Occupation: Comedian
Approximate Weight: 200+ lbs.

Friedlander always dresses like he just woke up in Williamsburg, Brooklyn and showed up to your party uninvited. And we can't fault him for it. At least the guy is consistent, knows what works for him, and actually doesn't look half-bad. His array of cheeky trucker hats, thick-rimmed square glasses, and "World Champion" T-shirts are simple, but also comprise his signature style. Good on him for occasionally throwing a denim jacket or coaches jacket over it all for variety's sake, but his dedication to his personal steez is worthy of some sort of "perfect attendance" award—it's always there.