Why we underestimated him: We didn't think that a dog-loving MC from Yonkers who called his debut single, "Born Loser," would ever amount to much.
When he proved us wrong: When he turned his love for canines into his 1998 hit single, "Get At Me Dog," and followed it up by releasing his gritty debut album, It's Dark and Hell Is Hot.
X was, is, and probably always will be, rough around the edges. But people loved his aggressive style of rapping in the late 1990s—after labels basically spent all of the early '90s fronting on him. But when he did finally break through, he had a major impact; his first five albums all debuted at No. 1 on the Billboard 200 chart. To put that into perspective, Beyoncé is one of the only other artists to ever have the first five albums of her career debut at No. 1. Not bad for the "born loser."