25. Diggy Simmons
From: Queens, New York
Active Since: 2009
Best Known Song: "Copy, Paste" (2011)
Diggy Simmons has the blood of hip-hop royalty in his veins and he's stuntin' like his daddy. It may be a bit of a struggle for the teen sensation to earn his street credentials—everybody watched him grow up on Run's House—but Simmons isn't just resting on the power of his industry connects. His three masterful mixtapes were enough to land him a spot on XXL's Freshman cover. His debut album may have flopped, but don't count Diggy out. He wouldn't have gotten co-signs from Pharrell and Kanye West if he didn't have a legitimate shot at blowing up.