409A
Fair Market Value
Down Round
ISO
NSO
RSU
AMT
Bargain Element
Repricing

Down Rounds & 409A Resets: Tax Implications for Equity Compensation

When valuations fall, new 409A FMV may drop—changing future option exercise prices and AMT exposure. Learn what resets do and do not change for ISOs, NSOs, RSUs, underwater options, and repricing risks.

3 min read

Executive Summary

Quick Answer

Does a down round reduce taxes on RSUs I already vested?

Source: IRC Section 83 timing
Quick Answer

How does a lower 409A help stock options?

Source: Option mechanics
Quick Answer

What is the biggest ISO planning change after a reset?

Source: Form 6251 bargain element
Diagram: down round leads to lower 409A FMV and lower strike prices for new option grants and smaller future spread

Figure 1: Forward-looking effect on new grants—past tax years are not rewritten.


What a 409A Reset Actually Updates

ItemTypically updated?
New option strike pricesYes (for new grants)
Past RSU vestsNo
Already-exercised ISO/NSONo retroactive tax redo
AMT credit carryforwardStill tracked—see AMT credit guide
Past RSU vesting versus future option grants after a 409A reset: wage income timing versus new strike prices

Figure 2: Why “409A dropped” does not mean “my old W-2 changes.”


Underwater Options: Strategic Angles (Not Advice)

PathNotes
WaitNo tax on exercise if you don’t exercise
Repricing / exchangeCorporate action; may affect ISO status
Leave jobExercise windows—leaving guide

Worked Example (Illustrative)

Assume FMV falls from $10 to $4 for new grants:

  • New options may strike near $4, shrinking future spread vs $10 strikes for older grants (if any remain).
Underwater stock options concept when market price falls below exercise price

Figure 3: Underwater options are an economic problem before they are a tax problem.



Disclaimer

Educational only—consult a tax advisor for repricing and 409A questions.


Primary sources

Disclaimer

This article is for educational purposes only and discusses legal tax optimization strategies. Tax evasion is illegal and is not discussed or recommended. The information provided does not constitute tax, legal, or financial advice.

Tax laws vary by jurisdiction and change frequently. Always consult a qualified tax professional (CPA, tax attorney, or enrolled agent) before making decisions based on this content. The authors and operators of this website accept no liability for actions taken based on this information.