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Buyers are offering a higher headline purchase price if we accept thirty percent of the valuation in an earnout and rollover equity. How should we evaluate the real operational risk of an earnout versus taking a lower all-cash offer at close?

Headline valuation numbers are an illusion. What matters is certainty of close and the actual cash wired to your bank account on closing day. When a buyer offers a ten-million-dollar valuation split into seventy percent cash, twenty percent earnout, and ten percent rollover equity, they are asking you to co-invest in their thesis while bearing the majority of the operational downside.

Earnouts are notoriously contentious. Once the deal closes, you no longer control the corporate levers required to hit the earnout metrics. The buyer can allocate corporate overhead, alter sales commission plans, reprioritize product lines, or redirect marketing spend, effectively strangling your target. If you accept an earnout:

- Base the target on gross revenue or gross margin, never net income or EBITDA, because buyers can manipulate bottom-line expenses.
- Retain explicit operational control over the specific division or business unit responsible for the target during the earnout period.
- Ensure acceleration clauses trigger immediate payout if the buyer alters corporate strategy, breaches operational covenants, or sells the company again.

Rollover equity should be treated as speculative investment capital. If you roll ten to twenty percent into the buyer's private equity platform, assume that capital is locked up for five to seven years with no liquidity. Evaluate the sponsor's track record: do they consistently generate secondary exits with three-times returns, or do they load platform companies with debt and stall?

If you desire a clean exit, negotiate down the earnout and rollover portions in exchange for a slightly lower headline valuation delivered entirely in guaranteed cash at closing.

Category: Exit Planning

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