My road in life has been direct.
Spent 17 years at IBM right out of school, "didn't take any initiative in terms of [his] career."
Finally snapped out of it, got a job he liked at Charles Schwab.
Started Craigslist as a hobby, with the idea that he'd send his friends 10 or 12 cool events.
People started making suggestions, like that he should include job postings; just kept growing.
By 1998, it'd become so popular that he decided to make it "a real company."
Works on two core values: "Play fair, work hard and you get ahead," and "treat people the way you want to be treated."