Beginnings (1998–2004)

In 1998, Papoose made his rap debut on Kool G Rap's Roots of Evil album. In 2004, he released his debut single, "Thug Connection", which featured the b-side "Alphabetical Slaughter".^[6] Select Records offered him an eight-album deal, which he rejected.^[7]

Breakthrough, independent mixtapes (2005–2012)

After a stint at Rikers Island, Papoose began producing and selling mixtapes independently,^[8] one of which he presented to DJ Kay Slay outside the offices of New York's Hot 97, who then invited Papoose onto his radio show.^[2] Impressed by his rendition of "Alphabetical Slaughter", Kay Slay signed him to his Streetsweepers imprint. Papoose continued to release mixtapes at a prolific rate, over a dozen between 2004 and 2006,^[8] and won the Justo Mixtape Award for Best Underground Artist in 2005.^[6] During this time, he became associated with Busta Rhymes's Flipmode Squad, appearing on the remix of "Touch It".

On August 24, 2006, Papoose announced that he had signed with Jive Records in a deal worth $1.5 million.^[8] and was planning his debut album, The Nacirema Dream.^[9] In September 2007, Kay Slay revealed that he and Papoose had left Jive, saying that they had "almost (became) victims of A&R hell."^[10] Papoose continued to release his work independently, dropping nine mixtapes between 2007 and 2012.^[11] On the 2009 mixtape 21 Gun Salute, Papoose admitted that he was able to keep the $1.5 million from Jive, despite not releasing an album.

The Nacirema Dream, You Can't Stop Destiny (2012–2015)

After seven years of development and 27 mixtapes in all, Papoose secured a deal with Fontana Distribution to release his debut album The Nacirema Dream.^[12] The album was released on March 26, 2013, to positive reviews from music critics and debut at number 97 on the U.S. Billboard 200.^[13] It was preceded by the single "On Top of My Game", featuring Mavado.^[14][15]

On June 2, 2013, Papoose "crashed" Hot 97's Summer Jam with the help of Top Dawg Entertainment, performing The Nacirema Dream's third single "Get At Me" with Ron Browz.^[16] Following the release of "Control", Papoose took offence to Kendrick Lamar claiming the title of "King of New York" and dissed him in a remix of the track. Lamar called Papoose's response "comical"^[17] and threw shots back at him during the BET Hip Hop Awards cypher.^[18] On October 4, 2013, Papoose responded by saying that Lamar would never be "able to shine my shoes, lyrically" and that he was planning to release another diss track on an upcoming mixtape.^[19]

On November 4, 2013, Papoose released Hoodie Season his first mixtape since his debut album.^[20] He would release two more mixtapes, Hoodie Season 2 and Cigar Society, before releasing his second studio album You Can't Stop Destiny on July 17, 2015.

Television career, Underrated (2015–present)

With the release of his wife Remy Ma from New York State prison in 2014, the couple joined the cast of VH1's Love & Hip Hop: New York for its sixth season after receiving "an offer they couldn't refuse".^[21][22][23] He has continued to appear on the show in seasons seven and eight, before being promoted to the main cast in seasons nine and ten. He also starred in the spin-off show Remy & Papoose: Meet the Mackies, and in the specials Remy & Papoose: A Merry Mackie Holiday, Dirty Little Secrets and The Love Edition. In conjunction with the show, Papoose released the song "Black Love", in tribute to his relationship with Remy.^[24]

On February 15, 2019, Papoose released his third studio album, Underrated.^[25]