After signing with Jive Records in the early 1990s, his initial success was largely limited to fans of southern hip-hop. However, a prominent guest appearance on Jay-Z's hit single "Big Pimpin'" in 2000 (and later, Three 6 Mafia's "Sippin' on Some Syrup"), gave UGK the national exposure that earned them a wider audience, greater recognition and mainstream success.
Pimp C also worked with Celly Cel, C-Bo, Spice 1 and Devin the Dude on a number of projects. He invested in and endorsed Trill Entertainment in 2001 for its label launch. Pimp C stated that he would be releasing an album alongside rapper Too Short during his appearance on the show Sucker Free on MTV. Rolling Stone named "I'm Free" (Pimpalation) as #80 on its list of 100 best songs of 2006.[citation needed]
On August 15, 2006, Pimp C appeared on BET's "Rap City." He was interviewed and gave his thoughts on multiple topics, including his current album, Pimpalation, and beefs in the music industry. He also stressed that rappers need to unionize in order to keep from being used by record companies, a point he has stressed in previous interviews. Pimp C also stepped into the booth during the show and did an off the head freestyle to Bun B's track "Draped Up". He stated that it was the first freestyle he had done since being released from prison. He released his debut solo album, The Sweet James Jones Stories, in March 2005 through Rap-A-Lot Records. Bun B and Rap-a-Lot records had waged a 'Free Pimp C' movement, spread through music, Free Pimp C t-shirts and caps.[1]
In 2007 Pimp C released a DVD along with Pimpin Ken called "The Best of Both Worlds."
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