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How Sellers Sink Their Own Deals

Sellers can derail their own sale during due diligence, by being unprepared, hiding problems, responding slowly, letting the business slip, or having inflated numbers exposed. Diligence is the buyer's investigation, and how the seller handles it largely determines whether the deal closes. Here are the mistakes to avoid.

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1. Being Unprepared

Going into diligence with disorganized or incomplete records slows everything down, raises buyer concerns, and can lower the price or lose the deal. Sellers who prepare in advance, clean financials that reconcile with tax returns, organized documents, a documented add-back schedule, sail through diligence and inspire buyer confidence. Preparation is the single best protection.

2. Hiding Problems

The most damaging mistake: concealing issues hoping the buyer won't find them. Buyers usually do, and a problem discovered after a cover-up destroys trust, kills deals, and can create legal liability for misrepresentation. Honest, upfront disclosure, ideally before diligence, is far safer. Disclosing a known issue may cost a little in negotiation; hiding it can cost the whole deal and more.

3. Responding Slowly

Diligence has momentum, and slow responses to document requests and questions stall the deal and frustrate buyers. Deals lose energy and sometimes die when sellers go quiet or take weeks to produce information. Being responsive, providing information promptly and completely, keeps the deal moving toward closing.

4. Letting the Business Slip

A subtle but serious error: taking your foot off the gas once an offer is accepted. Buyers watch performance closely during diligence, and financing depends on continued results. A dip in performance raises red flags, can lower the price, or gives the buyer a reason to walk. Keep running the business hard, the deal isn't done until closing.

5. Getting Caught With Inflated Numbers

Sellers (or their brokers) who went to market with aggressive add-backs or an inflated valuation face a reckoning in diligence, when the buyer's CPA strips out what doesn't hold up. This forces a painful renegotiation or collapses the deal. Realistic, defensible numbers from the start avoid this. See what happens when problems are found.

Note: This article is general educational information, not legal, tax, or accounting advice. Work with a qualified attorney, CPA, and advisors on due diligence for your specific deal.

Frequently Asked Questions

What are common seller due diligence mistakes?

Common seller mistakes are going into diligence unprepared with disorganized records, hiding problems hoping the buyer won't find them, responding slowly to requests, letting the business's performance slip after accepting an offer, and getting caught with inflated add-backs or valuation that don't survive the buyer's scrutiny. Each can lower the price or kill the deal.

Should sellers disclose problems during due diligence?

Yes, honest, upfront disclosure is far safer than hiding issues. Buyers usually discover concealed problems, and a problem found after a cover-up destroys trust, kills deals, and can create legal liability for misrepresentation. Disclosing a known issue may cost a little in negotiation, but hiding it can cost the entire deal and more.

How can a seller keep a deal on track during due diligence?

Be prepared with clean, organized, reconciled financials and documents; disclose issues honestly and upfront; respond to requests promptly and completely; and keep running the business hard, since buyers watch performance and financing depends on it. Realistic numbers from the start also prevent a painful renegotiation when the buyer's CPA reviews them.

What happens if a seller's add-backs don't hold up in diligence?

The buyer's CPA strips out add-backs that aren't legitimate or documented, which lowers the earnings figure and the justified price, forcing a renegotiation or collapsing the deal. Sellers who went to market with aggressive add-backs or an inflated valuation face this reckoning, which is why realistic, defensible numbers from the start are important.

Martin Navarro, Business Broker and M&A Advisor in Los Angeles
Martin Navarro · Business Broker & M&A Advisor

Martin Navarro advises business owners across Los Angeles, Ventura, and Southern California on selling, buying, and valuing privately held companies. A U.S. Marine Corps veteran with dual CSUN degrees in Business Management and Accounting, he brings hands-on transaction experience and a straight-talking, numbers-first approach to every engagement. Bilingual in English and Spanish.

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