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In this episode of Main Street Deals, Kevin Henderson and Sam Rosati break down the most common reasons small business acquisitions fall apart and what buyers can do to spot red flags early. Drawing from real transaction data and firsthand deal experience, they walk through the financial, psychological, and external factors that derail deals long before closing. The conversation offers a candid look at how quality of earnings, seller behavior, financing challenges, and even buyer readiness can determine whether a deal survives. They discuss: • Why financial reality gaps are the leading cause of busted deals • How quality of earnings findings often force renegotiation or termination • The role seller psychology and trust play throughout the deal process • Common financing and SBA-related issues that can unexpectedly kill transactions • How to identify warning signs early and protect yourself in the LOI stage This episode is a practical guide for buyers who want to understand what actually kills deals and how to improve their odds of getting to the closing table. Links: SMB Law Group - https://smblaw.group/ 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-687... Topics: 00:00 - Intro 02:05 - Understanding deal killers 03:26 - The importance of data and LOI 05:32 - Breaking down deal killers 06:12 - Financial reality gaps 09:05 - Seller psychology and trust issues 09:24 - External factors and financing 11:03 - Recognizing deal signals 16:09 - Addressing financial reality in LOI 25:14 - Pressure testing assumptions in quality of earnings 25:39 - Negotiation strategies for buyers 28:13 - The human element in LOI negotiations 29:40 - Building trust and addressing psychological factors 36:00 - External factors impacting deals 40:29 - Legal matters and deal killers 46:37 - Personal reflections and final thoughts