Sellers who take public stock usually get liquidity by selling the shares in the market once resale is allowed. As of October 2026, restricted shares in an SEC-reporting company can generally be resold under Rule 144 after a six-month holding period, or one year if the issuer does not report, subject to conditions. The purchase agreement often adds a lock-up or a schedule limiting how fast the seller can sell, and the stock's float and trading volume decide how much can be sold without moving the price. For a thinly traded small company that usually means cash in tranches over months, not on day one; confirm the specifics with securities counsel.
Shares issued to pay for a business are usually "restricted." They were not sold in a registered offering, so they cannot be resold freely at once. Rule 144 is the common route to resale.
This is general securities law. The details depend on the seller's status and the company's filings, so confirm with securities counsel before any sale.
All inputs here are hypothetical, to show the arithmetic.
The seller is carrying market risk for well over a year. That is why sellers ask for more stock, more cash or protections in return.
Most sellers of small businesses want cash. In the IBBA Market Pulse for Q2 2026, sellers received 83–92% of deal value in cash at close. Stock usually works as part of the price, not all of it.
Structures that reduce a seller's risk, each with a cost to the buyer:
Every protection given to a seller moves risk to existing shareholders. Price them as part of the deal.
Design the seller's path to cash before the negotiation, not during it. Know your trading volume, the Rule 144 timing and the dilution cost of any protection you offer. A seller who sees a realistic plan is more likely to accept stock, and less likely to ask for protections that hurt your other shareholders.
Where these numbers come from: Rule 144 holding periods are general securities law; confirm with counsel. OTCQB float and holder rules are from the OTCQB Rules, version 6.1. Cash at close is from the IBBA Market Pulse Q2 2026. Castellum figures are from this case review. Stock-paid deal performance is from the study reported on the CLS Blue Sky Blog. The worked example inputs are hypothetical.
Registered shares can generally be sold without waiting for a Rule 144 holding period. A lock-up or leak-out in the purchase agreement can still limit sales. Read both documents together.
Without price protection, the seller bears the loss. With a true-up, the company issues more shares or pays cash, which dilutes other holders. Negotiate this point explicitly.
Rarely. Private stock has no market, so a seller depends on a buyback, a sale of the company or a private buyer. Public stock at least has a market, even a thin one.
Paying sellers in stock depends on timely, accurate public reporting: what finance team does a public holding company need?
Meraki Dealmakers is a service of Meraki Partners, LLC, an advisory firm. It is not a broker-dealer, investment adviser, business broker, law firm or accounting firm. This article is general information, not legal, tax or investment advice.
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Meraki Dealmakers is a service of Meraki Partners, LLC.
Meraki Partners, LLC is an advisory firm. It is not a broker-dealer, investment adviser, business broker, law firm or accounting firm, and does not solicit investors or receive compensation based on capital raised.
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