Raised in Chicago, Jaco developed an interest in hip hop after initially disliking the genre for its use of vulgarity and misogyny. After adopting the name Lupe Fiasco and recording songs in his father's basement, 19-year-old Fiasco joined a group called Da Pak. The group disbanded shortly after its inception, and Fiasco soon met rapper Jay-Z who helped him sign a record deal with Atlantic Records. In September 2006, Fiasco released his debut album Lupe Fiasco's Food & Liquor on the label, which received three Grammy nominations. He released his second album, Lupe Fiasco's The Cool, in December 2007. The lead single "Superstar" became his first top 40 hit on the Billboard Hot 100. After a two-year delay, Lasers was released in March 2011 to mixed reviews; however, it became his first album to debut at number one on the Billboard 200. His latest album, Drogas Light, was released in February 2017.
In addition to music, Fiasco has pursued other business ventures, including fashion. He runs two clothing lines, Righteous Kung-Fu and Trilly & Truly; he has designed sneakers for Reebok. He has been involved with charitable activities, including the Summit on the Summit expedition, and in 2010 he recorded a benefit single for victims of the 2010 Haiti earthquake. Fiasco is also noted for his anti-establishment views, which he has expressed in both interviews and his music.