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Sleepy Hallow
Sleepy Hallow in 2019.png
Hallow in 2019
Background information
Birth name Tegan Joshua Anthony Chambers
Born (1999-12-20) December 20, 1999 (age 25)
Jamaica
Origin Brooklyn, New York City, U.S
Genres
Occupations
  • Rapper
  • songwriter
Years active 2017–present
Labels
  • Winners Circle
  • RCA

Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow, is an American rapper making Brooklyn drill 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. In August 2021, his single "2055" 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.

Early life

As a child, Chambers immigrated from Jamaica to the Flatbush section of Brooklyn, 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, Sheff G and DizzyGotBands were signed to former NFL 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 by RIAA in August 2020.

In August 2020, Winners Circle Entertainment started a partnership with RCA Records. 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, "2055", 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. Which was considered the best Shortest Trend Song on Instagram in July of 2023 according to youtubers Jordan and Salish Matter, Peyton Delu, and the Royalty Family, as well as "one of the best songs on Spotify" by Kansas City Chiefs and Miami Dolphins receiver Tyreek Hill.

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

In November 2022, he released the single "Marie".

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 his second studio album since getting out of jail “Boy Meets World". It features songs such as "GBG" featuring Marshmello and "Anxiety" featuring Doechii.

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

Discography

Studio albums

List of studio albums, with selected chart positions
Title Album details Peak chart positions Certifications
US
US
R&B/HH
US
Rap
AUS
CAN
DEN
NZ
SWE
Still Sleep?
  • Released: June 2, 2021
  • Label: Winners Circle, RCA
  • Format: Digital download, streaming
16 10 9 90 15 38 39 50
Boy Meets World
  • Released: September 15, 2023
  • Label: Winners Circle, RCA
  • Format: Digital download, streaming
17 4 3 32 10 19

Mixtapes

Title Mixtape details Peak chart positions
US
US
R&B/HH
US
Rap
CAN
Sleepy Hallow Presents: Sleepy for President
  • Released: June 5, 2020
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming
48 32 25 61

Singles

As lead artist

List of singles, with selected chart positions, showing year released and album name
Title Year Peak chart positions Certifications Album
US
AUS
CAN
IRE
NZ
SWE
UK
"Deep End Freestyle"
(with Fousheé)
2020 80 69 93
  • RIAA: Platinum
  • BPI: Silver
Sleepy Hallow Presents: Sleepy for President
"Don't Panic"
"Baddie Betty Boop"
"Anxiety Freestyle"
"Tip Toe"
(with Sheff G)
  • RIAA: Gold
Still Sleep?
"2055"
(solo or remix featuring Coi Leray)
2021 51 13 17 21 11 65 21
  • RIAA: 4× Platinum
  • ARIA: 2× Platinum
  • BPI: Platinum
  • MC: 4× Platinum
"Die Young"
(featuring 347aidan)
2022 60 38 15 45
  • RIAA: Platinum
  • MC: Platinum
Boy Meets World
"2 Mins of Pain"
(featuring Alborosie)
Non-album singles
"Marie"
"Pain Talk"
(featuring Lil Tjay)
2023 Boy Meets World
"Good Girls Ain't No Fun"
"GBG"
(featuring Marshmello)
"Anxiety"
(featuring Doechii)
89 42
"Winners in Paris" 2024 non-album single
"—" denotes a recording that did not chart or was not released in that territory.

As featured artist

List of singles as a featured artist, showing year released and album name
Title Year Album
"Panic"
(Sheff G featuring Sleepy Hallow and Double G)
2017 Non-album singles
"Hurtin'"
(Sheff G featuring Sleepy Hallow)
"Automatic"
(Sheff G featuring Sleepy Hallow)
2018 The Unluccy Luccy Kid
"Addicted to the Cash"
(Sheff G featuring Sleepy Hallow)
Non-album singles
"Panic 2"
(Sheff G featuring Sleepy Hallow)
"Panic 3"
(Sheff G featuring Sleepy Hallow)
"Flows, Pt.2"
(Sheff G featuring Sleepy Hallow)
2019 The Unluccy Luccy Kid
"Brazy"
(J.I the Prince of N.Y featuring Sleepy Hallow)
Non-album single
"Make It Happen"
(Sheff G featuring Sleepy Hallow)
2020 Just 4 Yall
"Goat Freestyle"
(Eli Fross featuring Sleepy Hallow)
Cesar
"Run It Up"
(Sheff G featuring Sleepy Hallow and A Boogie wit da Hoodie)
2021 From The Can
"No Love"
(Fredo Bang featuring Sleepy Hallow)
2022 Two-Face Bang 2
"Bad Days"
(Eli Fross featuring Sleepy Hallow)
The Golden Child

Other charted and certified songs

Title Year Peak chart positions Certifications Album
NZ
Hot
"Breakin Bad (Okay)"
(featuring Sheff G)
2019
  • RIAA: Gold
Don't Sleep
"Molly"
(featuring Sheff G)
2020
  • RIAA: Gold
Sleepy Hallow Presents: Sleepy For President
"Weight On Me"
(with Sheff G)
  • RIAA: Gold
One and Only
"Basketball Dreams (Intro)"
  • RIAA: Gold
Still Sleep?
"Scrub" 2021 39
"1999"
  • RIAA: Gold
"Lowkey"
  • RIAA: Gold
"Driver's Seat (Intro)" 2023 25 Boy Meets World
"All the Way" 33
"—" denotes a recording that did not chart or was not released in that territory.

Guest appearances

List of non-single guest appearances, with other performing artists, showing year released and album name
Title Year Other artist(s) Album
"Flows" 2019 Sheff G The Unluccy Luccy Kid
"Demon Flow" 2020 Yak Yola, Sheff G Misunderstood
"Wet Em Up Pt.2" Lil Tjay, Sheff G State of Emergency
"Lil Big Bro ..." Sheff G One and Only
"Head Tap" Pressa, Sheff G Gardner
"Goat Freestyle" Eli Fross Cesar
"2020 Vision" 2021 DJ Drewski, Sheff G Seat at the Table
"Steppas Freestyle" Eli Fross The Book of Eli
"Run Up" Hamo Crime, mauley G, Sheff G, Rah Swish Year of the H 3
"Like Me" 2022 Sheff G From The Can
"Bad Breed"
"Overseas" Jay Bezzy, Sheff G

See also

Kids robot.svg In Spanish: Sleepy Hallow para niños Kids robot.svg In Spanish: Sleepy Hallow para niños

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