tyler-smith.com · Questions & Answers

A buyer offered $12 million for our company, but our board is firm on a $15 million valuation. If we want to bridge this $3 million gap without taking on an unachievable operational earnout, how can we use structured preferred equity or a convertible seller note with a fixed yield to close the spread?

When an unbridgeable valuation gap stalls negotiations, owners often default to earnouts. That is a mistake if your business has predictable margins and you do not want to manage post-sale performance disputes. You can close a three-million-dollar gap by introducing structured preferred equity or a convertible seller note that guarantees an attractive economic return while protecting the buyer from cash strain.

A preferred equity structure allows you to retain an equity position that sits senior to common equity holders. You can negotiate a preferred return, typically eight to twelve percent annually, that accrues or pays out before common distributions. To bridge the gap, structure this equity with a redemption feature requiring the buyer to buy out your position at fifteen million total enterprise valuation upon a future recapitalization or within a defined three-to-five-year timeframe.

Alternatively, use a subordinated seller note with payment-in-kind interest and an equity kicker.

- Issue a three-million-dollar seller note carrying an eight percent interest rate, where the interest capitalizes into the principal balance rather than draining monthly cash flow.
- Add a conversion right or warrant coverage allowing you to convert a portion of the note into common equity if the company hits specific enterprise milestones.
- Secure an exit fee premium, where the buyer agrees that upon a subsequent sale of the company, the payoff on your note includes an additional lump-sum payment equal to your original valuation target.

This provides the buyer with the headline multiple discipline they require for their investment committee while contractually guaranteeing your targeted financial return.

Category: Valuation & Deal Structure

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