If they haven't "made it" by middle age, hopefully they have found a stable life situation and aren't playing startup roulette anymore.
Nobody is saying you can't start new things. I'm saying the game is creating new experiences on hardware that didn't exist a year ago for, usually, a demographic of people under 30. Trying to break into that world as a nobody outside of that demographic and life experience is a long shot. Not impossible, but energies are better spent fueling people who have an actual chance at changing the world (and an entire lifetime ahead of them to do it).