2004–2005: First mixtapes

Early in his career Pennick started to work with local Buffalo hip hop stalwart DJ Shay and started to record songs regularly. Pennick released his first mixtape titled Tana Talk in 2004. Pennick notes he printed 5,000 copies of his mixtape and handed them out for free to gain fans. Tana Talk 1 is considered a piece of lost media, of which Pennick himself initially commented that he does not have a copy. However, in an interview promoting Tana Talk 3, Pennick hinted that he does have the source files for the mixtape, and would release the mixtape should he feel inclined to in the future.^[4] He released the follow up, Tana Talk 2, in 2005.

2005–2013: Shooting of brother and initial mixtapes

On October 3, 2006, Pennick's older brother Marchello Lowery, also known as Machine Gun Blak, was shot in a drive by shooting on Montana Block, in Buffalo, New York. Pennick was in jail for violating his parole at the time. The death of Lowery impacted Pennick and his cousins profoundly, and has a major influence on the content of their music and lyrics.^[5]

Motivated by the legacy and work ethic of Lowery, Pennick started to record songs and compile mixtapes at an increased rate, releasing 12 between 2007 and 2013.^[6] During this time he was still an active drug dealer, being caught numerous times by the police and serving multiple sentences in prison.

2014–2016: Signing to Griselda Records, Black Soprano Family and final projects as Benny

In 2014, Westside Gunn founded Griselda Records, through which Benny, Conway The Machine, and Westside Gunn would self-release their own projects. Pennick's music would take a major shift from popular sounds and reused beats from existing artists, as was the trend in the 2000s mixtape period, to more targeted in house production. He adopted the sound pioneered by his cousins, Westside Gunn and Conway the Machine, and developed by the in house producer, Daringer. Pennick appeared on many releases by Griselda Records and started to gain popularity as a regular featured artist. Around the same time Pennick founded the Black Soprano Family, a collective of Buffalo rappers that he was affiliated with. They released the collective mixtape Black Soprano Family on May 11, 2015.^[7] He then released the mixtape My 1 on a 1 in 2016. The Black Soprano mixtape marked the end of his work as 'Benny', as future releases from this point would be under the moniker Benny the Butcher.

2016–2017: Benny the Butcher and new artistic direction

During 2016, Pennick began to work with the in house producer for Griselda Records, Daringer, and moulded his sound to match the sonic aesthetics of other Griselda imprint members. He released his first solo mixtape under Griselda, titled My First Brick, on October 8, 2016. This mixtape marked a change in Pennick's style and choice of beats to rap over. The mixtape followed a more 'boom bap' aesthetic, incorporating live instruments instead of the more heavily 808s and synthesizers typical of his previous mixtape efforts, and showed more experimentation with sound. He then released the EP 17 Bullets, emphasizing his new artistic direction.

On March 3, 2017, Griselda (as a collective), as well as Pennick's cousins Westside Gunn and Conway the Machine, signed a deal with Eminem's Shady Records, a subsidiary of Interscope. In April 2017, Benny the Butcher and his collective Black Soprano Family signed a label deal with Entertainment One Music.^[8] While working on his next project and debut album, Following this, he released the EP Tommy Devitos Breakfast on October 28, 2017.^[9]

That same year, on November 17, 2017, Pennick, as Benny the Butcher, released the mixtape Butcher On Steroids, in collaboration with DJ Green Lantern. This was part of a series of mixtapes that DJ Green Lantern was creating with Griselda Records members, having made similar 'Steroids' mixtapes with Conway The Machine and Westside Gunn. The mixtape was received with critical acclaim and widely praised by fans and critics who noted Pennick's progression and refined sonic Palette.^[10][11]

Capitalizing on the success of Butcher on Steroids, Pennick collaborated with his hometown friend and fellow rapper, 38 Spesh, to release the joint mixtape Stabbed and Shot, officially released on 18 February 2018.^[12]

2018–2019: Debut album Tana Talk 3, The Plugs I Met, WWCD and critical acclaim

On November 23, 2018, Pennick released his debut studio album Tana Talk 3, produced by The Alchemist and Griselda Records' in house producer Daringer. This would be the third in the installments of Tana Talk projects, named after the block Pennick grew up on, Montana Avenue. The cover is a painting of his deceased older half-brother, MachineGun Black as a baby, and the lyrics to the album would focus heavily on Pennick's feelings on the death of his brother. The album was developed by setting aside suitable songs and beats created during Westside Gunn's, Hitler Wears Hermes 6, recording sessions.^[13] Once those recording sessions were complete The Alchemist and Pennick completed recording other songs within two weeks. Critics praised the production and content of the album, saying "There's a certain introspection that guides Benny’s lyrics on this song, as he touches on topics ranging from drug trafficking to police racism in the murder of Eric Garner".^[14] HipHopDX claimed that "Benny the Butcher crafts his magnus opus with Tana Talk 3",^[15] writing that "the project is all the things you love about everything Griselda ever drops, but with this extra layer of sonic consistency crafted by the two upper-echelon grimy beatsmiths".^[15]

June 21, 2019 marked the release of his fourth extended play, The Plugs I Met, which included guest appearances from Black Thought, Pusha T, 38 Spesh, Jadakiss, and Conway the Machine.^[16][17][18] On August 6, it was announced that Pennick signed a management deal with Roc Nation.^[19] Writing about Benny the Butcher's 2019 project, Dan-O of Freemusicempire said "Benny The Butcher did an EP with the greatest guest list of the year. Right after the intro skit you hear him next to Black Thought. Next song Jadakiss, and closing out the project with Pusha T's second best guest appearance of 2019 on 18 Wheeler. No matter who was with him Benny blew like Sonny Rollins on the Sax, whether Conway The Machine or Eminem was coming on next...it didn't matter. The Butcher has a gift and no fear."^[20]

2020–present: Commercial success and Def Jam deal

On August 27, 2020, Benny the Butcher announced in an interview with Adam22 for No Jumper that he would release an album under eOne called Burden of Proof between late September and early October.^[21] The album was eventually released on October 16 to rave reviews.^[22]

On March 19, 2021, Benny the Butcher released the sequel to The Plugs I Met EP, with a collaboration EP with Harry Fraud, named The Plugs I Met 2. This EP received widespread critical acclaim from various music critics.^[23]

On November 12, 2021, he officially signed a record deal with Def Jam Recordings for upcoming releases. The announcement was made by American rapper Snoop Dogg, a creative consultant for the label, on Joe Rogan's podcast The Joe Rogan Experience a week after Benny the Butcher was featured on Snoop Dogg's single "Murder Music" alongside Jadakiss and Busta Rhymes.^[24][25]

On January 28, 2022, Benny released the single, "Johnny P's Caddy", with rapper J. Cole. The song is the lead single from Benny's album, Tana Talk 4, which he has labeled "album of the year".^[26] Tana Talk 4 was eventually released on March 11 to generally favorable reviews.^[27]

Two years following the release of Tana Talk 4, Benny made his major label debut under Def Jam on January 26, 2024, with the release of his fourth full-length studio album, Everybody Can't Go.^[28][29] The album included guest appearances from Armani Caesar, Babyface Ray, Conway the Machine, Jadakiss, Kyle Banks, Lil Wayne, Peezy, Rick Hyde, Snoop Dogg, Stove God Cooks, and Westside Gunn.^[30] The album was solely produced by The Alchemist and Hit-Boy, with Corbett providing additional production on the title track.^[31]

Studio albums

Extended plays

Mixtapes

Collaboration mixtapes

• Best of the Underworld (as B.E.N.N.Y. with Johnal) (2006)
• Cocaine Cowboys (as B.E.N.N.Y. with .38 Special) (2009)
• Who Wants What (with Street Entertainment and DJ Kay Slay) (2006)
• SE Gang Bang Bang (with Street Entertainment) (2005)
• The Pre-season: Mixtape Series (with Buff City Music Group) (2012)
• Stabbed & Shot (with 38 Spesh) (2018)
• Searchin' for a Purpose (with Black Soprano Family) (2020)
• Da Respected Sopranos (with Black Soprano Family and DJ Drama) (2020)
• Long Live DJ Shay (with Black Soprano Family) (2022)

With Griselda

• WWCD (2019)

Charted songs

Music videos