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Ask HN: When do you sell your stock grants?

I'm just about to receive the first chunk of stock from the publicly traded company that I work for. I'm wondering when to sell, and how much. I'm a very risk averse person, so my instinct is to sell it all as soon as I can, since the unvested grants are about 10X my current net worth and I don't want to be too invested in one company.

Lots of my coworkers seem to just hold their stock though. Am I crazy that that's a bad idea? My mind always flashes back to the scenes from The Smartest Guy in the Room, when the CEO of Enron was encouraging his employees to put their 401k's in the company stock.

As a bonus question, at what point do you get a financial advisor? It seems like it'd be a reasonable time to get one, but I don't want to pay a bunch of fees for basic advice.

33 points wils1245 9 years ago 56 comments

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