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Understanding Equity Rollover: Pros and Cons

May 24, 2025

Equity Rollover: Definition, Benefits, and Risks

What is an Equity Rollover?

  • An equity rollover allows business owners to gain liquidity while remaining engaged with their business.
  • Entrepreneurs can reinvest part of their business sale proceeds into a new venture under the same umbrella, retaining a stake in the business.

Equity Rollovers in Private Equity Transactions

  • Common in founder-owned businesses valued under $100 million.
  • Private equity firms often require a rollover, allowing original owners to retain a minority stake and continue managing the business.
  • Example: A business worth $50 million is sold, the owner reinvests 20%, taking home $40 million and retaining a 20% stake.

Benefits of Equity Rollovers for Sellers

1. Taking Chips off the Table and Reducing Risk

  • Sellers cash in a portion but remain involved, reducing downside risk and keeping a role in business management.

2. The Second Bite of the Apple

  • Sellers benefit from future growth when the private equity firm increases the company value and exits.
  • Example: If the company doubles in value, sellers can see significant returns on their retained stake.

3. Deferred Taxes

  • Reinvested proceeds are tax-deferred, offering potential tax savings on the equity portion rolled over.

Potential Risks for Sellers

  • Class of Shares: Ensure the highest class of shares to maintain priority in liquidation.
  • Minority Rights: Ensure rights to hold investment until second exit to maximize the second bite.
  • Dilution: Protect against dilution by ensuring rights to subscribe to new equity issues.
  • Fit and Culture: A good fit between buyer and seller is crucial for productive collaboration.

Benefits for Buyers

  • Retaining founders leverages their knowledge and maintains business continuity.
  • Reduces initial cash outlay for buyers but requires sharing profits at exit.

Conclusion

  • Equity rollovers are beneficial for both sellers and private equity firms, aligning interests and promoting growth.
  • While offering significant benefits, sellers must address potential risks like dilution and fit.

Additional Resources

CFI Resources

  • CFI offers financial modeling courses and certifications to enhance financial skills.