Bill Gates was actually famously asked a version of this question. (What would you do if you were poor with no education and lived in a third world country.) He responded "Buy Chickens".
The thing is the obsession trait doesn't necessarily scale. If you cloned a billion Gates', that would NOT give us a billion Microsofts. It's not a zero sum game, but pretty close to one. There's only so much room in any given niche.
Another thing, I've been using and following Microsoft for about 3 decades. They didn't do anything special or innovative in my opinion, at least not relative to their size. MS just did smart marketing, acquisitions, pricing, and packaging. MS mostly leveraged monopoly in one category to gain another category: not raw merit. If MS never existed, the world would be the same or even better off: more OS and office-software choice. I have a bit more respect for Steve Jobs: he spotted useful product configurations before any one else (with means). MS just copied/purchased trends after it was obvious they were catching on.
No doubt IBM would have led innovation if not kneecapped by M$.
And the answer is that most wealthy people, when reset to zero, would never be able to regain their wealth. The only way they may have a shot is by exploiting things from their formally wealthy life (e.g. contacts, connections, niche industry knowledge, or an ivy league degree).