More on #EquityCompensation.
Week 6 of “Startups and Venture Capital” at the University of Michigan Law School.
As we put the finishing touches on the first half of the semester and our focus on #startups and their attributes, we were joined by the perfect guest who helped us bridge this dialogue to what comes next: #financings!
Naji B., an investment professional with Techstars Silicon Valley, shared his insights with the class. Techstars is the most prolific #preseed stage investor on the planet, and Naji sits at the center of that universe. He’s also a recovering #entrepreneur himself, and an all-around great guy. Thank you, Naji!
Building on last week’s discussion of #founderstock, we expanded into #restrictedstock more generally. Direct awards of stock are always appreciated - so long as the award doesn’t give rise to an ugly tax obligation, which can (and will) happen as the company’s valuation rises. What to do then?
#StockOptions
#ISOs (incentive stock options) tend to get all the love and attention, but frankly, their cousins the #NQSOs (non-qualified stock options) tend to be far more pervasive.
Section 422 creates an ISO obstacle course. Recipients must be employees, the issuer must be a corporation, the options must be made pursuant to a board and stockholder approved written plan, they must be priced at current #FMV (at 110% for some), and more. Good times.
If you thread the needles, there is no tax at award or exercise. The full gain is taxed at long-term capital gains rates upon the sale of the underlying stock.
Needles?
The front-end needles described above, but also the holding period needle. If you sell that stock within 2 years of the award, or 1 year of its exercise, it’s a #disqualifyingdisposition, and treated as a #NQSO.
But look, let’s not be too hard on #NQSOs. There is tax at exercise (at ordinary rates), and on the incremental gain on sale. But the only real limitation is that they be awarded at a Section 409A compliant FMV (subject to narrow exceptions).
There is much to be said for their flexibility, as well as the gamesmanship they permit their holders vis-a-vis the timing of exercise (i.e., most people exercise options only when the payday is clear).
#IRC cheat codes (keep in mind these sections):
- 83(b) when dealing with #vesting restricted stock
- 422 when dealing with ISOs
- 409A when dealing with NQSOs
#DWProf
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2wIf they sold their high tech car for 20k I don’t see why they can’t afford to stay in business. I would buy their cars. They are so beautiful. 😻