He's so close to ycombinator, inside of it in fact, but I assume he isn't getting mega rich like everyone else associated with the outfit. Am I wrong?
Dang has an incredible pulse on the conversation & zeitgeist of Hacker News.
He has a keen sense of what the community's current group-think on various investment opportunities are, places a trade on the exact opposite outcome and has made hundreds of millions of dollars so far.
In all seriousness though, I'll bet he could quit HN and then spin up a consulting service helping companies get to the top of HN (what you should post, when to post, etc.) and make a tidy 7 figure income that way.