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Modification of Option Vesting

Modification of Option Vesting

Every year I get a new hard copy set of income tax regulations. These come in four phone book-size volumes. I probably look forward to getting these more than I should—they come at the end of December, and for a tax guy like me it always feels like a belated Christmas...
Do Not Immediately Early-Exercise an ISO

Do Not Immediately Early-Exercise an ISO

Someone just emailed me the following question (paraphrased): “I have a private company client who has approved a new hire grant to their new CEO that includes early exercise. The total exercise price of the option grant is $180,000 and the CEO is planning to...
Future Token Contracts

Future Token Contracts

Let me start with the bad news: I have been persuaded that future token contracts likely do not work. But let’s back up. If your offshore entity[1] has not yet minted tokens but you want to get something into the hands of service providers, historically you have...
ISOs vs NSOs

ISOs vs NSOs

You run a start-up and want to grant stock options. You keep hearing that there are two types, and you want to understand the differences between the two. You’ve come to the right place. The two types of stock options are incentive stock options, commonly referred to...
QSBS Rollovers

QSBS Rollovers

Those who hold qualified small business stock (QSBS) have dreams at night about selling their shares and receiving the proceeds tax free.[1] Lately, however, I’ve seen a number of stockholders wake up from that dream in a cold sweat. Why? The company is being sold and...