In plain terms
How the tax works
Pre-IPO option exercises can trigger () or () before shares are liquid.
that settle at or after IPO are wage income when they .
Lockups can delay selling even once shares are public, separating tax from cash again.
Several events can land in one year, making the reporting feel tangled.
What to check on your end
- Which of your equity is options vs. , and their terms.
- Whether pre-IPO exercises created income or .
- settlement timing relative to the IPO.
- Lockup periods affecting when you can sell.
- Basis records for every lot you may sell.
Common mistake
Example scenario (hypothetical)
Illustration only, not your tax situation.
When a CPA is worth it
- You exercised options before the IPO.
- You have both options and near listing.
- A lockup affects your ability to sell.
- You may owe from a pre-IPO exercise.
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
- Exercising Options Before IPO
Exercising before IPO can trigger tax before you have liquidity — plan cash, AMT, and 83(b) carefully.
- Tender Offer Tax Guide
Tender offers can combine wage reporting and stock sales — save confirmations and plan for withholding.
- RSU Tax Guide for Startup Employees
Startup tax is about liquidity timing — know what is taxable before you can sell.
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.
