Thinking that you're going to win by just playing one or two hands is dumb. I also don't like the view that entrepreneurs do it because their personality naturally gravitates towards risk, that's just not smart business.
Only way to win is to take advantage of high EV moments in life, but to also maintain a long-term view and mitigate risk along the way so you can keep playing the game for as long as possible - survival goes before anything else.
Max Levchin failed 4x before he hit it with PayPal. No one becomes a great entrepreneur overnight.