10. Bobby Hundreds
Who He Is: Co-Founder, The Hundreds
Founded in 2003, Bobby and Ben Hundreds have since built a company with a loyal following, with hard numbers to back it up. By 2008 they were expected to generate $4 million in revenue by Inc. magazine, a number that's gone up exponentially since then. Besides having a strong bi-coastal presence in Cali and New York, what really keeps The Hundreds in the conversation is the following they've generated on the Internet. Besides the brand's popular blog, which gives a glimpse into Bobby's stream of consciousness, they've amassed huge followings on social platforms like Twitter, Instagram, and Tumblr. It doesn't hurt that Bobby is a true scholar of the industry either, penning our list of The 50 Greatest Streetwear Brands just about two years ago.