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A private equity sponsor is offering a strong headline multiple provided we roll twenty percent of our transaction proceeds into their NewCo holding company equity. How do we evaluate whether this rollover equity is real value or just a subordinated financing tool for the sponsor?

Private equity firms love rollover equity because it bridges valuation gaps, reduces the cash equity check they must write, and forces the seller to retain operational risk. Sometimes rollover equity generates a lucrative second bite at the apple when the sponsor exits four to seven years later. More often, unsophisticated sellers discover their rollover shares sit underneath expensive preferred equity and aggressive management fee structures that consume all the value.

To determine if the rollover is legitimate value, examine the equity class and cap table capitalization. Insist on rolling your equity into the exact same security class as the institutional sponsor, known as pari passu common equity. If the private equity firm invests through preferred equity with an eight percent cumulative dividend and puts you into common shares, your equity receives nothing until the sponsor earns their preferred return and recovered capital.

Next, evaluate their debt stack. If the sponsor is levering the business at four to five times EBITDA with high-interest mezzanine debt, any operational stumble will wipe out common equity. Model the projected returns under conservative, flat revenue scenarios, not just their optimistic investment memo projections.

Demand minority protections. You need tag-along rights so you can sell your equity on the exact same terms when the sponsor exits, preemptive rights to prevent dilution during future capital calls, and detailed quarterly information rights. Ensure the sponsor cannot charge excessive annual management fees back to the operating company, as those fees drain cash flow before equity distributions. If the sponsor refuses these basic structural protections, discount the value of the rollover equity to zero and negotiate for cash or secured notes instead.

Category: Valuation & Deal Structure

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