Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow, is an American rapper and singer making

Brooklyn drill Brooklyn drill is a regional subgenre of drill music, centered in Brooklyn, New York, that began as derivative of the drill music scene in Chicago and later became derivative of UK drill with its 808 percussion and sliding notes by producers from ...

music. Originally from Jamaica, Chambers grew up in the Flatbush section of Brooklyn in New York City alongside frequent collaborator Sheff G. In 2018, he had his first breakthrough viral single with "Flows", which also featured Sheff G. In August 2020, his single " Deep End Freestyle" featuring Fousheé was certified platinum by the

RIAA The Recording Industry Association of America (RIAA) is a trade organization that represents the music recording industry in the United States. Its members consist of record labels and distributors that the RIAA says "create, manufacture, and/ ...

. In August 2021, his single "

2055 In contemporary history, the third millennium of the anno Domini or Common Era in the Gregorian calendar is the current millennium spanning the years 2001 to 3000 (21st to 30th centuries). Ongoing futures studies seek to understand what is l ...

" peaked at number 51 on the US ''Billboard'' Hot 100, becoming his highest-charting song. He is currently signed to Winners Circle Entertainment and

RCA Records RCA Records is an American record label currently owned by Sony Music Entertainment, a subsidiary of Sony Corporation of America. It is one of Sony Music's four flagship labels, alongside RCA's former long-time rival Columbia Records; also ...

Early life

As a child, Chambers immigrated from Jamaica to the Flatbush section of

Brooklyn Brooklyn () is a borough of New York City, coextensive with Kings County, in the U.S. state of New York (state), New York. Kings County is the most populous Administrative divisions of New York (state)#County, county in the State of New York, ...

, New York City. Around the age of 12, he started to rap. He later picked the name "Sleepy Hallow" as his rap name as that was his name in the streets. Chambers dropped out of school in the ninth grade. He first met friend and collaborator Sheff G when the two were preparing to fight, but stopped when Sheff G was impressed with how Chambers carried himself.

Career

He and Sheff G were signed to former

NFL The National Football League (NFL) is a professional American football league that consists of 32 teams, divided equally between the American Football Conference (AFC) and the National Football Conference (NFC). The NFL is one of the maj ...

player, Junior Galette's music record label, Nula Entertainment from 2017 to 2018. In 2019, Sleepy Hallow released his debut mixtape, ''Don't Sleep''. In the same year, Winners Circle Entertainment was founded, with Sleepy Hallow as one of the first signees. In 2020, he released his second mixtape, ''Sleepy for President''. The mixtape featured the hit single " Deep End Freestyle" featuring Fousheé which peaked on the US ''Billboard'' Hot 100 chart at number 80 on June 20, 2020. The single has over 85 million streams and was

certified gold Music recording certification is a system of certifying that a music recording has shipped, sold, or streamed a certain number of units. The threshold quantity varies by type (such as album, single, music video) and by nation or territory (see ...

in August 2020. In August 2020, Winners Circle Entertainment started a partnership with

. Sleepy Hallow and Sheff G released the single "Tip Toe", produced by Great John. In June 2021, he released his first studio album, ''Still Sleep?'' The album includes the single, "

", which was released alongside a video that sees an animated Sleepy Hallow in an alternate, futuristic universe. The single would be certified double platinum in March 2022. In May 2022, he released his single " Die Young", which features Canadian rapper 347aidan. In September 2022 , he released is single "2 Minutes of pain" In November 2022, he released the single "Marie".

Legal issues

On June 24, 2022, Chambers was sentenced to seven months in prison on a weapons charge from February 2022. He is expected to be released on February 13, 2023.

Discography

Studio albums

Extended plays

Mixtapes

Singles

As lead artist

As featured artist

Other charted and certified songs

Notes

References

External links

* {{DEFAULTSORT:Hallow, Sleepy 1999 births Living people 21st-century African-American musicians 21st-century American male singers 21st-century American rappers 21st-century Jamaican male singers African-American male rappers African-American songwriters American male songwriters Jamaican emigrants to the United States Jamaican rappers Jamaican songwriters Drill musicians East Coast hip hop musicians Gangsta rappers Rappers from Brooklyn Songwriters from New York (state) Crips