Beginning his career in the early 1990s as Killa Cam, Giles signed with Lance "Un" Rivera's Untertainment, an imprint of Epic Records to release his first two studio albums Confessions of Fire (1998) and S.D.E.
His fourth studio album, Purple Haze (2004) was met with similar success and likewise received gold certification by the RIAA.
In 2009, after taking a hiatus due to his mother's health, Giles returned to music and released his sixth studio album Crime Pays (2009), which peaked at number three on the Billboard 200.
Aside from his solo career, Giles formed the short-lived hip hop group Children of the Corn alongside Big L and Mase in 1993; they disbanded in 1997.
He subsequently formed the hip hop collective the Diplomats (also known as Dipset) in the latter year, alongside his longtime affiliate Jim Jones and cousin Freekey Zekey.
He was a promising basketball player alongside Mase; however, he was unable to take advantage of scholarship offers due to his poor academic standing.
Instead, he enrolled in a college in Texas, without even graduating from high school, but was expelled and returned to Harlem where he began selling drugs before starting his rap career.
[3][4] He began his musical career in the mid-1990s, rapping alongside Big L, Mase, and his cousin Bloodshed, in a group called Children of the Corn.
With features from Destiny's Child, Juelz Santana, Jim Jones, N.O.R.E., and producer Digga, it included the relatively successful singles, "Let Me Know" and "What Means The World To You".
[5] His third and most successful album Come Home with Me was released in 2002 featuring guests such as Jay-Z, Beanie Sigel, and Memphis Bleek, and production from Just Blaze, Kanye West and The Heatmakerz.
[6] In 2002, Cam'ron went on to appear in the Damon Dash produced film, Paid in Full, in which he played one of three main characters alongside Mekhi Phifer and Wood Harris.
[7] In 2006 he started shooting his movie for his album titled Killa Season; the film would mark both Cam'ron's screenwriting and directorial debuts, as well as his return to acting.
It featured collaborations with Kanye West, Jaheim, Twista, Juelz Santana, and various other artists and ultimately reached gold status.
Cam'ron's fifth studio album, titled Killa Season, was released on May 16, 2006, featuring production from long-term collaborators The Heatmakerz, Charlmagne and Ty Fyffe, as well as others such as Alchemist and I.N.F.O.
In late 2009–early 2010, Cam'ron released a series of mixtapes hosted by DJ Drama called Boss of All Boses which featured his new upcoming artist Vado.
Cam'ron also released a collaboration album with his new group the U.N. which included himself and fellow Harlem rapper Vado titled Heat in Here Vol.
The first promotional single featuring the reunited Diplomat members was titled "Salute"; it was produced by AraabMuzik and would later appear on Jim Jones album Capo.
Also In 2012 Cam'ron would be featured on rapper/singer Nicki Minaj's second studio album Pink Friday: Roman Reloaded on a song titled "I Am Your Leader" along with rapper Rick Ross.
In 2013 during an interview Cam'ron discussed his seventh upcoming studio album Killa Season 2 stating that it will feature guest appearances from Dipset, T.I., Nicki Minaj, and Wiz Khalifa.
[15] In January 2014, according to Complex Magazine, Cam'ron and A-Trak were to team up for a collaborative EP to be titled Federal Reserve which would be executive-produced by Dame Dash and have featured appearances by Juelz Santana and Jim Jones.
[16] In May, they put out the first single from the album, titled "Dipsh*ts", featuring commentary from Dame Dash and Juelz Santana on the hook and an accompanying official video.
[30] In 2002, Cam'ron went on to appear in the Damon Dash produced film, Paid in Full, in which he played one of three main characters alongside Mekhi Phifer and Wood Harris.
[31] In 2006, started shooting his movie for his album titled Killa Season, the film would mark both Cam'ron's screenwriting and directorial debuts, as well as his return to acting.
[36] Although there had been rumors of a feud between the two emcees, Cam'ron went public first with a track on "Killa Season" called "You Gotta Love It (Jay-Z Diss)" featuring ex-Dipset member Max B.
In the song, Cam'ron takes jabs at Jay-Z's age, his alleged "biting" (stealing) of lyrics, and his current girlfriend.
50 Cent released "Funeral Music", and suggested in the song that Cam'ron is no longer able to lead The Diplomats and that Jim Jones should take his place.
[42] Cam'ron revealed in 2007 that he was no longer speaking to his fellow Diplomat members Juelz Santana and Jim Jones, leading to speculation that the group had officially broken up.
The feud eventually ended, evidenced by Cam'ron, Jim Jones, and Kanye West collaborating on a song called "Christmas in Harlem".
While stopped at a traffic light at the intersection of New York and New Jersey Avenues shortly after midnight, a passenger of a nearby car threatened Cam'ron to "give up" his 2006 Lamborghini.
Cam'ron was struck at least once as he was holding the steering wheel, but he was able to drive, going the wrong way on streets and flashing his lights, until a fan drove him to Howard University Hospital.