Pre-IPO Equity Outcome Calculator
Model the tax consequences of exercising employee stock options now versus holding until exit for pre-IPO companies.
Quick answer: Compare highly simplified entered-rate tax scenarios for exercising equity now versus waiting. Enter Number of Shares, Strike Price, Current Fair Market Value, and Expected Exit Price to personalize the estimate. It returns Tax if You Wait Until Exit, Cost to Exercise Now, and Estimated AMT Exposure so you can compare the impact before choosing a next step. Use it to compare long-term value, tax impact, risk, time horizon, and contribution choices.
Exercising now and holding for long-term gains costs about $96,800 in tax, versus $140,600 waiting until exit and paying ordinary rates.
The signed wait-minus-exercise-now tax difference is $43,800; positive favors exercising now in this narrow model and negative favors waiting. Exercising now still means real cash out of pocket and AMT risk if the company never has a liquidity event.
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Set the target and timeline for this plan
Compare highly simplified entered-rate tax scenarios for exercising equity now versus waiting.
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Check the assumptions before using the result for a high-stakes decision
Assumptions change the answer, especially when rates, taxes, or timing matter.
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This is an educational estimate, not tax, legal, investment, or lending advice. Tax rules, rates, and eligibility change and depend on your full situation. Confirm with a qualified professional or the provider before acting.
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Everything you need to know.
What does an example Pre-IPO Equity Outcome Calculator calculation look like?
What is AMT and why does early exercise trigger it?
Why would I exercise now if waiting seems cheaper?
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Why This Matters
Exercising early locks in a lower tax basis but triggers immediate out-of-pocket costs and potential AMT liability. Waiting defers costs but risks a larger spread between strike and exit price, which becomes taxable income at ordinary rates or long-term capital gains rates depending on timing. This calculator isolates the tax math to show which scenario leaves you with more after-tax proceeds.
How to Use It
- 1Enter the total number of shares in your equity grant.
- 2Enter your strike price per share (the price you'd pay to exercise).
- 3Enter the current fair market value per share (for AMT purposes and current intrinsic value).
- 4Enter your expected exit price per share (your modeled sale price at IPO, acquisition, or liquidity event).
- 5Enter your estimated alternative minimum tax rate if exercising triggers AMT.
- 6Enter your long-term capital gains tax rate (the rate applied to gains held over one year).
- 7Enter your ordinary income tax rate (the rate applied to wages and short-term gains).
- 8Review your cost to exercise now, estimated AMT exposure, total tax under each scenario, and the modeled difference to compare outcomes.
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