What does the seller pay for in a company sale?

The seller pays for its own side of the table: the sell-side advisor’s retainer and success fee, a sell-side quality of earnings report, M&A legal counsel, tax structuring advice, and the data room software. Every one of those line items serves the seller’s position, and none of them transfers to the buyer.

The advisor is the largest line. Windsor Drake and comparable boutiques charge a monthly retainer of $5k to $15k below $50M of enterprise value plus a success fee, typically 4 to 6 percent below $10M of enterprise value and 2 to 4 percent between $10M and $50M, with boutique minimum fees of $400k to $750k. The full structure is broken down at M&A advisor fees.

The supporting professionals cluster in predictable ranges. A sell-side quality of earnings report runs $40k to $100k, M&A counsel runs $75k to $150k on a $20M deal, tax structuring advice runs $15k to $40k, and data room software adds $5k to $15k. Some advisors absorb the data room cost inside the engagement.

What does the buyer pay for?

The buyer pays for everything on the buyer’s side of the table. Buy-side quality of earnings, buy-side legal counsel, technical and commercial consultants, and background checks are all buyer costs, and on a $20M company those costs commonly rival the seller’s professional bill.

Financing costs belong to the buyer as well. Debt commitment fees, lender legal work, lender diligence, and any rate protection are the buyer’s obligations even though the debt is secured against the seller’s business. A seller asked to absorb any buyer financing cost should treat the request as a negotiating position, not a market convention.

Who pays for representations and warranties insurance?

The RWI premium is negotiated, and no fixed convention exists. In competitive processes the buyer frequently pays the full premium to make its bid more attractive, and in weaker processes the cost is often split. The policy replaces most of the escrow the seller would otherwise leave behind, which is why sellers push the premium toward the buyer.

Escrow mechanics follow similar logic. Escrow agent fees are small and typically split, while the real escrow cost is the seller’s capital held back, commonly for 12 to 24 months. Transfer taxes vary by structure and jurisdiction: an asset sale and a share sale produce different tax outcomes for both sides, and who bears any transfer tax is a negotiated term of the purchase agreement rather than a rule. Windsor Drake coordinates structure with the seller’s tax counsel and does not give tax advice; the founder’s tax advisor prices the structure question.

Who pays if the deal dies?

Each side eats its own costs. A seller whose deal fails after diligence has spent the retainer, the quality of earnings fee, the legal hours billed to date, and the data room subscription, and none of it comes back. The buyer has spent its own diligence and legal budget and likewise recovers nothing from the seller.

Break fees are rare in lower-middle-market private deals. Where break fees appear they are usually buyer-favorable, protecting the buyer’s diligence spend if the seller walks, rather than compensating the seller for a buyer that disappears. Roughly one in three signed letters of intent fails to close on the original terms, which is why disciplined sellers keep spending staged and keep alternative buyers warm, as described in the sell-side process.

When does the founder actually write checks?

Almost never before closing. The monthly retainer is the only recurring pre-close cost, and the quality of earnings report is the only large invoice that lands during the process. Everything else, including the success fee and most of the legal bill, clusters at close and nets directly out of the sale proceeds.

Fee timing at close is deliberate. Success fees paid at close align the advisor with the outcome and keep the founder’s cash exposure low if the process fails. A founder comparing engagement letters should read the retainer terms and the crediting terms together, because many advisors credit retainer payments against the final success fee.

What does a $20M sale cost the seller all in?

Between roughly $730k and $890k. The worked example below assumes a 3 percent success fee of $600k with the retainer credited against it, and the ranges are consistent with the fuller breakdown at what an M&A advisor costs.

Cost item Typical range Who pays When
Advisor retainer $5k to $15k per month for 6 to 10 months Seller Monthly during the process, often credited against the success fee
Advisor success fee 2 to 4 percent on a $20M deal; $600k at 3 percent Seller At close, netted from proceeds
Sell-side quality of earnings $40k to $100k Seller Invoiced during preparation
M&A legal counsel $75k to $150k on a $20M deal Seller Mostly at close
Tax structuring advice $15k to $40k Seller During structuring and at close
Data room software $5k to $15k Seller, sometimes absorbed by the advisor During the process
Buy-side diligence and legal Varies with the buyer Buyer During diligence
RWI premium Negotiated per deal Contested; often buyer-paid in competitive processes At close

The $730k low end is the $600k success fee plus the bottom of the quality of earnings, legal, and structuring ranges with the retainer fully credited. The $890k high end is the same success fee plus the top of every professional range.

Should I cost-shop every line item?

No. The fee lines are the small numbers on the page. On a $20M sale the entire professional bill is roughly 4 percent of proceeds, while The Proprietary Discount, the gap between what a serial acquirer pays in an unbanked bilateral negotiation and what the same business clears in a competitive process, runs 15 to 25 percent of enterprise value, which is $3M to $5M on the same deal.

Cutting $20k off the quality of earnings fee while negotiating alone against a serial acquirer optimizes the wrong line. The expensive decision is process design, not vendor selection. A founder who has already been approached by a buyer should start with the offer received hub before committing to anything. For a founder holding a live inbound offer, Windsor Drake’s Approach Response engagement sets the full cost stack against the competitive outcome before any fee is committed.

Questions founders ask

Does the seller ever pay the buyer’s costs?

No, not by convention. Each side pays its own advisors, diligence, and counsel in lower-middle-market private deals. A buyer asking the seller to cover buy-side costs is making a negotiating request, and the seller can decline without damaging the deal.

Is the retainer credited against the success fee?

Often, but not always. Many boutique advisors, Windsor Drake included among firms using retainer structures of $5k to $15k per month, address crediting explicitly in the engagement letter. A founder should confirm the crediting terms in writing before signing.

Who pays for the data room?

The seller, typically $5k to $15k for deal-grade data room software over a 6 to 10 month process. Some advisors absorb the data room cost inside the engagement, so the founder should ask before buying a separate license.

Do I pay for the buyer’s quality of earnings report?

No. The buy-side quality of earnings is a buyer cost, commissioned by the buyer to check the seller’s numbers. The seller pays only for its own sell-side quality of earnings report, which runs $40k to $100k and strengthens the seller’s negotiating position.

Are break fees standard in private company sales?

No. Break fees are rare in lower-middle-market private deals, and where break fees appear they are usually buyer-favorable. Sellers get practical protection from process discipline and alternative buyers, not from break fee clauses.

Do the fee percentages change on a smaller deal?

Yes. Success fees run 4 to 6 percent below $10M of enterprise value versus 2 to 4 percent between $10M and $50M, and boutique minimum fees of $400k to $750k can set the floor on small deals. Professional fees for legal and quality of earnings work fall less than proportionally.

Who pays transfer taxes?

Transfer taxes vary by structure and jurisdiction, and allocation is a negotiated term of the purchase agreement. The founder’s tax counsel should model the asset sale versus share sale outcomes before the letter of intent, because structure drives the tax bill more than allocation clauses do.

Key Facts

  • The seller pays its own advisor, sell-side quality of earnings, legal counsel, and tax structuring, roughly $730k to $890k all-in on a $20M sale.
  • The buyer pays its own diligence and its financing costs, and by negotiation often the representations and warranties insurance premium.
  • Almost everything nets out of proceeds at close; before closing the founder writes checks only for the monthly retainer and the quality of earnings report.

The Proprietary Discount

The Proprietary Discount is the gap between what a serial acquirer pays in an unbanked bilateral negotiation and what the same business clears in a competitive process. Windsor Drake publishes the measurement as The Windsor Drake Proprietary Discount Index.

Holding an Offer?

Windsor Drake is a boutique sell-side M&A advisory firm representing founder-led companies in the lower middle market, with offices in Toronto and New York.

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