The Short Answer: Yes, Before Every Option Grant
If your US company plans to grant stock options, you must have a current 409A valuation in place before you set the exercise price. This is not optional. It is a requirement under IRC Section 409A, enacted in 2004.
Without a valid 409A valuation, any options you grant are treated as "discounted options" by the IRS — regardless of what you intended. The consequences fall on the employee, not just the company.
What Happens If You Issue Options Without a 409A?
If you grant options without a valid 409A valuation, the IRS treats the spread between the exercise price and the fair market value as immediate income at vesting. The employee owes:
- Ordinary income tax on the spread at the time of vesting (not exercise)
- An additional 20% additional federal tax under §409A
- Interest on the underpayment from the date of vesting
In California, there is an additional 5% state additional tax on top of the federal additional tax — meaning California employees could face a combined 25% additional tax (20% federal plus 5% California) plus income tax and premium interest, once those options vest.
When Exactly Do You Need a 409A?
You need a 409A valuation in place before the board approves any option grant. The valuation date must be on or before the grant date. The typical sequence is:
- Obtain 409A valuation (takes 5–14 business days)
- Board approves option grant at the 409A FMV as the exercise price
- Issue options to employees
A 409A valuation is valid for 12 months, or until a material event occurs — whichever comes first.
Material Events That Require a New 409A
Even if your current 409A is less than 12 months old, you need a new one after any of these:
- Closing a new funding round (priced or SAFE)
- Receiving a bona fide acquisition offer
- A significant change in the company's financial performance (positive or negative)
- A change in the company's primary business
- Completing an IPO
What About Pre-Revenue Companies?
Yes, pre-revenue companies still need a 409A. The valuation will reflect your early stage — typically a very low FMV per share — but that is the correct outcome. A low 409A FMV is not a problem; it means employees get options with a low exercise price, which is valuable to them.
The IRS does not care about the size of your company. It cares that you followed the process.
How Much Does a 409A Cost vs the Risk?
| Scenario | Cost |
|---|---|
| 409A valuation (Pre-Seed) | $1,099 |
| 409A valuation (Seed) | $1,299 |
| IRS additional tax per affected employee (on $50K spread) | $10,000+ |
| Back taxes + interest + penalties across 10 employees | $100,000+ |
| Legal fees to resolve IRS examination | $25,000+ |
The cost of a 409A is a rounding error compared to the cost of getting it wrong.