When you were young how risk adverse were you?

Looking back to when you were in your twenties, do you wish you were riskier with your stock picks. And by that I don’t just mean choosing crappy penny stocks. I mean choosing companies that have massive potential. For those who didn’t start investing in stocks until later on, do you wish you were riskier at the time?

Background: 23m, living at home, and am debating safely index investing but I have a couple stocks I want to buy or keeping buying.