I'll jump in on this thread ;)
Much of it is just luck... rank for some good words on google... gain some momentum, and ride the wave... I know a lot of successful web based businessmen in mainstream and 95% of them don't know their head from their ass... many times it's just plain luck...
One thing that's common to every example given is that the sites are ground breaking... if you're expecting to become a giant by delivering the same thing everyone else is... you're never going to make it... that isn't to say you aren't going to achieve some measure of success but you are, almost certainly, not going to become a giant.
Craigslist is as old as dirt in terms of Internet age and so it enjoyed the benefits of being an early adopter. Facebook started gaining popularity when MySpace started really become a trashy site... it served the MySpace fallout something they were looking for...
In both cases there was a strong need in the marketplace. Successful businessmen have always made their fortunes by finding a need in the market and filling that need. If it hasn't even been met yet you're the early adopter and it's pretty much yours to fuck up.
I've found the need I'm after in the adult space and I've had my head down for over a year designing and developing... My planned launch date is 10.10.10 and there's still MUCH to be done. I gain the inherent benefit of being a developer in the fact that I don't have to pay development costs up front. If I did I'd be looking at paying myself (or someone else) $250k to get the ball rolling.
One thing is for sure, it's not easy dedicating every bit of free time to a product that doesn't even stand to make money for 2 years out (when I started)... Even now with only 116 days left till launch it feels like 10,000 miles away. For a developer, and I'm sure many other professions, putting in a full 40 hour work week and trying to squeeze in another 40 - 60 hours per week on your own project is very, Very, VERY taxing...
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