> The whole point of his question was that you take those advantages away from those men and see what they would do. The key is their creativity and ability to find ways to make money.

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).