So far he's just committing financial suicide.
You can keep up a lifestyle of whores and blow for long when you're laughing in the face of your cash cow.
Funny story, his ex-wife was on Howard Stern right after his initial push off the brink in the hotel room with the hooker and blow and all that... Anyway, she said that 2 and a half men is really just Charlie's life, with John Cryer and a chubby kid added to it. It was funny how that turned out to be true without her exagerrating it much, if at all.
Funny show... It'll be missed. I don't feel like it had quite jumped the shark.