He first signed to Roc-A-Fella Records in 2001 with the help of Freeway, a friend of his since high school who had already joined the label through Beanie Sigel and his State Property entourage.
Peedi refused to side with Sigel and Dame Dash, and was briefly a free agent until Jay-Z, who soon became the president of Def Jam and maintained the Roc-a-Fella catalogue at the label, signed him.
In 2006, Peedi was featured on Game Theory, the first Def Jam release by fellow rap group The Roots, on its single "Long Time".
Peedi decided to lash out against the executive/rapper in the press and leaked several Jay-Z diss tracks, before he was released from his contract in 2008.
Peedi then signed with Internet-based label Amalgam Digital,[3] where he planned the release of a new album for September 2008; which eventually got pushed back.