Active: 1927-53, 1965
Teams: Black Barons/Crawfords/Monarchs/Browns/Indians/Athletics

Forty-two year old rookies are pretty badass; 59-year-olds who pitch three innings of one-hit ball are really badass. A Negro League star before Jackie Robinson broke the color barrier in '47, Paige debuted in '48 for the Indians, and 17 years later pitched three innings for the Kansas City Athletics in a (perfectly reasonable) publicity stunt organized by owner Charlie Finley. Nearly 40 years playing organized is thoroughly badass (and great fodder for some badass aphorisms).