19. Maxwell Osborne

Occupation: Designer, Public School 

Maxwell Osborne and his Public School  co-conspirator, Dao-Yi Chow, are helping bring back, and redefine, NYC's downtown cool. What exactly does that look like? Well, one needn't look much further than the man himself. Maxwell can typically seen rocking the all black everything look with a clean pair of shades. And if that singular dreadlock thing takes off, we might as well start calling it The Maxwell Osborne.