Selling a business

No Replacement for Experience: Mistakes Owners Make Selling Without an Advisor

The costly mistakes owners make when they sell alone or with a friend's help, and how to judge an advisor's experience.

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By Michael D. Rubin, CEO & Founder · Updated September 2026 · 739 words

Owners who sell with help from a friend, a relative or no one at all tend to make the same four mistakes: they lose confidentiality, they present the financials badly, they leave key people out of due diligence, and they negotiate with only one buyer. Each is avoidable with an experienced advisor, and each can cost far more than the fee the owner hoped to save.

A company sale usually happens once in an owner's life. There is no practice round and no chance to redo it. That is why experience, the advisor's rather than the owner's, carries so much weight.

Mistake 1: Confidentiality breaks early

Owners selling on their own often start by telling people they trust: a competitor they know well, a supplier, a friend of their banker. Word spreads. Employees update their resumes, customers start testing other vendors, and competitors use the news in their own sales calls. Once a sale is known, the company can lose value before any buyer makes an offer, and a buyer who hears about staff departures will lower the price or walk away.

Owners also tend to share too much too soon, handing over a full customer list or detailed margins before the buyer has shown it can pay, simply because the buyer asked politely.

An experienced advisor markets with a blind profile, shares the company name only after a signed NDA and financial profile, and releases the most sensitive information, such as customer names and pay details, in stages as a buyer becomes more serious.

Mistake 2: The numbers are presented wrong

Buyers price companies on adjusted earnings, and presenting those earnings well is a skill. Inexperienced sellers make predictable errors:

  • Showing tax-return profit without recasting it for owner pay and one-time costs
  • Claiming add-backs they cannot document
  • Missing interim statements for the current year
  • Figures in the marketing materials that do not match the statements a buyer later receives
  • Leaving out paperwork a lender will require, which delays financing

Mistake 3: The wrong people are left out

Any mismatch in the numbers damages trust. A buyer who finds one error assumes there are others, and offers less or leaves.

Due diligence also draws on people across the company: a controller or CFO for the financials, an operations manager for equipment and processes, the outside CPA for tax questions and the attorney for contracts. An owner running the sale alone often forgets to bring them in at the right point, or brings them in too early and risks a leak. Neither error always kills a deal, but both cause delays, and delays give a buyer time to reconsider or to find a reason to renegotiate.

An experienced advisor plans who is told, when, and what each person will be asked to provide.

Mistake 4: One buyer, no competition

An owner selling alone usually ends up negotiating with whoever called first. Without other buyers in the process, there is no way to know whether the price is fair, and no alternative if the buyer changes terms late in due diligence.

Experienced advisors bring several qualified buyers to the table at the same time, so the market sets the price and no single buyer can dictate the terms. Even when the first buyer turns out to be the right one, competition usually improves what they offer.

What experience looks like in an advisor

Experience is more than years in business. It is the pattern recognition that comes from many deals: knowing which buyer questions signal trouble, which terms tend to be renegotiated, and when to push or hold. Before hiring anyone, ask:

  • How many transactions they have closed, in what sizes and industries
  • Who from the firm will actually be in the negotiations
  • How they find buyers and how they protect confidentiality
  • How the fee is structured and when it is paid
  • Which past clients you can speak with

Where MDR & Associates fits

Our guide to questions to ask an M&A advisor before hiring goes further. You can also judge a firm by the companies it has actually sold; ours are listed on our results page and described by owners on our testimonials page.

Since 2008, MDR & Associates has closed more than 250 transactions for owners, with a success rate above 90 percent. A principal of the firm is in every negotiation, and our fee is paid only if the company sells. To talk about your company, contact us.

Questions owners ask next

Is it ever sensible to sell without an advisor?

It can work when the buyer is already known, such as a partner, a long-time manager or a family member, and both sides agree on price. Even then, an independent opinion of value, a transaction attorney and a CPA are essential. Without competition, nobody tests whether the price is fair.

What does a financial recast mean?

It is a restatement of your earnings as a buyer would see them: owner pay adjusted to market, one-time and personal expenses removed, and each change documented. The result, often called adjusted EBITDA (earnings before interest, taxes, depreciation and amortization), is the figure buyers usually value the company on.

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