Tax

409A Valuation

Definition

A 409A valuation is an independent appraisal of a private company's common stock, used to set a legally defensible strike price for employee stock options. It's required under IRC Section 409A to protect option holders from punitive tax penalties.

Without a proper 409A, the IRS can treat options as deferred compensation, which triggers immediate taxation plus a 20% penalty for the employee holding them, a real cost that lands on the wrong person if the company skips this step. A 409A is generally valid for 12 months (365 days) from its effective date, or until a material event, a new funding round, for instance, makes the old valuation stale sooner.

Letting a 409A expire before granting new options is a quiet but common mistake. Nothing technically stops a company from issuing options against a lapsed valuation; it just exposes the recipient to real tax risk if it's ever examined. A valuation from 10 months ago has roughly 60 days left before it needs a refresh, which is about when most companies should already be lining up the next one.

What a 409A protects

Stock options have to be granted with a strike price at or above the fair market value of the common stock on the grant date. If the strike is too low, the option is treated as deferred compensation under Section 409A. For the employee, that means income tax on the spread as the option vests, an extra 20% federal tax, and interest, even if they never exercise.

A 409A valuation is how a private company proves its strike price was fair. A valuation by a qualified independent appraiser creates a safe harbor: the IRS has to show it was grossly unreasonable to challenge it.

How long one lasts

A 409A is generally relied on for 12 months from its effective date, as long as nothing material changes. These events usually make it stale sooner, so a new one is needed before the next grant:

  • A priced financing round, including a SAFE or note round that sets a meaningful new reference price
  • A significant change in the business: a big jump in revenue, a major contract, a pivot
  • An acquisition offer or letter of intent
  • A secondary sale of common stock at a price different from the valuation

When to get one

  • Before the first option grant, typically right after formation or the first outside money
  • After every priced round, before granting options at the new stage
  • Every 12 months while you're still granting
  • Before a large batch of grants if anything material has changed since the last report

Common stock is usually valued below the price investors paid for preferred, because preferred carries rights common doesn't, like liquidation preferences. That gap is why options at a startup can be granted at a strike well under the last round's price.

Worked example: a lapsed 409A

Setup
A company's 409A was done 14 months ago, and it has since raised a seed round. It grants options at the old strike price
The risk
The old valuation is past 12 months and predates a material event, so the safe harbor no longer applies. If the strike is found to be below fair market value, the employee faces tax on the spread as options vest, plus an extra 20%
The fix
Get a new 409A after the round and before the grant. It's a routine step, not an emergency, if it's on the calendar

Illustrative. Whether a past grant is actually exposed depends on the facts; a tax advisor can assess it.

12 months
How long a 409A is generally relied on, unless a material event like a priced round comes first.
Check if your 409A is still current →

Questions founders ask

How long is a 409A valuation valid?

Generally up to 12 months from its effective date, or until a material event such as a priced round, a significant change in the business, or an acquisition offer, whichever comes first.

What happens if you don't have a 409A?

Options with a strike price below fair market value are treated as deferred compensation. The employee can owe income tax on the spread as it vests, plus an additional 20% federal tax and interest.

Do I need a new 409A after a funding round?

Usually yes. A priced round is a material event, so the old valuation generally can't be relied on for grants made after it.

Why is the 409A price lower than the price investors paid?

Investors buy preferred stock with rights like liquidation preferences. Options are for common stock, which doesn't have those rights, so it's typically worth less.

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