With that kind of money, why would you not simply cash out, retire, and enjoy everything the world has to offer? Instead, you leverage your millions to prove a point? I don't get it.
The answer to this question lies in your reply itself,he can choose what he wants with his assets and so is the reason he chooses to leverage his millions to prove a point ,there wont be a substantial response from Roger and he wont accept the challenge because he knows he will loose in the end,but will talk his way out for sure.

He still has a nice pair of brass swingers hanging low. I wouldn't even trust any escrow or transfer with that much at once. Knowing my luck, I'd accidentally send the coins out to space or some shit. LOL