In plain terms
How the tax works
Startups grant different instruments: , , or , each taxed at different moments.
Exercising options can trigger () or exposure () before any sale.
Private may have settlement conditions tied to a liquidity event; check your specific terms.
Elections such as 83(b) are deadline-driven and can change when income is recognized.
What to check on your end
- Exactly what you were granted and the key terms.
- When tax is triggered under your grant, exercise, , or liquidity.
- Whether early exercise and 83(b) are available and their deadlines.
- Your cash position for tax with no easy way to sell.
- What an IPO, , or acquisition would mean for you.
Common mistake
Example scenario (hypothetical)
Illustration only, not your tax situation.
When a CPA is worth it
- You are deciding whether to exercise or make an .
- A liquidity event is approaching.
- You hold a mix of options and .
- You are unsure when your equity becomes taxable.
Sources and notes
Primary tax claims on this page are supported by the official and secondary sources below. Broker and software links describe reporting mechanics — confirm rules against IRS or state guidance.
Employee equity tax planning context — not role-specific tax law.
- IRS Publication 15 (Circular E) — Supplemental wages
Internal Revenue Service · Official
Section 7 describes supplemental wage withholding, including the optional 22% flat rate and 37% rate above $1 million of supplemental wages in a calendar year.
- Equity Compensation — RSU taxation at vest and on sale
Charles Schwab (Workplace Financial Services) · Brokerage explainer
Plain-language explainer: RSU value at vest on W-2, FICA, withholding may not cover full tax, separate capital gains on sale.
Related calculators
Related pages
- Startup Equity Tax Checklist
Use this checklist to avoid missing elections, exercise windows, and tax payments before you have cash to pay.
- Private Company Equity Tax Guide
Private company equity tax is as much about cash and timing as rates — know when tax hits before you can sell.
- 83(b) Election Explained
An 83(b) election tells the IRS to tax restricted stock at grant value now instead of at vest.
For learning, not filing
VestingTax.com is not a CPA firm or tax preparer. Grants, employers, and states all differ. Use the cited IRS and state sources above, your own documents, and a qualified tax professional before you make decisions from this guide.
