Why Good Deals Are Hard to Find, 60% of LOIs Fail, And What CPAs Already Know

professional-advisory profile

November 16, 2025

by a professional-advisory from University of Rochester in Miami, FL, USA

Most deals are hard to find because the seller is not ready when the buyer is looking. Most LOIs fail because the seller was not ready and nobody realized it until diligence. After watching deal after deal fall apart for preventable reasons like messy financials, tax surprises, missing documentation, owner dependence, or basic timing issues, I started working on something new: a CPA gated readiness platform that helps owners prepare one to three years before going to market. CPAs already hold the financial truth and the trust, but the profession has no standard process, no clear way to bill for readiness work, and no tools to guide clients through it. Everything ends up rushed, reactive, and expensive. That is why sixty percent of LOIs fall apart. I am putting together a small group of forward thinking CPAs and ETA buyers to help shape the early workflows and to get an early look at the first set of CPA verified businesses going through the process. If you have a CPA you trust for diligence or exit advisory, or you are a CPA who works with owners approaching succession, or you are a buyer tired of preventable deal failures, I would appreciate introductions and participation. I am not selling anything. I am simply bringing together the right people to fix a problem that everyone sees. Happy to share more if helpful. All the best, Michael
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commentor profile
Reply by a searcher
in Charlotte, NC, USA
Thought exploration: Why not build an AI SaaS tool to essentially do the same thing? The data gathering is not that complex, given clean data (3 years of tax returns, 3 years of P&Ls and Balance sheets) and goal tracking added on top of that, the analysis is easy. The hard part is getting the messy financials, PDF scans, broker defined (non-standard) or edited numbers, and cell phone images makes it hard. If you ask the AI to come up with a fictitious company financials and a CIM (something done by a participant in Gauntlet AI - Cohort 2 recently), and ask another agent to do the analysis on the beautifully structured data, it does the analysis easily. The theory is quite simple: Take a look at the end of the road in 3 years, and have it map out the paths backward for your company to get there. Add gamification if you are a competitive sort, show the pitfalls and gaps along the way, allow it to give you estimates based on the different standard or most-used analysis algorithms used to analyze a deal. If you wish to take it further, start a an open standard/protocol for M&A deal analysis and promote it for adoption.
commentor profile
Reply by a professional-advisory
from University of Rochester in Miami, FL, USA
Hi ^redacted‌ Thanks for your thoughts here. You certainly get it! I'll reach out to explore further with you.
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