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Re:Ask HN: buying options in a privately-held company by brk on Tuesday December 09, 2008 @03:07PM (#391687)
See other advice above, ie: it's very unlikely that you can actually execute this arrangement.

Supposing that you can, however, I would recommend that you either purchase shares outright, or now. Stock is not really a good thing to have joint ownership of (excepting cases of spouses, etc.).

I would never "purchase" (I'm using the term loosely here) stock that I didn't have ultimate control over. If the ex-employee wants to make some money, you could agree to purchase his options at a price between their current value and his strike price.

If you don't follow the above, you'd need a fairly rigid contract outlining how and when either party could force the sale of the stock (price, criteria, RFR, etc.).

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