Edit: Oh, I see - you've confused me with the person way up-thread with the $300K income, I'm not the same poster as he. I don't like to reveal my income on the Internet, but I'd describe it as "enough", so, to answer your question:
1.) Be alert to pure, dumb luck when it happens, and willing to take advantage of it - including dropping previous plans - when appropriate. I thought I would always work in small companies or startups, but I applied to Google in the depths of the 2008 recession and somehow was accepted, so I figured I'd give it a try. I've been there 5 years, with a fairly generous option grant, and the stock price has quadrupled in that time.
2.) Always hone your skills so that when an opportunity arises, you can pounce. I learned a lot of Javascript in my previous startup, and in 2008 (and now), that was the hot skill that everybody wanted. Learn things even if you don't know they'll be useful, particularly things outside of your comfort zone; you never can tell what connection will be important in the future.
3.) Be curious about the world around you, and in particular, about what the people around you are doing. Every single job I've had, I've gotten through my network. In some cases, those connections were several years old, but I reached out and asked them what they were up to and it turned out what they were up to needed people.
4.) Don't be afraid to leave when you've outgrown a place.
