tyler-smith.com · Questions & Answers

The buyer cannot meet our enterprise valuation with cash and senior debt, and they are asking us to bridge the difference with a deeply subordinated, low-interest seller note. How can we use equity warrants attached to our seller note to recover our expected return?

A deeply subordinated, low-interest seller note is an asymmetric bet against the seller. You carry the credit risk of junior debt while receiving an interest rate dictated by the buyer's senior lender covenants, which often falls well below market returns for unsecured risk capital. To close a valuation gap without surrendering your financial upside, attach penny equity warrants to the seller note.

An equity warrant grants you the contractual right to acquire a specified percentage of the company's equity at a nominal exercise price. By attaching warrants to your note, you preserve the buyer's debt service coverage ratios because your stated cash interest rate remains low enough to satisfy the senior bank. Meanwhile, the warrants allow you to capture a meaningful share of future enterprise value expansion when the buyer eventually refinances, recaps, or sells the platform.

To protect the value of these warrants, negotiate specific legal terms. Demand full anti-dilution protections to ensure future management incentive pools or equity issuances do not dilute your percentage ownership. Include tag-along rights so you can participate automatically on the same economic terms if the majority owners exit.

Finally, negotiate a mandatory put right exercisable upon note maturity or after five to seven years. If the buyer has not completed a liquidity event by that time, the put right forces the company to repurchase your warrants at an independently appraised fair market value. Attaching warrants transforms a stagnant, discounted seller note into an institutional mezzanine instrument that compensates you properly for funding the transaction.

Category: Valuation & Deal Structure

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