Definition of "baller"

I want them aspiring to be scientists and engineers, doctors and teachers, not just ballers and rappers.

2009 July 17, Sheryl Gay Stolberg, “Obama Tells Fellow Blacks: ‘No Excuses’ for Any Failure”, in New York Times‎

Now… what y'all wanna do? / Wanna be ballers? Shot-callers? Brawlers?

1997, “It's All About the Benjamins”, in No Way Out, performed by Puff Daddy ft. Lil' Kim, the Lox, and The Notorious B.I.G.

All you baller playa's got some insecurities too / That you could cover up, bling it up, cash in and cha-ching it up

2004, “Black Stacey”, in Saul Williams, performed by Saul Williams

(Being an OG is not as baller as you'd think.)

2014, Kele Moon, The Viper

The most baller Los Angeles investor, Paige Craig, doesn’t have a Wikipedia page, but you can find out everything about him on his Everipedia page. Are you going to be pitching him?

2015 December 11, Viputheshwar Sitaraman, “Q&A: Mahbod Moghadam — Cofounder, Everipedia”, in HuffPost‎

Had dinner with the Arkins at Giuliana's restaurant, RPM, which is like a nightclub. They put a security guard in front of our booth, which felt very baller.

2016, Andy Cohen, Superficial: More Adventures from the Andy Cohen Diaries