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Main Street Deals

Main Street Deals

By: SMB Law Group LLP
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Summary

Main Street Deals is a practical podcast for entrepreneurs buying, selling, and operating small businesses. Hosted by experienced M&A attorneys, the show breaks down what actually matters in real-world acquisitions—from LOIs and diligence to closing and the first 90 days of ownership. Each episode combines deal education, war stories, and conversations with buyers, operators, and industry experts to give listeners a clear-eyed view of how small business deals really work. The focus isn’t theory or hype—it’s judgment, structure, and lessons learned inside hundreds of transactions.
Episodes
  • The SMB Acquisition Process Explained - Main Street Deals #10
    Apr 7 2026
    Eric Pacifici and Kevin Henderson walk through the full lifecycle of acquiring a small business, breaking down each stage from sourcing deals to post-close integration. They provide a practical, step-by-step overview tailored to self-funded searchers, independent sponsors, and lower middle market buyers, while highlighting where deals most commonly break down. The conversation emphasizes how competition has evolved, why the process is more complex than it appears, and how buyers should think about risk, timing, and execution. Throughout, they stress that while the deal process is demanding, it is ultimately just the pathway to owning and operating a business. They discuss: Why financial diligence is the biggest risk to blowing up a deal post LOI The step-by-step acquisition process from sourcing to closing and integration Brokered deals vs proprietary deals and the tradeoffs of each approach How to structure and negotiate a strong letter of intent Realistic timelines and why most deals take 10 to 12 weeks post LOI Links: SMB Law Group - https://smblaw.group/ Evan on LinkedIn - https://www.linkedin.com/in/evan-thomson-327a78216/ Eric on LinkedIn - https://www.linkedin.com/in/eric-b-pacifici/ Kevin on LinkedIn - https://www.linkedin.com/in/khendersonco/ Sam on LinkedIn - https://www.linkedin.com/in/sam-rosati-68787a8/ Topics: (00:00:00) - Intro(00:00:58) - Market update and deal flow(00:03:18) - Why buying is harder now(00:05:54) - The acquisition process overview(00:08:14) - From LOI to integration(00:12:18) - Where to find deals(00:13:00) - Brokered deals pros and cons(00:16:26) - Proprietary deals reality check(00:18:42) - First-time buyer advice(00:20:24) - Market reality check(00:21:44) - LOI basics explained(00:22:59) - Why an LOI de-risks deals(00:26:53) - Staging diligence spend(00:29:54) - Three stage deal map(00:35:45) - Herding stakeholders(00:40:00) - Final wrap and thanks
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    40 mins
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