into the nuances of bonus depreciation for condos versus single-family homes. Learn how renovations on older properties can still qualify for 100% bonus depreciation. Explore the complexities of converting personal residences into short-term rentals and when only partial benefits apply. The hosts also discuss the pros and cons of Form 3115, cautioning against DIY approaches. Additionally, they highlight the importance of professional tax assistance in navigating real estate investments.
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26 snips
Sep 3, 2025 • 39min

343. 100% Bonus Is Back: Is Now the Time for a Short-Term Rental?

This discussion delves into the return of 100% bonus depreciation and its impact on real estate investors. Discover why tax planning is crucial for existing landlords to avoid missing out on savings. Learn how to evaluate if short-term rentals align with your lifestyle and financial goals. They provide a framework for estimating first-year tax savings and stress the importance of timing in tax strategy engagement. With deadlines approaching in 2025, there's urgency for new investors to act swiftly and consult financial advisors to maximize their opportunities.
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11 snips
Aug 27, 2025 • 39min

342. This Mistake Could Sink You in an IRS Audit with Justin Shore, EA

Justin Shore, Advisory Manager at Hall CPA, sheds light on the significance of rigorous bookkeeping for real estate investors. He reveals how sloppy records can attract IRS scrutiny, and explains critical distinctions between tax forms like Schedule E and C. Proper categorization of expenses can be a game changer in audit defense. Shore emphasizes that mere bank statements won’t suffice and advocates for meticulous documentation to bolster deductions. Discover practical strategies to safeguard yourself from costly penalties and enhance your financial credibility.
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10 snips
Aug 20, 2025 • 39min

341. From One Rental to $943K in Depreciation and Almost Zero Taxes with Zack Mattos

Zack Mattos, a savvy financial planner and short-term rental investor, shares his remarkable journey of transforming his Austin dream home into a lucrative high-income rental. He reveals how cost segregation allowed him to generate nearly $1 million in depreciation, drastically reducing his tax bill. Zack discusses the strategic decision to focus on luxury rentals in one high-demand neighborhood, using family payroll strategies to save tens of thousands annually. His insights offer valuable lessons for maximizing property value and tax efficiency.

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