In plain terms
How the tax works
If you sell shares you hold, that is a disposition, generally or loss based on your basis.
If the tender effectively cashes out options or a spread, that part can be ordinary compensation income.
How the company structures and reports the transaction drives which forms you receive.
Holding periods can affect whether share gains are short- or long-term.
What to check on your end
- Exactly what you are tendering, owned shares vs. options.
- Your for any shares sold.
- Whether the company is on any compensation portion.
- Which forms you will receive (for example, for share sales or for wage portions).
- Holding periods for short- vs: long-term treatment.
Common mistake
Example scenario (hypothetical)
Illustration only, not your tax situation.
When a CPA is worth it
- Your tender mixes owned shares and options.
- You are unsure of your basis.
- The amounts are large.
- You also hold unvested affected by the event.
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.
ISO and NSO exercise timing, AMT on ISO spread, and disposition reporting.
- IRS Topic 427 — Stock options
Internal Revenue Service · Official
Overview of statutory (ISO, ESPP) vs nonstatutory options, exercise timing, and Form 3921/3922 reporting.
- Instructions for Form 6251 — Alternative Minimum Tax
Internal Revenue Service · Official
AMT treatment of ISO exercise spread and related adjustments.
Related calculators
Related pages
- Secondary Sale Tax Guide
Secondary sales may trigger capital gain reporting and company transfer restrictions — document every step.
- 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.
- RSUs on 1099-B: What to Look For
1099-B for RSUs often shows low or zero basis — that does not mean your true basis is zero.
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.
