But it's all beside the point. The point of high rolling is to say "I can squander money so quickly that you will stick around just for a tiny fraction of it." It also says "When I go to the casino, I get treated with the utmost respect because they really know who I am" and "My $10,000 per hand bets is my qualification for this private room, etc."
These are statements of pure Vanity. This is not the same as consumption (a mercedes is comfortable and holds value), charity (personal satisfaction), or extravagance (Keynesian economic stimulation). It is about being high from when the limo picks you up to when it drops you off. Power corrupts and a virtuous man does not voluntarily put himself in the position where he can be corrupted.
I wouldn't be focused so much on high rolling as fame and wealth in general. You don't have to gamble to get treated like royalty in restaurants, resorts, etc.
Is Bennett vain? He may be. Most of us are, in some way. ALL of us sin. So because he is a human sinner, like us all, he cannot speak to morality? My friend, you will have a hard time finding someone pure enough to encourage good values.