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Calboy

American rapper (born 1999)

Image credit is listed at the end of this article.

Calvin Lashon Woods (born April 3, 1999), better known by his stage name Calboy (/ˈkælbɔɪ/), is an American rapper from Calumet City, Illinois. He is best known for his 2018 single "Envy Me", which received quintuple platinum certification by the Recording Industry Association of America (RIAA) and peaked within the top 40 of the Billboard Hot 100. Its success led him to sign with Polo Grounds Music, an imprint of RCA Records. His debut extended play, Wildboy (2018), peaked at number 30 on the Billboard 200, while his second, Love Live the Kings (2020), lukewarmly entered the chart.

01Early life

On April 3, 1999, Calvin Lashon Woods was born on the South Side of Chicago; he later relocated to Calumet City, Illinois. Woods turned to music to channel the frustrations of growing up below the poverty line. He is one of five children raised by a single mother.

Woods witnessed two of his best friends die, one of a drug overdose and the other to gun violence. His family migrated between small homes to small apartments. His cousin is late rapper King Von.

02Career

2016-2017: Career beginnings

On July 7, 2017, Calboy released his debut mixtape, The Chosen One. Later that year, Calboy released his second mixtape, Anxiety, on December 7, 2017.

2018-2021: Numerous mixtapes, EPs and RCA Records

On June 18, 2018, Woods released his third mixtape, Calboy, the Wildboy. A single off the project was titled, "Unjudge Me", which featured Moneybagg Yo.

He released his single "Envy Me" on September 13, 2018, to critical acclaim. It later served as the lead single for his debut EP Wildboy, released on May 31, 2019. "Envy Me" peaked at number 31 on the Billboard Hot 100 and was certified quintuple platinum by the Recording Industry Association of America (RIAA). With the single's success came the signage of Calboy to Polo Grounds Music, distributed by RCA Records. At the time, the label had already ended their partnership with ASAP Rocky following the May release of his third album, Testing. It was also rumored that Calboy also signed a management deal with Meek Mill's label, Dream Chasers, but he hinted that he left the label in 2021 after a financial disagreement.

The Wildboy EP was followed by another EP, Long Live The Kings, released in March 2020, with the latter receiving a deluxe version the following July, including 6 new tracks. On August 11, Calboy was included on XXL's 2020 Freshman Class.

On March 22, 2021, "Miseducation" featuring fellow rapper Lil Wayne was released as the lead single from Calboy's debut album, Redemption, supposed to be released the same year, but was postponed. Swae Lee was also set to make an appearance on the album. Calboy claimed that the album was completed.

2022-present

Calboy publicly disclosed his frustrations with Polo Grounds and RCA Records in 2022, stating that he was being treated like a "label slave". He released his Black Heart EP in 2022. After leaving RCA, he released Unchained under his own independent label. He released Wildboy 2 in January 2026.

03Artistry

Influences

Woods has cited his influences as Tupac Shakur, Michael Jackson, Sherwood, Fuel, Chance the Rapper, The Starting Line, Chief Keef, New Found Glory, G Herbo, The All American Rejects, and 50 Cent.

Woods' rap moniker comes from combining his government name Calvin and the character Cowboy from the 1979 cult film The Warriors.

04Discography

Albums

Title Details
Unchained
  • Released: November 3, 2023
  • Label: Self-released
  • Format: Digital download, streaming
Wildboy 2
  • Released: January 2, 2026
  • Label: Self-released
  • Format: Digital download, streaming

Mixtapes

List of mixtapes, with selected details
Title Details
The Chosen One
Anxiety
  • Released: December 7, 2017
  • Label: Paper Gang Inc.
  • Format: Digital download
Calboy, the Wildboy
  • Released: June 18, 2018
  • Label: Paper Gang Inc.
  • Format: Digital download

Extended plays

List of EPs with selected details
Title Details Peak chart positions Sales Certifications
US
US
R&B/HH
US
Rap
CAN
Wildboy 30 18 16 62
  • US: 16,000
Long Live The Kings
  • Released: February 25, 2020
  • Label: Polo Grounds Music, RCA
  • Format: Digital download, streaming
136 , , ,
Black Heart
  • Released: September 9, 2022
  • Label: Polo Grounds Music, RCA
  • Format: Digital download, streaming
, , , ,
Sorry 4 The Leaks Vol. 1
  • Released: December 8, 2023
  • Label: Self-released
  • Format: Digital download, streaming
, , , ,
Sorry 4 The Leaks Vol. 2
  • Released: July 19, 2024
  • Label: Self-released
  • Format: Digital download, streaming
, , , ,
", " denotes a title that did not chart, or was not released in that territory.

Singles

List of singles showing year released and album name
Title Year Peak chart positions Certifications Album
US
US
R&B/HH

CAN
"Envy Me" 2018 3114 51
  • RIAA: 5× Platinum
  • MC: 2× Platinum
Wildboy
"Caroline"
(featuring Polo G)
2019 , , ,
"Unjudge Me"
(featuring Moneybagg Yo)
, , ,
"Chariot"
(featuring Meek Mill, Lil Durk and Young Thug)
, , ,
  • RIAA: Gold
"Purpose"
(featuring G Herbo)
, , , Long Live the Kings
"Barbarian"
(featuring Lil Tjay)
2020 , , ,
"Brand New"
(featuring King Von)
, , ,
"Rounds"
(featuring Fivio Foreign)
, , ,
", " denotes a title that did not chart, or was not released in that territory.

Guest appearances

Title Year Other artist(s) Album
"Get a Bag" 2019 Chance the Rapper The Big Day
"100k On a Coupe" Pop Smoke , N/a
"Diana (Remix)" 2020 Pop Smoke, King Combs Shoot for the Stars, Aim for the Moon (Deluxe)
"Thug Kry" YG, Lil Mosey My Life 4Hunnid
"Why?" 2024 Houdini HOU I'M MEANT TO BE

05Tours

Headlining

  • Rockstar Wild Boyz Tour (2019)

Supporting act

Watch videos about CalboyExplainers and documentaries on YouTube (opens in a new tab)

Sources and credits

This article is adapted from the Wikipedia article Calboy, written by its contributors and licensed under CC BY-SA 4.0. Fathomly has changed the layout, removed citation markers, navigation and maintenance notices, and adjusted punctuation. This adapted version is shared under the same license. For references, see the original article.

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