20. Freddie Prinze Jr.

Heritage: Puerto Rican
Hustle: Actor

The reigning champion of the late '90s teen movie era deserves commendation for managing to age gracefully, look decent in a suit, and fade out of the limelight without much tumult. There was always something likeable and normal about Freddie in comparison to his has-been co-stars, although you’ve got to stretch the definition of normal a bit to account for his current life producing TV for WWE.