The group signed to Epic, released one single, and split up, all before Fiasco reached the age of 20. Thanks in part to the vocal support of Jay-Z, L.A. Reid signed Fiasco as a solo artist to Arista, but before anything of significance was able to happen (only a promo single and a couple guest appearances were set up), Reid was fired, leaving the MC without a label. Fiasco eventually landed at Atlantic. Preceded by the single "Kick, Push," as well as several mixtapes and an appearance on Kanye West's "Touch the Sky," the album Food & Liquor was set to surface in early 2006, though an unfinished version leaked in the spring, pushing its official release back to September instead. The album peaked at number eight on the Billboard 200 and earned the cerebral rapper three Grammy nominations; "Daydreamin'" (featuring Jill Scott) won the award for Best Urban/Alternative Performance. A highly conceptualized follow-up, The Cool, was released in December 2007. Gold sales certification and four additional Grammy nominations followed.

Despite his track record, Fiasco met a number of obstacles on the way to the release of his third album, Lasers. The process culminated in a petition signed by over 30,000 followers who demanded that Atlantic release the long-delayed album, which was followed by a fan protest outside the label's New York City offices. Lasers, finally issued by Atlantic in March 2011, topped three charts: the Billboard 200, Hot R&B/Hip Hop Albums, and Hot Rap Albums. It was propelled by "The Show Must Go On" (which barely scratched the upper half of the Hot R&B/Hip-Hop chart, but went Top Ten on the Hot 100) and "Out of My Head" (number 40 Hot 100; number 11 Hot R&B/Hip-Hop). Work on the MC's fourth album, cumbersomely titled Food & Liquor II: The Great American Rap Album, Pt. 1, began while Lasers was in pre-release limbo. Its development and September 2012 birth was relatively uncomplicated, though Fiasco -- never one to evade controversy -- received some backlash for "Around My Way (Freedom Ain't Free)" (for its bold use of Pete Rock & C.L. Smooth's 1992 classic "They Reminisce Over You [T.R.O.Y.]") and "Bitch Bad" (criticized so firmly by Spin magazine that it prompted Fiasco to call for a boycott of the publication). In 2015, he released Tetsuo & Youth, a return to form, inspired by his Chicago upbringing. It was his first album to not top Billboard's Rap Albums chart, but it missed by the narrowest margin. Three albums were plotted for release in 2016. Though he was thwarted by what he referred to as "clearance and mixing issues," he was able to issue the singles "Pick Up the Phone" and "Made in the USA" during the year. ~ Andy Kellman