11. 10 Deep
At the close of the 2000s, the third wave of streetwear began to crash on the economic shore, but 10 Deep pressed ahead, standing strong on the front lines. You can attribute that to their business back-end, but I like to think it's due to the New York label's unparalleled design. When people talk about relevant streetwear nowadays, 10 Deep is always on-topic. Owner Scott Sasso is more a respectable fashion designer than your run-of-the-mill streetwear guy, and it's apparent in his work: seasonally-themed, voluminous ranges of fine street-savvy apparel: military jackets, camouflage blazers, cowl-neck sweaters, Lettermans. The beauty, of course, is in the versatility: 10 Deep can handsomely furnish the discerning male customer or the neighborhood skate rat, as long as he's willing to move forward.