I definitely haven't hit bottom. I have a good job and make decent money, but the thought of working for the next 40 years (I'm 25) busting my ass, and maybe if I play the office politics right getting to a manager, director, or VP position all the while making somebody else rich doesn't sound like fun. I'm not somebody who lives to work, but i still want to some what enjoy what i do. If I went out on my own (which I've thought about for years) it would not be a spur of the moment thing because my life sucks (which it doesn't). I was just curious to see what people who had done their own thing had experienced, good and bad, I appreciate the candid comments.
Betcha stick with your job. Hope you get that fire though.
I quit school to play poker, then helped begin a startup with a friend. Without our elite connections, I'm not sure there's much separation between us and the clusterfuck of other Silicon Valley startups. Its pretty clear what qualities are needed - you gotta be self-motivated and have an open mind. Lots of crap will come up - competition, marketing failures, you have to be always thinking of ways to innovate. I also have a lot of pressure as many others are depending on me. It's been a good experience - lots of personal growth, freedom, and everyday is interesting. Also most of our assistants are hot (Asia #1). Life afterwards if this goes well would be nice, I think its important to set it up early so things become automated. I wouldn't recommend getting into the .com game but other fields should have the same idea. Apps could be a possibility.