After the guy with the "peach-fuzz buzz" made headlines with his scene-stealing verse on Kanye West's "Touch the Sky" and had the world wondering who this Fiasco character from Chicago was, Lupe hit the mixtape circuit hard, showcasing his way-over-your-head lyrics and intricate rhyme patterns. The Nottz-produced "Failure" is arguably Lu's greatest verbal display and still has listeners rewinding lines half a decade later. Watch out for those pennies from heaven when walking below the Sears Willis Tower.
#26. Lupe Fiasco "Failure"