#2 Charles Hamilton
He’s mounting a comeback, right? The hipster NYC rhymer was all the Web rage circa 2009; he was on the XXL Freshman cover that year and his track “Brooklyn Girls” was featured on HBOs “Entourage.” Then he got punched by his ex-girlfriend, his debut for Interscope Records got shelved and he checked into a mental hospital. He dissed J. Cole last year (no one cared) and he supposedly is dropping an album this summer.