Superstar (feat. Matthew Santos)

"Superstar" is a song performed by rapper Lupe Fiasco featuring Matthew Santos. It is the first single off his 2007 album Lupe Fiasco's The Cool. iTunes released "Superstar" on September 25, 2007, along with a radio version of "Dumb It Down."

On November 5, 2007, the official video was released and it was directed by Hype Williams. It premiered on BET's 106 & Park on November 23 and on February 19 it moved up to the number one spot on the countdown. As of December 31, it appeared at number 84 on BET's Notarized: Top 100 Videos of 2007 countdown. The song is featured on the soundtracks of the NFL Tour and NHL 2K10. Star baseball player Hanley Ramírez used the song as his walk-up music at Florida Marlins home games. "Superstar" peaked at number ten on the Billboard Hot 100. Outside of the United States, "Superstar" peaked within the top ten of the charts in the Republic of Ireland, Turkey, and the United Kingdom.

In the song, Lupe yells "FREE CHILLY" which is a reference to another song on his album. The song "Free Chilly" is about Lupe's business partner "Chilly" who was sentenced to 44 years in jail during the recording of "The Cool".

"Superstar" peaked at number 13 on the Billboard Pop Charts, and number ten on the Billboard Hot 100, becoming Lupe Fiasco's first top ten song on the chart. It also surpassed the success of his first single on the Hot R&B/Hip-Hop Songs chart, peaking at number 19, and was his first song to appear on the Rhythmic Top 40, peaking at number eight.

In the United Kingdom, "Superstar" was moved to BBC Radio 1's A-List after being made Record of the Week by both Sara Cox and Jo Whiley on December 27, 2007. As a result, the song debuted at number seven on the UK Singles Chart solely on downloads on January 13, 2008 – for the week ending date January 19, 2008 – before climbing to its peak of number four on the chart following its physical CD release the following week. It became Lupe Fiasco's highest-charting song in Britain to date, outperforming both of his previous biggest hits, "Kick, Push" and "Daydreamin'", both of which peaked within the top 30 of the UK Singles Chart.

The song was nominated for Best Rap/Sung Collaboration at the Grammy Awards of 2009. It was also nominated for the 2008 Teen Choice Music: Rap/Hip-Hop Song award. Additionally, "Superstar" was the theme song of Fox8's Football Superstar.

The video depicts a Mercedes-Benz S-Class stopping on the red carpet. Two girls leave the car. Director Hype Williams manages to slip in two characters from Lupe Fiasco's The Cool. The Cool with his characterizing skeleton hand and The Streets with her dollar signs in her eyes. The Cool apparently sold his soul to The Game for fame and fortune. In return, The Game's wife The Streets made him The Coolest and gave him the Mercedes as well as his bling and the gold key he has around his neck. Santos also appears in the video in a dark smoke room with shades on. The Video itself has been nominated for MTV's VMA for Best Hip Hop Video.

There is an official remix to the song, featuring Matthew Santos, Young Jeezy & T.I. A recent performance on MTV was made, with Patrick Stump of Fall Out Boy performing the vocals at the end of the song.

A third version of the song was performed by Fiasco and Santos on BBC Radio in the United Kingdom and featured an entirely acoustic instrumental without any percussion accompaniment. It was unofficially released on the internet and later officially released on 20 October 2008 on BBC Radio 1's Live Lounge – Volume 3.