resources | Podcasts

Real Estate Investing Podcasts

Hall CPA produces real estate podcasts focused on tax strategy, investing, and financial optimization for real estate investors, syndicators, and business owners. Topics include tax planning, short-term rental strategies, cost segregation, partnership taxation, and audit defense. Since launching in 2016, the Tax Smart REI Podcast has surpassed 5.1 million downloads, with the Major League Real Estate Podcast expanding coverage into syndications and advanced investment strategies.

Hosts

Thomas Castelli, CPA, CFP® Th

Thomas Castelli, CPA, CFP®

Thomas is a Tax Strategist and investor who helps real estate investors keep more of their hard-earned dollars in their pockets and out of the government’s.Over his tax career, he has worked 1-1 with 100+ investors to help them reduce their tax bills. On the investing side, he was on the sponsorship team of an 82-unit apartment community and has invested in multiple syndicates/funds as an LP.Thomas specializes in the short-term rental loophole, Real Estate Professional Status, and tax strategies for high-income earners.Articles by Thomas

Nathan Sosa, CPA, MST Na

Nathan Sosa, CPA, MST

Nathan Sosa is the Manager of both the National Tax Department and the Audit Defense Division at Hall CPA. He serves as a strategic leader responsible for national tax education, technical guidance, and audit defense strategy across the firm.Nathan specializes in consulting on high-level tax matters including Qualified Opportunity Zone structuring, partnership taxation, and Section 469 passive activity considerations, particularly within the real estate and small business sectors.Articles by Nathan

Real Estate Investing Topics Covered

Our real estate investing podcasts cover the most important tax strategies and investment topics to help investors reduce taxes and grow their portfolios.

Tax Strategy

  • Cost Segregation
  • Short-Term Rental Loophole
  • Bonus Depreciation
  • Real Estate Professional Status
  • Tax Law & Legislation

Real Estate
Investment Strategy

  • Acquisitions
  • Operations
  • Exits
  • Portfolio Optimization

Advanced Investor Strategy

  • Syndication Structuring
  • Capital Raising
  • Partnership Tax Mechanics
  • Scaling Portfolios

Additional Topics

  • Common Mistakes and Missed Opportunities
  • Entity Structuring and Compliance
  • Leadership and Operational Systems for Scaling
  • Emerging Trends like AI, Market Shifts, and Evolving Investor Strategies

Tax Smart Real Estate Investing Podcast

Best Real Estate Tax Podcast for Investors

The Tax Smart Real Estate Investors Podcast is a show that focuses on finance, accounting, and tax strategies 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.

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Major League Real Estate Podcast

Advanced Real Estate Syndication Podcast

The Major League Real Estate Podcast is the show for operators and sponsors who compete at the highest level. We dive deep into the journeys, investing frameworks, and tax strategies of elite portfolio builders, all while spotlighting these playmakers who build and scale multi-million-dollar portfolios. Whether you are syndicating deals, managing large assets, or scaling partnerships, you'll hear firsthand how top performers get it done. We explore every strategy related to acquisitions, operations, and exits and break down the best ways to optimize your taxes for each one. Tune in for real stories, sharp insights, and proven frameworks you can use right now.

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Top Related Content

Frequently Asked Questions

What is the best real estate tax podcast?

The best real estate tax podcast is one that focuses specifically on tax strategy for real estate investors, rather than general investing advice. The Tax Smart REI Podcast is widely recognized for its in-depth coverage of tax-saving strategies, including topics like cost segregation, short-term rental loopholes, entity structuring, and year-end tax planning. It features licensed CPAs and experienced real estate investors, making it a reliable resource for actionable tax strategies.

What topics do real estate tax podcasts cover?

Real estate tax podcasts typically cover a range of topics designed to help investors reduce tax liability and improve after-tax returns. Common topics include depreciation strategies, cost segregation studies, bonus depreciation updates, passive vs. active income rules, short-term rental tax strategies, entity structuring, and tax planning for different types of real estate investments. Many episodes also include interviews with industry experts and case studies.

Who hosts the Tax Smart REI Podcast?

The Tax Smart REI Podcast is hosted by Thomas Castelli, CPA, and Nathan Sosa, CPA, MST. Both are real estate-focused tax professionals who work directly with investors across the United States. They share practical tax strategies, discuss current tax law changes, and break down complex concepts into easy-to-understand guidance for real estate investors.