Scott Adams has a "winning" post on Charlie Sheen:
Imagine if you stopped filtering everything you said and did. You'd have to be in Charlie Sheen's unique position to get away with it, but just try to imagine yourself living without self-censorship. Wouldn't you sound crazy?
Imagine you are so unafraid of consequences and the opinions of other people that you start sentences before you have a plan for how they will end. Sometimes a sentence turns out well, and sometimes you compare yourself to tigers and mythological gods.
I think Charlie is fascinating because he's living without fear. That translates into a disturbing degree of honesty. And at the moment it gives him an amazing amount of power over the media, which he is using to his advantage.
I can't judge his mental health. And clearly he has a drug issue that will last a lifetime. But I also think that a total lack of fear would look like insanity to the casual observer. And perhaps it is. But it's a strangely great kind of crazy.