SOME THINGS TO CONSIDER WHEN OFFERING EARLY EXERCISE STOCK OPTIONS
A founder recently asked me why it’s not the standard for startups to offer early exercise when issuing stock options. It’s a good question, and here are some key considerations. Note: This is not tax or legal advice, and the list below is not exhaustive.
Pros of Early Exercise
Attracting Talent: Candidates and prospective employees may see early exercise as a valuable benefit, making the job offer more competitive.
Extending the Holding Period: In a young startup, the strike price may be low, allowing employees to exercise early and start their holding period, increasing their chances of qualifying for long-term capital gains or QSBS treatment if the company is acquired or goes public.
Lower Tax Burden: If an employee or consultant exercises early, the exercise price and the fair market value (FMV) per the 409A valuation will likely be the same. This means there may be no taxable spread between the two. If they wait to exercise, the FMV could rise, increasing the potential taxable spread.
Potential Downsides for the Issuer
Creates Shareholders with Rights: Once an employee exercises, they become a shareholder with legal rights (e.g., inspection rights, voting rights). Holding unexercised stock options does not grant these rights.
83(b) Election Risks:
Employees who early exercise should consider filing an 83(b) election to avoid unfavorable tax treatment on unvested shares.
If they fail to file, it can become an issue in future funding rounds, as investors typically require confirmation that all applicable 83(b) elections have been properly filed.
Employees may also face unexpected tax burdens over time, which can lead to dissatisfaction or even resignations if they feel trapped by the financial consequences.
Repurchase Obligation:
If an employee leaves before fully vesting, in order to claw back the shares the startup must repurchase unvested shares at the original purchase price.
Compare this to standard stock options, where unvested portions simply expire, requiring no action or expense from the startup.
Valuation Fluctuations:
While startups aim to grow, their FMV can fluctuate. Many companies that saw high valuations in 2020-21 have since experienced corrections.
If an employee early exercised at a much higher valuation, they might now own shares worth 25-75% less than they paid, affecting morale.
In contrast, if the employee had held unexercised options, the company could reprice them, offering a better outcome in a down market.
Final Thoughts
Early exercise has advantages, especially for an employee or consultant seeking tax benefits and long-term gains. However, it also introduces complexities for both the service provider and the company. Startups should weigh these factors carefully when deciding whether to offer early exercise options.
Disclaimer: This post discusses general legal issues and developments, is intended to serve as informational only, and may not reflect the most current law in your jurisdiction. These informational materials are not intended, and should not be taken, as legal advice on any particular set of facts or circumstances. No reader should act or refrain from acting on the basis of any information presented herein without seeking the advice of counsel in the relevant jurisdiction. Archetype Legal PC expressly disclaims all liability in respect of any actions taken or not taken based on any contents of this article.