Hosted by Unknown Host · EN · 23 episodes
Established thought leaders with verified media credentials.
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.
Unknown Host hosts Main Street Deals, a business show with 23 episodes published.
Sam Rosati and David Brackett explore the business of building SMB Law Group, a firm designed specifically for acquisition entrepreneurs. Brackett, the firm's COO, joined roughly six months after launch when the three fo
Sam Rosati and Kevin Henderson explore the legal work stream in small business acquisitions and how buyers can reduce deal risk from letter of intent through closing. The conversation addresses why so many deals fall apa
Sam Rosati and Eric Pacifici examine the critical period between signing a letter of intent and closing a small business acquisition on Main Street Deals. Drawing from their firm's 387 closed transactions, they reveal th
Sam Rosati and Eric Pacifici break down the 2025 SRS Acquiom Lower Middle Market Research Report, examining transaction terms for deals under $50 million. The conversation focuses on how purchase agreement structures and
Eric Pacifici and Kevin Henderson examine restrictive covenants in small business acquisitions on Main Street Deals. The discussion clarifies how business sale non-competes differ from employment agreements and why they
Sam Rosati and Kevin Henderson are joined by Kevin's wife Tara Henderson to discuss the realities of buying and operating a business as a married couple. Tara recently stepped into the full-time operator role at Supreme
Sam Rosati and Kevin Henderson explore common mistakes first-time small business buyers make during the search and acquisition process on this episode of Main Street Deals. Drawing from their work with 10 to 30 active se
Eric Pacifici and Kevin Henderson reflect on four years of building SMB Law Group from scratch, using the anniversary as a lens to examine the realities of entrepreneurship through acquisition, lower middle market M&A, a
In this episode of Main Street Deals, Sam Rosati and Kevin Henderson break down the role of Quality of Earnings reports in small business acquisitions and why financial diligence can make or break a deal. They explain ho
Kevin Henderson and Eric Pacifici break down the realities of legal due diligence in small business acquisitions, clarifying one of the most misunderstood parts of the deal process. Drawing on hundreds of transactions, t
Sam Rosati and Kevin Henderson break down one of the most misunderstood and critical concepts in small business acquisitions: working capital. Prompted by listener requests, they walk through why working capital is often
Sam Rosati and Kevin Henderson break down what it actually takes to win a small business acquisition without being the highest bidder. Drawing from real deal experience and active transaction volume, they walk through th
Sam Rosati and Eric Pacifici break down the realities of sell-side M&A in the lower middle market, drawing from their experience advising both buyers and sellers. They share practical insights on when business owners sho
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 tai
Kevin Henderson is joined by Evan Thomson to break down one of the most overlooked yet critical parts of any acquisition: legal due diligence. Drawing from Evan’s experience as fractional general counsel, they explore ho
Kevin Henderson and Sam Rosati break down one of the most overlooked aspects of buying a small business: how to properly plan and structure the full capital stack. Using a practical sources and uses framework, they walk
Sam Rosati and Eric Pacifici break down one of the most important structural decisions in any small business acquisition: whether to buy a company through an asset purchase or a stock purchase. Drawing from real deal exp
Eric Pacifici and Kevin Henderson draw on their experience closing hundreds of lower middle market transactions to break down real problems that can surface after buying a business. Rather than focusing on theory, they s
In this episode of Main Street Deals, Kevin Henderson and Sam Rosati continue their deep dive into letters of intent, picking up where the prior conversation left off. They move beyond headline purchase price terms and i
Eric Pacifici and Sam Rosati break down one of the most important documents in any small business acquisition: the Letter of Intent. In this episode, they walk line by line through their LOI template and explain why ever
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Main Street Deals is hosted by Unknown Host. The show is categorised under business and has published 23 episodes.
Main Street Deals has published 23 episodes.
Main Street Deals regularly covers business. It sits in the business category.
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Episodes of Main Street Deals average 43 minutes. a focused format where a clear narrative arc and tight preparation matter most.
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