25. Rob Dyrdek

Sneaker Company: DC Shoes

Years: 1995-Present

Rob Dyrdek joined DC Shoes as one of the company's first skaters way back in 1995. Dyrdek may be better known for his hysterical antics on TV with Big Black, Drama and Meaty nowadays than for his board work, but there's no doubt his skills are still on point. Since 1995, Dyrdek and DC Shoes have released countless sneakers since the two joined forces. The best part about the Rob Dyrdek signature series with DC Shoes is that it's stood the test of time through the trends of fat tongues all the way back to vulc soles. Not many others can say the same.