As far as William Bennett goes, I don't think that him being a complusive gambler has any effect on the validity of his ideas. I mean geez, the fact that Bill Clinton was a compulsive liar didn't seem to effect his ability to govern. Al Gore's environmental whackiness didn't get in the way of him investing millions in oil companies.

As far as I know, William Bennett never preached against gambling, he seems to be able to afford losing 8 million bucks without going broke... The only thing I have against him is this. After you lost the first, say, one million, wouldn't you start to think that you're a fucking terrible gambler and should cut your losses? 8 million fucking dollars?!? What the hell were you thinking?!? Dumbass!
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You can't be a real country unless you have a beer and an airline. It helps if you have some kind of a football team, or some nuclear weapons, but at the very least you need a beer.
--Frank Zappa