Tax Smart Real Estate Investors Podcast

MLRE: The Hidden Tax Problems Inside Real Estate Syndications

May 21, 2026

In this episode of the Major League Real Estate Podcast, Nate Sosa and Thomas Castelli break down what happens when experienced CPAs integrate directly with syndicators and fund managers. Topics Covered: - Common operating agreement tax mistakes - Entity structuring and partnership considerations - K-1 season expectations and extension strategies - 1031 exchanges, refinance considerations, and exit planning - How to choose the right CPA for your syndication business Most syndicators think...

378. The Truth About Paying Your Kids Legally (And Whether The IRS Cares)

May 19, 2026

Can you legally pay your children through your business and use it to build tax-free wealth for their future? In this episode of the Tax Smart REI Podcast, Thomas Castelli and Nate Sosa break down one of the most powerful family tax strategies available to business owners and real estate investors. You’ll learn: - How to legally pay your kids through your business - The entity structures required to avoid payroll taxes - What jobs children can reasonably perform - How much you can realist...

MLRE: How to Raise Capital Legally for Real Estate Deals with Attorney Mola Bosland

May 14, 2026

In this episode of the Major League Real Estate Podcast, Nate Sosa and Thomas Castelli sit down with securities and real estate attorney Mola Bosland to break down the legal and strategic side of real estate syndications. Mola shares how successful syndicators structure their entities, when to use a 506(b) vs. 506(c), the biggest mistakes new operators make when raising capital, and why investor trust matters more than flashy projections. The conversation also dives into fund structures, p...