Coolio

Coolio was one of the first rappers to balance pop accessibility with gritty, street-level subject matter and language. Yet despite his nods to hardcore, his music was clearly more happy-go-lucky at heart; he shared the West Coast scene's love of laid-back '70s funk, and that attitude translated to his music far more often than Dr. Dre's Death Row/G-funk axis. Most of Coolio's hits were exuberant, good-time party anthems (save for his moody signature song "Gangsta's Paradise"), and he created a goofy, ingratiating persona in the videos that supported them. He was also popular with younger audiences and became a favorite on Nickelodeon comedy shows thanks to the thin, spidery dreadlocks that stuck straight out of his head in all directions. In the process, Coolio took the sound of West Coast hip-hop to wider audiences than ever before, including those put off by -- or too young for -- the rougher aspects of G-funk. A combination of inactivity, legal troubles, and newly emerging rap stars stole Coolio's thunder in the late '90s, but by that point he'd helped lay the groundwork for an explosion of hardcore-themed pop-rap (most notably Puff Daddy's Bad Boy empire), and played an underappreciated role in making hip-hop the mainstream pop music of choice for a new generation.