He began his career with the Pittsburg group Mob Figaz, their first album, C-Bo's Mob Figaz, was released in 1999 and was a minor hit on the Billboard Hip Hop chart entering in at #63 but it sold fairly well making 160,000 units sold. His first solo release Jacka of the Mob Figaz in 2001 sold over 30,000 units. Jacka sold these units himself, in the Bay Area and shipping to one-stops across the country. Though great support came from the Bay Area, sixty percent of Jacka’s sales came from outside of California. In 2005 The Jacka released his second solo album The Jack Artist but failed to chart.