Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow, is a Jamaican-American rapper and singer-songwriter who specializes in

Brooklyn drill Brooklyn drill is a regional subgenre of drill music, which is a subgenre of hip-hop music. It 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 percu ...

. Born in Jamaica, Chambers was raised in

Flatbush Flatbush is a neighborhood in the New York City Borough (New York City), borough of Brooklyn. The neighborhood consists of several subsections in central Brooklyn and is generally bounded by Prospect Park (Brooklyn), Prospect Park to the nort ...

Brooklyn Brooklyn is a Boroughs of New York City, borough of New York City located at the westernmost end of Long Island in the New York (state), State of New York. Formerly an independent city, the borough is coextensive with Kings County, one of twelv ...

New York City New York, often called New York City (NYC), is the most populous city in the United States, located at the southern tip of New York State on one of the world's largest natural harbors. The city comprises five boroughs, each coextensive w ...

, alongside frequent collaborator

Sheff G Michael Kyle Williams (born September 23, 1998), known professionally as Sheff G, is an American rapper. He rose to fame with his 2017 single "No Suburban", which was a response to the song "Suburban" by 22Gz. 22Gz response with a song titled " ...

. Signing with Winners Circle Entertainment in 2019, the label entered a joint venture with

RCA Records RCA Records is an American record label owned by Sony Music Entertainment, a subsidiary of Sony Group Corporation. It is one of Sony Music's four flagship labels, alongside Columbia Records (its former longtime rival), Arista Records and Epic R ...

the following year. Chambers first saw recognition for his 2019 single, "Flows" (with Sheff G). His 2020 single, "

Deep End Freestyle "Deep End Freestyle" is a song by American rapper Sleepy Hallow and American singer Fousheé. It was released on April 3, 2020 by Winners Circle Entertainment, and is the lead single from his mixtape ''Sleepy Hallow Presents: Sleepy for President ...

" (featuring

Fousheé Britanny Fousheé (born August 1, 1990), known simply as Fousheé, is an American singer-songwriter. She came to wide notice when the vocals for her song "Deep End" were used on a hit song by rapper Sleepy Hallow in 2020. She released her RCA Reco ...

) received platinum certification by the

Recording Industry Association of America 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/o ...

(RIAA) and marked his first entry on the ''Billboard'' Hot 100. His 2021 single, "

2055 In contemporary history, the third millennium is the current millennium in the ''Anno Domini'' or Common Era, under the Gregorian calendar. It began on 1 January 2001 (Roman numerals, MMI) and will end on 31 December 3000 (Roman numerals, MMM ...

" peaked at number 51 on the chart.

Early life

As a child, Chambers immigrated from Jamaica to the

section of

, 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

when the two were preparing to fight, but stopped when Sheff G was impressed with how Chambers carried himself.

Career

He, Sheff G, and DizzyGotBands were signed to former

NFL The National Football League (NFL) is a professional American football league in the United States. Composed of 32 teams, it is divided equally between the American Football Conference (AFC) and the National Football Conference (NFC). The N ...

player

Junior Galette Junior Jovais Galette (born March 27, 1988) is a Haitian-born former professional American football linebacker. He played college football at Temple and Stillman. Galette was signed as an undrafted free agent with the New Orleans Saints. He we ...

'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 "

" featuring

, which peaked on the U.S. ''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 ...

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/o ...

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 "Die Young" is a song by American singer and songwriter Kesha. It was released on September 25, 2012, as the lead single from her second studio album, ''Warrior'' (2012). Kesha co-wrote the song with its producers, Dr. Luke, Benny Blanco, and ...

", which features Canadian rapper

347aidan Aidan Fuller (born June 8, 2003), known professionally as 347aidan, is a Canadian rapper, and singer-songwriter from Cambridge, Ontario.Isaac Fontes"The Rise of 347aidan" ''Canculture'', February 22, 2021. Aidan went to Southwood Secondary Scho ...

, and was considered the best Shortest Trend Song on

Instagram Instagram is an American photo sharing, photo and Short-form content, short-form video sharing social networking service owned by Meta Platforms. It allows users to upload media that can be edited with Social media camera filter, filters, be ...

in July 2023 according to YouTubers

Jordan Jordan, officially the Hashemite Kingdom of Jordan, is a country in the Southern Levant region of West Asia. Jordan is bordered by Syria to the north, Iraq to the east, Saudi Arabia to the south, and Israel and the occupied Palestinian ter ...

and Salish Matter, Peyton Delu, and the Royalty Family, as well as "one of the best songs on

Spotify Spotify (; ) is a List of companies of Sweden, Swedish Music streaming service, audio streaming and media service provider founded on 23 April 2006 by Daniel Ek and Martin Lorentzon. , it is one of the largest providers of music streaming services ...

" by

Kansas City Chiefs The Kansas City Chiefs are a professional American football team based in Kansas City, Missouri. The Chiefs compete in the National Football League (NFL) as a member of the American Football Conference (AFC) West division. Established in 1959 ...

and

Miami Dolphins The Miami Dolphins are a professional American football team based in the Miami metropolitan area. The Dolphins compete in the National Football League (NFL) as a member of the American Football Conference (AFC) AFC East, East division. The team ...

receiver

Tyreek Hill Tyreek Hill (born March 1, 1994) is an American professional football wide receiver for the Miami Dolphins of the National Football League (NFL). He played college football for the Garden City Broncbusters, Oklahoma State Cowboys, and West ...

. In September 2022, he released his single "2 Mins of Pain". In November 2022, he released the single "

Marie Marie may refer to the following. People Given name * Marie (given name), including a list of people and fictional characters with the name ** List of people named Marie * Marie (Japanese given name) Surname * Jean Gabriel-Marie, French compo ...

". In May 2023, Sleepy Hallow was charged in a 140-count indictment, as the district attorney's office said the gang is linked to 12 shootings and a murder that was caught on camera. On September 15, 2023, Sleepy Hallow released “Boy Meets World", his second studio album since getting out of jail. It features songs such as "GBG" featuring

Marshmello Christopher Comstock (born May 19, 1992), known professionally as Marshmello, is an American DJ and record producer. His songs "Silence (Marshmello song), Silence" (featuring Khalid (American singer), Khalid), "Wolves (Selena Gomez and Mar ...

and "

Anxiety Anxiety is an emotion characterised by an unpleasant state of inner wikt:turmoil, turmoil and includes feelings of dread over Anticipation, anticipated events. Anxiety is different from fear in that fear is defined as the emotional response ...

" featuring

Doechii Jaylah Ji'mya Hickmon (born August 14, 1998), known professionally as Doechii ( ), is an American rapper and singer. Her songs became viral videos on TikTok in 2021 and she signed recording contracts with Top Dawg Entertainment and Capitol Recor ...

. On February 14, 2024, Sleepy Hallow released the single "Cupid's Guidance". On May 8, 2024, he released single "Winners In Paris".

Personal life

On May 15, 2023, Chambers was indicted along with 32 other alleged gang members including

for a multitude of gang conspiracy charges. Chambers supported the

Donald Trump 2024 presidential campaign Donald Trump, the List of presidents of the United States, 45th president of the United States (2017–2021) ran a successful campaign for the 2024 United States presidential election, 2024 U.S. presidential election. He formally announced ...

, attending a rally in

the Bronx The Bronx ( ) is the northernmost of the five Boroughs of New York City, boroughs of New York City, coextensive with Bronx County, in the U.S. state of New York (state), New York. It shares a land border with Westchester County, New York, West ...

alongside Sheff G.

Discography

Studio albums

* ''Read This When You Wake Up'' (2024)

Mixtapes

Singles

As lead artist

As featured artist

Other charted and certified songs

Guest appearances

Notes

References

External links

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