A roommate of Wu-Tang founder RZA, Ghostface helped bring together the other seven members. In 1995, Ghostface guest-starred extensively on fellow Clan member Raekwon's debut album, Only Built 4 Cuban Linx..., appearing on almost every song and receiving nearly equal billing. "It felt good to have my boy next to me, Ghostface, who basically comes from the same lifestyle as I come from. And we were able to sit down and concoct an idea that we both were able to respect and basically get everybody in the crew involved...", said Raekwon about Ghostface's involvement in the project. Raekwon intended Only Built 4 Cuban Linx... to play like a film, with himself as the "star", Ghostface Killah as the "guest star" and producer RZA as the "director". He also contributed songs to the Sunset Park and Don't Be a Menace to South Central While Drinking Your Juice in the Hood soundtracks; both songs were included on his first solo LP, Ironman, in 1996. The album, which debuted at #2 on the Billboard 200, had a more pronounced soul influence (particularly 1970s soul) than previous Wu-Tang releases, and Ghostface's future albums would continue to feature this stylistic trait. He readily and regularly took on the role of executive producer for many collective efforts as well along with RZA and Oli Power Grant.

In the year 2000, Ghostface released his second studio album, Supreme Clientele. The album was well received by critics, and peaked at #7 on the Billboard 200. It included "Apollo Kids", a popular single which featured Raekwon and had a sample of "Cool Breeze" by Solomon Burke. "Cherchez La Ghost", another single off the album, became a minor club hit. Supreme Clientele marked a turning point in terms of RZA's influence on Ghostface's sound, as only six songs on it are produced by RZA, whereas on Ironman, its predecessor, every song but one is produced by RZA. Although he contributed fewer beats to the project than to Ironman, RZA personally oversaw the mixing and production of the album as a whole, thereby contributing to Supreme Clientele's unified sound.

Ghostface wasted little time in recording his next album, the heavily R&B-influenced Bulletproof Wallets, released a year after Supreme Clientele. Its main single, "Never Be the Same Again", featured Raekwon and Carl Thomas. It produced another minor club hit, "Flowers", which featured guest vocals from fellow Wu-Tang members Method Man and Raekwon, and a popular single, "Ghost Showers" which featured Madame Majestic, whose other key claim to fame is that she sings on the popular Wu-Tang track "Gravel Pit".
In 2003, Ghostface signed with Def Jam Records. After temporarily dropping "Killah" from his stage name, Ghostface released The Pretty Toney Album in April 2004. The album, while containing two RZA productions, featured none of the C…

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In 1995, Coles was issued an arrest warrant for robbery. In December 1997, Coles was arrested for weapons possession after being pulled over for a traffic violation whereby police claimed that Coles got out of the car and became verbally abusive. He was wearing a bulletproof vest which gave them probable cause to search him and his car where they found a .357 Magnum handgun and he was charged with third-degree criminal possession of a weapon. In February 1999, Coles was issued a 6-month sentence for attempted robbery, and later pleaded guilty to an additional charge of weapons possession and was issued five years of probation with four months of prison time.

In July 2011, Coles was sued by Jack Urbont for copyright violation stemming from the "improper use" of the 1960s "Iron Man" theme song, which Urbont claimed as his own. Urbont also took issue with Coles' appropriation of the Iron Man brand name. Coles was granted summary judgment on the lawsuit in April 2015, which stated that Marvel Entertainment, owners of the Iron Man character and brand, owned the "Iron Man" theme song, not Urbont.

In August 2011, Coles filed a lawsuit against Universal Music for unpaid royalties.

Like fellow Wu-Tang Clan member Raekwon, Coles is a convert to Islam, having converted in 2004. Ghostface is the father of rappers Sun God, Supreme, and singer Infinite.