Worth began releasing music on hip-hop blogs and mixtapes in 2006. Much of Worth's recent work has been performed with rapper Kid Cudi, also from Ohio. Worth's musical style has been described as a slow, chopped and screwed, southern hip hop. In 2007, the song "Club Rockin", from his Money mixtape, featured Akon singing chorus. Worth remained an independent musician, and did not sign with a production company. In 2008, Worth frequently visited Chicago, where he eventually performed with Kidz in the Hall on their album The In Crowd, on which Worth performed the song "Mr. Alldatshit". In late 2009, Chip released, the legendary, The Cleveland Show mixtape. The single, "Fat Raps" features Big Sean, Currensy, and is produced by Chuck Inglish. On September 5, 2010, Chip Tha Ripper announced plans to form the musical duo "The Almighty GloryUS" with Kid Cudi, with whom he shared a mutual appreciation. Worth was featured on producer Hi-Tek's album Hi-Teknology 3 in 2007, and on Kid Cudi's first mixtape A Kid Named Cudi in 2008. In 2009, Worth was featured on Kid Cudi's first album ', which peaked at No. 3 on the Billboard Hot 100. Worth performed with Kidz in the Hall again in 2010, on their Land of Make Believe album. Also in 2010, Worth performed the song "The End" on Kid Cudi's second album '. On February 18, 2011, Worth, Freddie Gibbs, and The Cool Kids formed the hip hopsupergroup "P.O.C.", an acronym for "pulled over by the cops".
2012–present: temporary name change to King Chip and ''44108''
On August 9, 2012, Worth changed his stage name from "Chip tha Ripper" to "King Chip". He also said that he had signed a contract with Creative Artists Agency. Regarding his changed stage name, King Chip tweeted:
I am King Chip. Actually born in the ghetto slums of East Cleveland, Ohio. Rest in peace my mentor and former king, Hawk. His death made me....My birth name is Charles Jawanzaa Worth. Jawanzaa is Swahili and it means 'great leader and great warrior.' Look it up. I am King Chip.
King Chip performed on Kid Cudi's single "Just What I Am", taken from Cudi's third studio albumIndicud. On September 4, 2013, King Chip released the mixtape 44108. On December 26, 2013, King Chip released a music video for a song titled "Action Plan", from his 44108 mixtape. His next project was to be titled Rebel Castles. On September 16, 2014, a deluxe edition of 44108 was released to digital retailers through Kin Chip's "Rebel Castles" imprint. In 2019, King Chip started referring to himself as Chip tha Ripper again on recent singles. In early 2020, an old 2007 freestyle from Chip's visit to Street Starz TV Radio resurfaced and became a TikTok sensation gaining over 70 million views.