Date: June 22
HipHopDX says: Aubrey Drake Graham completed his improbable transformation from DeGrassi: The Next Generation's "Wheelchair Jimmy" to a Grammy-nominated rapper last year. In 2010, Drake has more singles than eHarmony. This summer, he scored a #1 debut on the soon-to-be platinum Thank Me Later, and watched So Far Gone go gold, justifying his place as arguably the hottest rapper right now.