Hooking up with the Bad Boy posse, he developed a pop-rap style similar to chief Bad Boy Puff Daddy. But Cam'ron didn't sign with Bad Boy; Mase introduced him to the Notorious B.I.G., who in turn brought in his partner, Lance "Un" Rivera. Un signed Cam'ron to his Untertainment label, distributed by Epic Records. Cam'ron first attracted attention with "Pull It," which earned airplay in May 1998. "3-5-7" was featured in the movie Woo and became his first R&B chart entry in June. Then in July came "Horse & Carriage," featuring Mase. It made the R&B Top Ten and just missed hitting the pop Top 40, setting up Cam'ron's debut album, Confessions of Fire, which went gold and made the Top Ten of both the pop and R&B charts. "Feels Good" featuring Usher was another R&B chart entry in December. "Let Me Know" made the pop and R&B charts in June 1999.
A year later, "What Means the World to You" heralded the release of Cam'ron's biographical sophomore album, S.D.E. (the acronym standing for Sports, Drugs, and Entertainment). Cam'ron worked with Ol' Dirty Bastard, Mobb Deep's Prodigy, and producer Digga to complete the album, which was released in September 2000. After moving to Jay-Z's Roc-a-Fella label, his single "Oh Boy" became a big hit on urban radio in 2002, and the album Come Home with Me performed well, too. Early the following year, his protégés the Diplomats debuted with the two-disc set Diplomatic Immunity. Diplomatic Immunity, Vol. 2 appeared a year later, and Cam'ron's own follow-up, Purple Haze, dropped late in 2004.
On October 23, 2005, Cam'ron made news when he escaped an attempted carjacking in Washington, D.C., with only a bullet wound on his arm. The next year he directed the straight-to-DVD film Killa Season and released an album of the same name. Message boards blew up right before the album's release when his Jay-Z diss track, "You Gotta Love It," began appearing on mixtapes, and Killa Season reached number two on the album charts. Despite these achievements, the album saw disappointing sales overall. Harlem's Greatest, a mix of greatest hits, rare songs, and remixes, was released in July 2008 with a new album, Crime Pays, following in May 2009. In 2010, he partnered with Vado for the album Heat in Here, Vol. 1. The collaboration continued in 2011 with Gunz N' Butta.
In 2004, he released his solo debut studio album On My Way to Church. The release of his second album, Harlem: Diary of a Summer in 2005, coincided with Jones' landing an executive position in A&R at E1 Music. A year later he was on his third album Hustler's P.O.M.E., which spawned his biggest single to date currently, "We Fly High". The song reached number five on the Billboard Hot 100 and was certified platinum by the Recording Industry Association of America. In 2006, Jones also formed the hip hop group ByrdGang and launched ByrdGang Records. The group released their debut album M.O.B.: The Album, under the newly found label in 2008.