In this episode, Sean Smith, Managing Partner at Search Fund Ventures and founder of the SMB Investor Network, sits down with Roman Basi, Managing Partner of Basi & Basi, Attorneys & CPAs.

Roman brings nearly three decades of experience advising on mergers, acquisitions, and tax structuring. Together, they break down the critical aspects of tax diligence in SMB transactions — from entity selection (C-Corp, S-Corp, LLC) to advanced structuring tools like QSBS (Section 1202), F Reorganizations, 338(h)(10) elections, and personal goodwill strategies.

Key discussion points include:

• Why tax diligence is essential in SMB acquisitions
• The risks of bad S-Corps and how to avoid them
• How to mitigate post-close tax liabilities
• Strategies to minimize double taxation
• Structuring to maximize value for buyers and sellers
• Insights on the new tax bill and its impact on investors

This conversation is a must-watch for investors, operators, and advisors navigating the SMB acquisition ecosystem.

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👉 Share your thoughts in the comments below — what tax diligence questions do you want answered?

Connect with Roman Basi & Sean Smith:

• The Center for Financial, Legal & Tax Planning, P.C.– https://www.taxplanning.com/
• Roman Basi LinkedIn - https://www.linkedin.com/in/roman-basi-/
• Sean Smith LinkedIn - https://www.linkedin.com/in/sean-smith-47ab2a70/
• SMB Investor Network – https://www.smbinvestornetwork.com/