RSU vs ISO vs NSO - what's the difference?
Counteroffer · Answers · offer Source: https://trycounteroffer.com/answers/rsu-vs-iso-vs-nso
Short answer: RSUs (Restricted Stock Units) are shares granted that vest over time and are taxed as ordinary income at vesting. ISOs (Incentive Stock Options) are options to buy shares at a fixed price, with favorable tax treatment if held long enough but subject to Alternative Minimum Tax (AMT). NSOs (Non-Qualified Stock Options) are options with no special tax treatment and ordinary income tax on exercise. Most public companies use RSUs; most private startups use ISOs or NSOs.
On this page
- The three forms compared
- RSUs in detail
- ISOs in detail
- NSOs in detail
- Practical implications for negotiation
The three forms compared
| Feature | RSU | ISO | NSO |
|---|---|---|---|
| What you get | Shares granted at vesting | Right to buy shares at fixed price | Right to buy shares at fixed price |
| Cost to exercise | None | Strike price | Strike price |
| Tax at grant | None | None | None |
| Tax at vesting/exercise | Ordinary income on FMV at vesting | AMT may apply at exercise | Ordinary income on spread |
| Tax at sale | Capital gain on appreciation since vest | Capital gain (LTCG if holding requirements met) | Capital gain on appreciation since exercise |
| Holding requirement for preferential tax | None | 1 year from exercise + 2 years from grant | None |
| Maximum annual grant | None | $100K of grant date FMV | None |
| Who can receive | Anyone | Employees only | Anyone (employees, contractors, advisors) |
| Common at | Public companies, late-stage private | Early-stage private | Mid-late stage private, certain executives |
RSUs in detail
A Restricted Stock Unit is a promise to deliver a share of stock at a future date (the vest date). Unlike options, you pay nothing for the share at vesting; you just receive it.
Tax mechanics:
- At grant: no tax
- At vesting: ordinary income equal to the fair market value of the shares on the vest date
- At sale: short-term or long-term capital gain on appreciation since the vest date
Because RSUs trigger ordinary income at vesting, public companies typically withhold shares to cover the tax liability ("sell-to-cover" or "net settlement"). You receive only the net shares after tax withholding.
Common at: Public companies (because the liquidity to pay vesting taxes exists), late-stage private companies (because RSU vesting can be deferred until liquidity events).
Negotiation considerations:
- Confirm the grant date FMV used for valuation (public companies use closing price on grant date)
- Understand the sell-to-cover withholding mechanic and whether you can elect different settlement
- For pre-IPO RSUs, understand the "liquidity event" condition that delays taxation until cash is available
ISOs in detail
An Incentive Stock Option is a right to buy a share at a fixed price (the strike price or exercise price), with preferential tax treatment if specific holding requirements are met.
Tax mechanics:
- At grant: no tax
- At exercise: no regular tax, but the spread (FMV at exercise minus strike) is included in Alternative Minimum Tax (AMT) income
- At sale (if qualifying disposition): long-term capital gain on the entire appreciation
- At sale (if disqualifying disposition, including any sale before holding requirements met): ordinary income on the spread + capital gain on additional appreciation
Holding requirements for qualifying disposition:
- At least 1 year after exercise
- At least 2 years after grant
Common at: Early-stage private companies. The maximum annual grant is $100K of grant date FMV per employee (any excess is treated as NSO).
The 90-day exercise window problem:
When you leave the company, ISOs must be exercised within 90 days of termination to retain ISO status. After 90 days, they convert to NSOs (taxed as ordinary income at exercise on the spread). For employees with significant ISO holdings at private companies, this 90-day deadline can force expensive tax decisions.
Negotiating an extended post-termination exercise period (3-10 years) preserves ISO value and avoids the forced conversion. See How to negotiate a job offer for context.
AMT exposure:
The AMT effect of ISO exercise can create large tax bills in the year of exercise, especially for high-spread exercises. Some employees plan ISO exercises across multiple tax years to manage AMT exposure. Consult a tax advisor before exercising large ISO positions.
NSOs in detail
A Non-Qualified Stock Option is a right to buy a share at a fixed price with no special tax treatment.
Tax mechanics:
- At grant: no tax
- At exercise: ordinary income on the spread (FMV at exercise minus strike)
- At sale: capital gain on appreciation since exercise
Common at: Mid-late stage private companies, executives whose ISO grants would exceed the $100K annual limit, contractors and advisors (who cannot receive ISOs).
No holding requirement for preferential tax, but capital gains rates do apply on post-exercise appreciation if held long enough (1 year for long-term capital gain).
Typical practical use: NSOs are simpler than ISOs (no AMT complexity, no holding requirements, no $100K limit). They're often used when ISOs are not practical due to the ISO limit, when the grantee is not an employee, or when companies want simpler tax outcomes.
Practical implications for negotiation
When evaluating an equity offer, look at:
Form of equity: RSU, ISO, NSO. Each has different tax dynamics. Make sure you understand which form you're being offered.
Strike price (for options): For ISOs and NSOs, the strike price is the exercise price you'll pay. Lower strike = better. Companies are required to set strike at no less than fair market value at grant, but the "fair market value" determination matters.
409A valuation: For private companies, the 409A valuation determines option strike prices. A recent low 409A means lower strike prices for new option grants.
Vesting schedule: Standard is 4 years with 1-year cliff. Some startups offer accelerated schedules; some plans have monthly vesting after cliff.
Post-termination exercise window: Default 90 days for ISOs. Negotiate extension to 3-10 years to preserve flexibility.
Treatment in M&A: Double-trigger acceleration applies to all forms. Make sure your acceleration language covers your specific equity type.
Reporting requirements: ISO exercises require specific tax reporting. RSU vesting is reported on your W-2. NSO exercises produce a Form 1099-NEC or W-2 reporting.
Liquidity: For private company equity, when can you actually sell? Some companies have ROFR restrictions, tender offers, or other liquidity structures.
What to do next
If you want a delivered analysis of your specific equity offer, including tax implications, market benchmarks, and recommended language to ask for, we deliver one in 24 hours for $199. See Offer Review.
Sources
- IRC § 422 (ISO requirements)
- IRC § 83 (taxation of property transferred in connection with services)
- IRC § 409A (deferred compensation)
- IRC § 55 (AMT)
- Treasury Regulation § 1.409A-1(b)(5) (stock rights exemption from 409A)
Related answers
- What's negotiable in a job offer?
- What is an equity refresh, and how do I negotiate it?
- What is double-trigger acceleration?
Get your contract reviewed
If you want a delivered review of your specific document with cited authority and counter language, see https://trycounteroffer.com/offer.
Last updated: Sun May 31 2026 00:00:00 GMT+0000 (Coordinated Universal Time)
Counteroffer is a contract analysis service, not a law firm. This page is informational, not legal advice.