Age: 30
Label: Atlantic
From: Chicago, IL
Active Since: 1999
Twitter: @LupeFiasco
Career Highlights: His debut Lupe Fiasco's Food & Liquor peaked at No. 1 on the Billboard Rap charts and two of his albums are certified gold, he has been nominated for 11 Grammy Awards and won Best Urban/Alternative Performance for "Daydreamin'" featuring Jill Scott, and runs two clothing lines, Righteous Kung-Fu and Trilly & Truly and has designed sneakers for Reebok.

No other rapper has ever been such an intellect in rap and had as much commercial success as Fiasco. Throughout his career, he's been able drop socially aware rhymes without being over preachy and also make a cut a two fit for the radio as well. It's a rare feat. And he's still in his prime.