All depends on if the stock goes up or down! And therein lies the rub. If I had held on to all my stock that was ever granted to me, I might be worth $1-3M more than I am today. (Large range because I never bothered to calculate it.) But on the other hand, there were periods where the situation was seemed dicey and it was unclear if the company would stagnate. If that had happened, I might be worth $1-3M less than I am now!
So, rather than gamble, I did what I felt was prudent and sold all my stock. I've got plenty tied up in the well-being of the company already, from my unvested stock to my future career trajectory. Even the value of the real estate I own could rise or fall with the fortunes of my employer. I don't need my fate any more tied to or correlated with the company than it already is.
So, rather than gamble, I did what I felt was prudent and sold all my stock. I've got plenty tied up in the well-being of the company already, from my unvested stock to my future career trajectory. Even the value of the real estate I own could rise or fall with the fortunes of my employer. I don't need my fate any more tied to or correlated with the company than it already is.