9. Ariel and Shimon Ovadia

Occupation: Founders/Designers, Ovadia & Sons

Twins Ariel and Shimon Ovadia came up in Brooklyn, where their dad hustled his way into building a successful children's clothing business. As they grew up, they developed a fondness for Ralph Lauren gear and worked odd jobs just to cop the goods. The inspiration for their menswear label, Ovadia & Sons stemmed from a lengthy conversation with Mr. Lauren himself during a chance encounter at one of his stores. Their personal style is a combination of timeless menswear staples with a slimmed-down, modern twist. In short: they dress like your grandpa but look like the coolest kids on the block. Swerve!