Chingy spent two solid years in the limelight, releasing two platinum-selling albums while becoming a household name thanks to some television appearances and movie roles. Born Howard Bailey, Jr. on March 9, 1980, he began writing rhymes at the age of 10 and began rapping under the name of "H Thugs" during his teen years. Renamed Chingy after a slang term for a looking wealthy, he signed with Fo-Reel Entertainment, an artist management firm with local heroes Nelly and St. Lunatics on the roster. While on tour with Nelly in 2002, he met rapper and Disturbing Tha Peace labelhead Ludacris. He would sign to DTP in 2003 and release "Right Thurr" on the label that same year. With Chingy's slow drawl and laid-back swagger, the track became the anthem for hot summer nights, peaking at number two on Billboard's Hot 100 while topping the magazine's Hot Rap Tracks chart. Released in July, his debut album Jackpot spawned two additional Top Five hits, "Holidae In" with Ludacris and Snoop Dogg, plus "One Call Away" with J/Weav. A monetary dispute between the rapper and DTP would result in a supposed "beef" with Ludacris -- Luda issued some terse words through a press release while Chingy claimed there was no animosity -- and would end with the formation of Chingy's own Capitol imprint Slot-A-Lot. Featuring the singles "Balla Baby" and "Don't Worry," the platinum-selling Powerballin' would become his first album for the label in 2004. The year 2005 found him appearing on television's Punk'd plus The George Lopez show and a year later he would land a role in Scary Movie 4.
Hoodstar debut at number eight on the album charts, but the follow-up single "Dem Jeans" fared worse although the album did go gold. Unhappy with the way he felt Capitol was promoting their urban artists, Chingy jumped ship and went back to DTP which was by-then a part of the Def Jam family. Hate It or Love It would arrive on the label in 2007 but its debut at number 84 on the album chart would also become its highest position. In 2009 he announced he was working on a new album for release that year.