Skip to content
Main Street Wealth
Main Street WealthOpen source
Valuation

Rollover equity calculator

Model rollover equity: cash at close, retained equity, and the second-exit outcome.

LiveStructuringNot legal, tax, or financial advice
Written by
Avaz Bokiev
Reviewed by
Sukhrobjon (Rob) Ismoilov
Published Reviewed

Deal at close

$
Rollover equity20%

Share of enterprise value retained in the new company.

$
Entry multiple7.00×

Second exit assumptions

Hold period5 yrs
EBITDA growth (CAGR)12%
Exit multiple change+1.00 turn

Positive if the next buyer pays a higher multiple (platform premium).

Simplifying assumption. Rollover owns its full pro-rata at exit (no mid-hold dilution). Add-on debt, management incentive dilution, and preferred structures land in the distribution waterfall.

How to use it

Rollover equity is the share of the deal you keep in the new company. The pitch is simple: smaller first bite, bigger second bite. This tool lets you pressure-test the second bite.

  • Pick the enterprise value, how much you'd roll, and today's EBITDA and multiple.
  • Dial in the growth rate and multiple change you believe for the hold.
  • Compare the all-cash deal to cash-plus-rollover.

What it returns

Cash at close, the implied exit value, and the proceeds on your rolled piece. Plus MOIC and IRR on the rollover alone.

Methodology

How this tool works

Rollover equity is the share of the deal reinvested in the buyer's new company. The model takes an enterprise value and a rollover percentage, then projects a second exit on an EBITDA that compounds at the growth rate you set, times an exit multiple that reflects the platform premium.

For simplicity, this version assumes the rollover owns its full pro-rata at exit — no mid-hold dilution from add-on debt, management incentive plans, or preferred structures. For a richer walk-through of structure trade-offs, use the deal structure analyzer. Layer in tax with the tax estimator.

In home services, the two-bites math typically breaks even against an all-cash deal around 4–5× MOIC on the rolled piece. See rollover equity in HVAC and 70% cash at closing in roofing for worked examples.

See also on mainstreetwealth.ai

FAQ

Frequently asked questions

How much rollover do buyers typically ask for?
In the lower middle market, 10–30% is standard. More than 40% is unusual outside of structured deals where the seller is staying in a significant leadership role.
Is rollover equity taxable at close?
In most structures, properly executed rollover is tax-deferred — you only owe taxes on the cash portion at close. The rolled piece gets taxed on the second exit. Talk to a tax advisor to confirm the structure fits your situation.
What return should I expect on the rolled piece?
PE sponsors target 3–5× MOIC on a platform over a 4–6 year hold. Operators who stay engaged and hit growth plans can land in that same band on the rolled piece, though results vary.
Can I negotiate the rollover percentage?
Yes. Buyer and seller both have strong views here. Buyers push for more rollover to align incentives; sellers want more cash at close. The right number depends on your post-close role and conviction in the growth plan.
Related

The deeper, trade-specific context on our main site.

See all main-site tools →
Keep going

More tools in valuation

Get a real number

Need a defensible valuation for your business?

Share a few financials and we'll walk you through what a buyer would actually pay today, with context on how we got there.

Not legal, tax, or financial advice. For a specific recommendation, talk to a licensed advisor.