V VestedGrant
Tool

Retirement with concentrated stock

30-year plan stress-tested against a 50% employer-stock drawdown.

Calculator

Retirement with concentrated stock

How a 50% drawdown in your employer stock year five affects a 30-year retirement plan. Not Monte Carlo; just a deterministic illustration.

Base case
$12,330,589
ending net worth, year 30
Shock case
$3,252,469
73.6% lower than base

How to read the result

This is a deterministic illustration, not a Monte Carlo. It compares two scenarios: the concentrated position returning at its expected rate every year, vs. the position dropping by the specified shock in a specified year.

This tool is educational. It uses 2025 single-filer federal brackets, a simplified state-tax model, and does not substitute for a CPA review of your specific facts. For a second set of eyes on a meaningful event, match with a fiduciary advisor who routinely works with equity compensation.

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Pre-IPO equity tax checklist

Plan your next vesting event with confidence

Free PDF checklist. Quarterly tax-planning cadence for RSU holders, AMT tripwires for ISO exercises, and the 10b5-1 calendar our reviewers send clients.