90 Days to Sell: Fix These Problems or Lose Millions at the Closing Table

Sophisticated buyers have a checklist of deal-killers you've never seen. They'll find the skeletons in your closet and use them to slash your price or walk away entirely. This briefing reveals what buyers really look for, how to conduct reverse due diligence on your own company, and which problems you can fix fast.

Buyers Will Find Your Weaknesses. Make Sure You Find Them First.

Most founders discover their business has problems during the due diligence phase—when it's too late to fix them and buyers have all the leverage. A missing contract, unclear IP ownership, messy financials, or undocumented verbal agreements become ammunition for price cuts or deal collapse. You thought you were selling a profitable business. Buyers see a liability they can exploit. The gap between your asking price and their final offer isn't about market conditions. It's about problems you didn't know existed or didn't think mattered.

Sophisticated buyers don't just review your numbers. They scrutinize governance, risk exposure, vendor dependencies, customer concentration, regulatory compliance, and operational documentation. They're looking for reasons to renegotiate, and they'll find them. Every unaddressed weakness becomes a discount at closing. Every ambiguous contract becomes a risk premium. Every operational shortcut becomes a red flag that tanks your credibility. By the time you're responding to their questions, you've already lost negotiating power.

This briefing teaches you how to run reverse due diligence on your own business before buyers do. You'll learn which problems actually matter to acquirers, how to fix the ones that tank valuations, and which issues you can disclose without destroying the deal. Some problems take months to resolve. Others take days. The key is knowing which ones buyers care about and addressing them while you still control the narrative. Walk into the sale process clean, or watch your valuation collapse under scrutiny you weren't ready for.

What You'll Learn

  • The most common deal-killers that destroy valuations during due diligence
  • How to conduct a pre-sale audit that surfaces problems before buyers find them
  • Which financial documentation gaps will trigger immediate price cuts
  • How to clean up governance issues, unclear equity structures, and IP ownership confusion
  • The red flags buyers look for in vendor relationships and customer concentration
  • How to address regulatory compliance gaps without triggering new liabilities
  • What sophisticated buyers actually check (and what they ignore)
  • The 90-day roadmap: which problems to fix first and which can wait
  • How to disclose known issues without tanking buyer confidence
  • When a problem is worth fixing and when it's better to price it in
  • How to position weaknesses as opportunities instead of liabilities
  • What to do if you discover unfixable problems that will hurt the sale

Who Should Attend

  • Founders preparing to sell their business in the next 6-12 months
  • CEOs who've received acquisition interest but haven't formalized the process yet
  • Business owners who know they have operational gaps but don't know which ones matter to buyers
  • Leadership teams preparing for fundraising rounds with equity implications
  • Investors advising portfolio companies on exit readiness
  • Advisors and consultants supporting clients through M&A processes
  • Anyone who's watched a deal fall apart during due diligence and wants to avoid repeating it
  • Entrepreneurs operating in complex markets where compliance and governance issues are common

About the Presenter

John Cobb has conducted due diligence on companies with hidden liabilities, unclear ownership structures, and undocumented operations and he's been on the other side of the table when potential buyers discovered problems he didn't know existed. He's helped organizations clean up before sales, advised founders through hostile due diligence processes, and watched deals collapse over fixable issues that no one addressed in time.

This briefing is built from pattern recognition: the problems that consistently destroy valuations, the gaps buyers exploit, and the fixes that actually move the needle when time is short and stakes are high.

Host This Session for Your Organization

This briefing is available as a private session for investor networks, accelerator cohorts, advisory firms, and leadership teams preparing companies for sale or fundraising. John tailors the content to your audience's industry, transaction stage, and specific due diligence concerns. Sessions can be delivered in-person or virtually, with time for confidential Q&A based on real situations your portfolio or clients are navigating.

Private briefings work well for investment groups conducting exit readiness assessments, accelerators preparing cohorts for acquisition conversations, or advisory firms supporting clients through M&A processes. The session can be configured as a standalone workshop or integrated into broader exit planning or fundraising curriculum.

If your network would benefit from structured guidance on pre-sale preparation and valuation protection, contact us to discuss format, scheduling, and pricing. Group rates available for organizations booking multiple briefings.

Available Languages: English, Spanish, Portuguese

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