[noodle]

> Nobody holds on to a winning lottery ticket that long. You cannot exit at the top and trying to do so will drive you crazy.

The only people that do hold on to a winning lottery ticket that long are the people for which that $ would not significantly change their lives.

I bought AAPL at ~$20 pre iPhone, AMZN at ~$50. And sold them when I doubled or tripled my money. The only reason the choice to sell those looks stupid is hindsight. I'm still happy I sold, because I'm not independently wealthy. I used that $ for good purposes that impacted my life at the time. I cashed out for an immediate, excellent ROI instead of risking it.

Edit: If I find myself in a position at a startup where I could liquidate shares for a currently fair $ despite the strong potential for growth in value over time, I probably would, in order to de-risk the situation. I'd sell some and keep some.