Free tool — no sign-up required

Deal structure simulator

Asset deal, stock deal, installment sale: three structures, one screen. Enter your numbers and see what you actually net in each scenario. The gap on a $3M sale is often $300K to $500K, and it’s set in the letter of intent.

Estimates only — not tax advice. Every deal has facts that change the number. Talk to a CPA before signing.

Your numbers

Enter your deal inputs below. The three columns update live as you adjust.

Asset Deal

Ordinary income portion20%Equipment recapture, covenant not to compete, inventory. Service businesses typically 10–25%.

Net proceeds

$2,006,500

Total gain$2,500,000
Ordinary income$500,000
Long-term capital gain$2,000,000
Fed ordinary (37%)$185,000
Fed LTCG (20%)$400,000
NIIT (3.8%)$76,000
State (13.3%)$332,500
Total tax$993,500

Buyers prefer this structure — it gives them a stepped-up basis on each asset.

Highest net

Stock Deal

All gain treated as long-term capital gain. No recapture allocation. Adjust QSBS above if applicable.

Net proceeds

$2,072,500

Total gain$2,500,000
Taxable LTCG (fed)$2,500,000
Fed LTCG (20%)$500,000
NIIT (3.8%)$95,000
State (13.3%)$332,500
Total tax$927,500

Sellers prefer this — all gain taxed at capital gains rates, no recapture.

Highest net

Installment Sale

Down payment30%$900,000 at closing
Term5 yrs

Net proceeds (total)

$2,072,500

Total gain$2,500,000
Gross profit ratio83.3%
Year 1 cash after tax$621,750
Year 1 tax$278,250
Total tax (same as stock)$927,500

Defers tax — but total bill is similar to a stock deal, spread over time.

Key insight

The gap between an asset deal and a stock deal on this sale is $66,000.

This decision is typically made in the LOI — after that, it’s locked in. Buyers almost always push for asset deals because of the stepped-up basis. Knowing the gap before you negotiate is how sellers protect it.

Before the LOI

Model this for your actual deal.

These numbers are directional. The real answer depends on your entity structure, depreciation history, and how the purchase agreement allocates the price. Talk with a qualified CPA before you sign anything.

Estimates only. Actual tax depends on asset allocation negotiated in the purchase agreement, your basis, depreciation history, and state law. This model uses simplified assumptions: federal LTCG 20%, NIIT 3.8%, ordinary income at your selected bracket rate, California 13.3% on all gain (CA does not conform to §1202 QSBS or treat capital gains preferentially), other states estimated at 5%. California’s 1% mental health surtax on income over $1M is not modeled. QSBS exclusion capped at $15M (OBBBA). Installment sale total tax equals stock deal total — the benefit is timing, not reduction. Results are illustrative estimates only and do not constitute tax, legal, or investment advice. Consult a CPA before signing.