You are basically talking about insurance. I was in insurance and I have a pretty low opinion of it. Insurance is billed as "risk management." It's billed as "we will be there for you in your time of need." It would be more honest to claim it is kind of like Las Vegas, but in order to hit the jack pot, something really bad has to happen to you first. Real risk management is about trying to make sure bad things don't happen in the first place. It isn't about going "Oh, look, now that life has crapped all over me, I have a big check to make my suffering seem somehow okay."
Let me respectfully suggest you go do something else. I don't see how you can begin to value unborn dreams. How could you possibly know that Microsoft would be worth billions until after the fact? How can you possibly tell in advance which two guys in some basement or garage will be world changers and which will be remembered as "losers"?