
Tax Smart Real Estate Investors Podcast
The Tax Smart Real Estate Investors Podcast is a show that focuses on tax, accounting, and finance tips for real estate investors and business owners. We bring on guests to talk through complex topics and we break it down into bite-sized chunks of knowledge for our listeners.
Our episodes generally run 30-60 minutes of no-nonsense, hard-hitting information. We know your time is valuable so our goal is to save you thousands of dollars per episode.
Hall CPA, PLLC is a CPA firm that exclusively serves real estate investors and real estate business owners. We work with syndicators and developers closing multi-million dollar deals, as well as small investors building a portfolio from scratch.
Check us out at www.TheRealEstateCPA.com/Podcast and www.TaxSmartInvestors.com/Insiders for more free content and information.
Enjoy!
Latest episodes

Sep 24, 2024 • 29min
292. Generate Massive Cash Flow By Investing in Senior Living with Isabelle Guarino
In this episode of the Tax Smart REI Podcast, Thomas is joined by Isabelle Guarino to discuss investing in residential assisted living facilities. Isabelle shares her personal journey into the space and explains how this business model can generate significant cash flow.
Listen now to learn:
- The steps to owning and operating these facilities—or just leasing them to an operator.
- The financial and tax opportunities that come with this growing sector.
- How you can get started and scale your senior assisted living investment.
Whether you're looking for high cash flow or want to create a long-term wealth-building strategy, this episode offers valuable insights for real estate investors.
To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6
Get the Top 8 Mistakes Real Estate Investors Make:
go.therealestatecpa.com/3ygHVrJ
Join the Tax Smart Insiders Community:
go.therealestatecpa.com/3Xx1Cpd
Learn more about Property Llama: www.propertyllama.com/taxsmart
Checkout Thomas's new YouTube channel: www.youtube.com/@thomascastelli
Connect with Isabelle: https://www.ral101.com/
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.

8 snips
Sep 17, 2024 • 33min
291. The Power of Section 179 for Commercial Real Estate and Short-Term Rentals w/ Nathan Sosa, CPA
Nathan Sosa, a CPA specializing in real estate tax implications, joins the discussion to unveil the power of Section 179 deductions. They dive into how these deductions can significantly benefit commercial real estate investors and short-term rental owners. Key topics include strategies to offset W-2 income and the limitations that arise in partnerships. Listeners learn about the importance of consulting tax professionals to avoid pitfalls and maximize their tax savings under evolving depreciation laws.

Sep 10, 2024 • 30min
290. How to use Equity Losses to Offset Real Estate Capital Gains with Nathan Cook
Nathan Cook, a financial advisor specializing in strategies for real estate investors, shares invaluable insights on using equity losses to offset capital gains. He explains tax loss harvesting and introduces active indexing, a customizable investment approach that can benefit real estate portfolios. The discussion highlights how technology simplifies direct indexing, making it accessible for investors. Cook also outlines who would most benefit from this strategy, making it a must-listen for those looking to enhance their wealth-building journey.

Sep 3, 2024 • 38min
289. Cutting Out the Middleman: How to Go Direct to Sellers and Boost Your Profits with Scott Morse
In this engaging discussion, Scott Morse, founder of Lamassu Leads, shares his expertise as a real estate investor and lead generation specialist. He reveals effective strategies for going direct to motivated sellers, cutting out middlemen and boosting profits. Scott emphasizes the importance of multiple marketing channels and a robust sales team to secure deals in competitive markets. He also covers tips on improving sales skills, navigating current real estate trends, and utilizing data-driven outreach to enhance lead quality.

14 snips
Aug 27, 2024 • 54min
288. Analyzing 7,000 Properties: How To Maximize Cash flow Today with Chris Lopez
Chris Lopez, an expert from Property Llama, joins Thomas and Ryan to discuss insights from analyzing over 7,000 properties. They dive into cash flow trends, revealing that multifamily properties often outperform single-family homes. Chris emphasizes the importance of data-driven decisions and offers strategies to enhance cash flow in today's market. The conversation also touches on the risks of clinging to low-interest properties and the mindset shift towards passive investing in younger generations.

18 snips
Aug 20, 2024 • 50min
287. Exploring Advanced 1031 Exchanges and Partnership Divisions with Matt Rappaport, Esq., LL.M.
Matt Rappaport, a tax attorney specializing in advanced tax strategies for real estate investors, joins the discussion to explore the intricacies of 1031 exchanges and partnership divisions. He sheds light on combining Section 121 and 1031 exchanges for maximum tax benefits. Listeners learn about the challenges of S-Corporations in real estate and creative strategies like construction exchanges. Rappaport shares insights that can elevate tax planning and investment strategies, making complex topics accessible and engaging.

Aug 13, 2024 • 40min
286. How the Trump & Harris Tax Plans Could Impact Real Estate Investors
In this episode, Thomas and Ryan review the proposed tax plans of current presidential candidates and how these changes might impact real estate investors.
Here’s what they cover:
- Biden and Kamala Harris’s proposed tax increases and credits for affordable housing.
- Trump's proposed tax cuts and extensions of existing tax laws.
- Common themes of higher taxes on wealthy individuals and corporations.
- The impact of potential tax policy shifts on real estate investors.
If you’re interested in how this election will affect your investments, this is an episode you don’t want to miss.
Stay updated with our live presidential tax plan tracker:
https://go.therealestatecpa.com/46GyIFZ
To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6
Start our free 4-day email series:
go.therealestatecpa.com/3ygHVrJ
Join the Tax Smart Insiders Community:
go.therealestatecpa.com/3Xx1Cpd
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.

Aug 6, 2024 • 31min
285. Inflation & The Special Loss Allowance: Should It Be Indexed?
In this episode, Thomas & Ryan are joined by Justin Shore, EA to
dive into the impacts of indexing certain tax deductions for inflation.
They cover:
- The 25K Special Loss Allowance and Its Potential Impact
- The Section 121 Exclusion and Other Key Deductions & Credits
- The Dark Side and Bright Side of Indexing for Inflation
If you're interested in the effect of inflation on your real estate investments, this is an episode you don't want to miss.
To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6
Start our free 4-day email series:
go.therealestatecpa.com/3ygHVrJ
Join the Tax Smart Insiders Community:
go.therealestatecpa.com/3Xx1Cpd
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.

14 snips
Jul 30, 2024 • 29min
284. The Triple Tax Benefits of Paying Your Children
Discover the surprising triple tax benefits of employing your children in the family business. Learn how this strategy not only offers financial perks but also instills a strong work ethic and valuable life skills in kids. Dive into the legal guidelines and income limits for hiring young workers, plus the advantages of funneling their earnings into a Roth IRA for tax-free growth. This insightful discussion reveals how to maximize tax efficiency while preparing the next generation for financial success.

Jul 23, 2024 • 35min
283. How Doctors and Professionals Buy Back Time with Real Estate Investing
Dr. Jeff Anzalone, the Debt-Free Doctor, shares how professionals can achieve financial freedom through real estate investing. They discuss different types of investments, future market outlook, and the importance of diversifying income streams. Jeff emphasizes the benefits of investing in mobile home parks and RV parks, highlighting post-COVID opportunities. The chapter also emphasizes the importance of track record and due diligence when investing in real estate.
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