Sublime

With early investments in social media companies such as Twitter, Tumblr, Foursquare and Zynga, Fred Wilson has become one of the world's most watched angel investors. And one of the opportunities he is watching most attentively is the emerging industry of digital money.

The three biggest innovations in venture investing in the last 10 years include (in no particular order) (1) Y Combinator and the early-stage revolution, (2) AngelList Syndicates and distributed angel networks, and (3) DST and late-stage investing.

Flickr became a modest success and was acquired by Yahoo for $35 million in 2005, making Butterfield a Super Founder who, like many other Super Founders, went on to start a multibillion-dollar company next.