I had a friend who chose the latter during the dotcom boom, and he lost everything when the market crashed. When the company we were working for got acquired, h

I had a friend who chose the latter during the dotcom boom, and he lost everything when the market crashed. When the company we were working for got acquired, he couldn't believe he was getting a second chance and kept telling me to cash out so I didn't end up like him. If you really believe that the company's stock price will do well in the future, go ahead and keep some shares. But I would still put a significant percentage in safer investments.