The track features vocals from Nikki Jean, the lead singer of Nouveau Riche.
The single is a heartfelt song that tells the story of an underground rap artist, his personal problems, and his struggle and desire to achieve success.
Author Charlotte Pence argues that Fiasco achieves simple complexity in the song, rebelling against simplistic lyrics while simultaneously exploiting them.
[2] It was revealed on MTV that the song was partially based on the life and career of Southern rapper Slim Thug and dedicated to Bun B.
The video includes appearances by Slim Thug, Willie D, Nikki Jean, K-Rino, Paul Wall, and Bun B with Lupe Fiasco.