The purchase price waterfall
Bank loans, equipment finance, debt-like items.
Usually zero. Sellers keep cash in a typical cash-free, debt-free deal.
Positive if actual working capital exceeds the peg.
Amount reinvested, not paid in cash.
Held back for indemnity. Released later if clean.
Usually 2–8% of enterprise value, scaled by deal size.
Deal counsel. Separate from any transaction tax advisory.
Tax inputs
Rough federal + state. Confirm with your tax advisor before you commit.
Original cost + capital improvements, less prior depreciation.
Portion of the gain taxed at ordinary rates. Depends on asset vs. stock.
How to use it
Enterprise value and net-to-seller are two different numbers. This tool walks the price down through debt, rollover, fees, and tax to the dollars that actually land in your account.
- Model asset vs. stock sale: stock sales usually reduce recapture.
- Separate escrow from net-at-close — that money comes later, if ever.
- Pair with rollover equity for the second-bite story.
What it returns
A line-by-line waterfall from enterprise value to net cash at close, with the effective tax rate on the gain.
How this tool works
Enterprise value and net-to-seller are very different numbers. The waterfall walks EV down through debt payoff, rollover, escrow, working capital true-ups, and transaction fees, then applies a simplified federal and state tax calculation on the gain.
Depreciation recapture is treated at ordinary income rates; the balance of the gain gets long-term capital gain plus NIIT. Asset sales typically see more recapture than stock sales, which the structure toggle approximates. For a richer deal-structure walk-through, use the deal structure analyzer. For a focused tax view, use the tax estimator.
This model is for scenario planning. 338(h)(10) elections, F reorganizations, installment sales, and state nuance change the answer materially. For a specific deal, pair this with SBA financing considerations and a licensed tax advisor.
Sources
- IRS Topic No. 409 — capital gains and losses · Internal Revenue Service
- SBA 7(a) loan program · U.S. Small Business Administration
See also on mainstreetwealth.ai
Frequently asked questions
Why is my net so much less than enterprise value?
Should I prefer an asset sale or a stock sale?
How is my tax basis computed?
What's a typical broker fee?
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