Chameleone's career began in 1996 as a DJ at the Missouri night club in Kampala while studying at the Progressive Secondary School. He was signed to the Kenyan record label Ogopa DJs. He enjoyed strong success with one of his first singles, "Bageya", which featured Kenyan artist Redsan.
Chameleone’s musical style is a combination of Ugandan folk music, central African rumba, zouk and reggae. His first album, Bageya, was released in 2000. In 2013 he had released twelve more albums, including Mama Mia in 2001, Njo Karibu and The Golden Voice in 2003, Mambo Bado in 2004, Kipepeo in 2005, Shida za Dunia in 2006, Sivyo Ndivyo and Katupakase in 2007, Bayuda in 2009, Vumilia in 2010, Valu Valu in 2012, Badilisha in 2013 and Tubonge in 2014.
He is president of Ugandan music label Leone Island. Leone Island is one of the labels that groomed the best musicians, which include; Moses Radio, Weasel, AK 47, King Saha, Papa Cidy and many more.