Who's likelier to have been in the military and actually seized a position from an adversary? Joey's cousins or Jeff Bezos'? All the pen testing in the world isn't going to help Bill and Melinda and their security team hold their bunker against a larger group of Navy Seals looking for a safe place to ride out the
whatever. Or, for that matter, Bill and Melinda's security people looking at the 1 year food supply, looking at Bill and Melinda, and making it a 2 year food supply.
The fact is, in a shit hits the fan scenario, money has no value, and thus the world's billionaires become just random dweebs.