The Startup Attorney's Role in 409A Compliance
As a startup attorney, you are frequently the professional who raises the 409A issue with clients — often when drafting stock option plan documents, reviewing board resolutions approving option grants, or conducting pre-financing legal diligence. Understanding the legal framework and knowing when to recommend an independent valuation is essential to your advisory role.
The Safe Harbor Standard
IRC Section 409A provides a safe harbor from additional taxes when options are granted at fair market value as determined by a "qualified independent appraiser." This safe harbor has three requirements:
- Independence — the appraiser must be independent from the company (no equity, employment, or material business relationship)
- Qualifications — the appraiser must have significant knowledge, experience, education, and training in performing similar valuations
- Reasonable valuation method — the appraiser must use a reasonable method taking into account all available information material to the company's value
Board-determined FMV does not qualify for safe harbor for companies that have received third-party financing.
When to Advise a Client to Obtain a 409A?
- Before the first option grant from a newly formed entity
- After any priced financing round closes
- After a SAFE or convertible note closes, if options will be granted before the next priced round
- After 12 months from the last valuation date (regardless of financing activity)
- After receiving any bona fide acquisition offer
- After a significant change in the company's financial performance
- Before a financing round closes (pre-round 409A) if options need to be granted during the fundraising process
M&A Due Diligence: 409A Review
When conducting M&A due diligence on an acquisition target, include in your equity diligence:
- All 409A valuations for the past 5 years
- All option grant dates and exercise prices during the same period
- Whether any grants were made (a) before a 409A was obtained, (b) after a 409A expired, or (c) after a material event without an updated 409A
Identified 409A gaps at due diligence can result in escrow holdbacks, purchase price reductions, or representations and warranties insurance exclusions. Remediation options for past non-compliance are limited — disclosure and IRS compliance programs exist but are complex and expensive.
What to Look for in a 409A Report
When reviewing a 409A for a client, verify:
- Effective date is on or before the option grant date
- The report is signed by a named, credentialed appraiser (CVA, ABV, CFA, ASA)
- The appraiser's independence is documented
- The report documents the methodology (DCF, GPC, backsolve, OPM as appropriate)
- The DLOM is documented and supportable
- The report covers the correct entity (the entity granting the options, not a parent or subsidiary)
Working with 409A Providers
We work regularly with startup attorneys and their clients. We are happy to discuss specific client situations, explain our methodology, or provide auditor support letters for clients going through financing or acquisition diligence. Contact us at support@409avaluationpro.com.