Sleepy Hallow Explained

Sleepy Hallow
Birth Name:Tegan Joshua Anthony Chambers
Birth Date:20 December 1999
Birth Place:Jamaica
Origin:Brooklyn, New York City, U.S
Years Active:2017–present

Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow,[1] is an American rapper who specializes in Brooklyn drill.[2] Born in Jamaica, Chambers was raised in the Flatbush section of Brooklyn, New York City alongside frequent collaborator Sheff G.[3] [4]

Signing with Winners Circle Entertainment in 2019, the label entered a joint venture with RCA Records the following year. Chambers first saw recognition for his 2019 single, "Flows" (with Sheff G).[5] His 2020 single, "Deep End Freestyle" (featuring Fousheé) received platinum certification by the Recording Industry Association of America (RIAA) and marked his first entry on the Billboard Hot 100.[6] His 2021 single, "2055" peaked at number 51 on the chart.[7]

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.[8] 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.[9]

In 2019, Sleepy Hallow released his debut mixtape, Don't Sleep.[10] In the same year, Winners Circle Entertainment was founded, with Sleepy Hallow as one of the first signees.[11]

In 2020, he released his second mixtape, Sleepy for President.[12] [13] The mixtape featured the hit single "Deep End Freestyle" featuring Fousheé, which peaked on the U.S. Billboard Hot 100 chart at number 80 on June 20, 2020.[14] The single has over 85 million streams and was certified gold by RIAA in August 2020.[15]

In August 2020, Winners Circle Entertainment started a partnership with RCA Records.[16] Sleepy Hallow and Sheff G released the single "Tip Toe", produced by Great John.[17]

In June 2021, he released his first studio album, Still Sleep?[18] 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.[19]

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".[20]

In November 2022, he released the single "Marie".[21]

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.[22]

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 and "Anxiety" featuring Doechii.

On February 14, 2024, Sleepy Hallow released the single "Cupid's Guidance".[23] On May 8, 2024, he released single "Winners In Paris".[24]

Legal issues

On May 15, 2023, Chambers was indicted along with 32 other alleged gang members including Sheff G for a multitude of gang conspiracy charges.[25]

On May 30, 2023, Chambers announced on his Instagram story that he has been released on bail, and is now waiting for the trial to start.

Discography

Studio albums

Title! scope="col" rowspan="2"
Album detailsPeak chart positionsCertifications
U.S.
[26]
U.S.
R&B/HH
[27]
U.S.
Rap
[28]
AUS
[29]
CAN
[30]
DEN
[31]
NZ
[32]
SWE
[33]
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! scope="col" rowspan="2"
Mixtape detailsPeak chart positions
U.S.
[36]
U.S.
R&B/HH
[37]
U.S.
Rap
[38]
CAN
[39]
Sleepy Hallow Presents: Sleepy for President[40]
  • Released: June 5, 2020
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming
48322561

Singles

As lead artist

Title! scope="col" rowspan="2"
YearPeak chart positionsscope-"col" rowspan="2" CertificationsAlbum
U.S.
[41]
AUS
[42]
CAN
[43]
IRE
[44]
NZ
[45]
SWE
[46]
UK
[47]
"Deep End Freestyle"
202080 69 93
  • RIAA: Platinum
  • BPI: Silver
Sleepy Hallow Presents: Sleepy for President
"Don't Panic"
"Baddie Betty Boop"
"Anxiety Freestyle"
"Tip Toe"
  • RIAA: Gold
Still Sleep?
"2055"
202151 13 17 21 11 65 21
  • RIAA: 4× Platinum
  • ARIA: 2× Platinum[48]
  • BPI: Platinum[49]
  • MC: 4× Platinum
"Die Young"[50]
202260 38 15 45
  • RIAA: Platinum
  • MC: Platinum
Boy Meets World
"2 Mins of Pain"
rowspan="2"
"Marie"
"Pain Talk"
2023Boy Meets World
"Good Girls Ain't No Fun"
"GBG"
"Anxiety"
89 42
"Winners in Paris"2024
"—" denotes a recording that did not chart or was not released in that territory.

As featured artist

Title! scope="col"
YearAlbum
"Panic"
2017rowspan="2"
"Hurtin"
"Automatic"
2018The Unluccy Luccy Kid
"Addicted to the Cash"
rowspan="3"
"Panic 2"
"Panic 3"
"Flows, Pt.2"
2019The Unluccy Luccy Kid
"Brazy"
"Make It Happen"
2020Just 4 Yall
"Goat Freestyle"
Cesar
"Run It Up"
2021From The Can
"No Love"
2022Two-Face Bang 2
"Bad Days"
The Golden Child

Other charted and certified songs

Title! rowspan="2"
YearPeak chart positionsCertificationsAlbum
NZ
Hot

[51]
"Breakin Bad (Okay)"
2019
  • RIAA: Gold
Don't Sleep
"Molly"
2020
  • RIAA: Gold
Sleepy Hallow Presents: Sleepy For President
"Weight On Me"
  • RIAA: Gold
One and Only
"Basketball Dreams (Intro)"
  • RIAA: Gold
Still Sleep?
"Scrub"202139
[52]
"1999"
  • RIAA: Gold
"Lowkey"
  • RIAA: Gold
"Driver's Seat (Intro)"202325Boy Meets World
"All the Way"33
"—" denotes a recording that did not chart or was not released in that territory.

Guest appearances

Title ! scope="col"
YearOther artist(s)Album
"Flows"2019Sheff GThe Unluccy Luccy Kid
"Demon Flow"2020Yak Yola, Sheff GMisunderstood
"Wet Em Up Pt.2"Lil Tjay, Sheff GState of Emergency
"Lil Big Bro Shit"Sheff GOne and Only
"Head Tap"Pressa, Sheff GGardner
"Goat Freestyle"Eli FrossCesar
"2020 Vision"2021DJ Drewski, Sheff GSeat at the Table
"Steppas Freestyle"Eli FrossThe Book of Eli
"Run Up"Hamo Crime, mauley G, Sheff G, Rah SwishYear of the H 3
"Like Me"2022Sheff GFrom The Can
"Bad Breed"
"Overseas"Jay Bezzy, Sheff G

Notes and References

  1. Web site: Chad . Mauli . August 12, 2023 . The Life of The Brooklyn Nightmare, Sleepy Hallow . Raptology.com.
  2. Web site: Drill music With 7 Top Examples & History . December 15, 2021 .
  3. Web site: Sleepy Hallow HipHopMyWay. August 13, 2020. www.hiphopmyway.com. en-US.
  4. Web site: October 31, 2019. Sleepy Hallow Redefines the Sound of Brooklyn With His Debut Mixtape Don't Sleep. August 15, 2020. Audible Treats.
  5. Web site: Reneau. Steven. August 1, 2019. Sheff G & Sleepy Hallow Break Down The Meaning Of "Flows". September 14, 2020. Genius.
  6. Web site: SLEEPY HALLOW – DEEP END FREESTYLE (FEAT. FOUSHEÉ). August 15, 2020. RIAA.
  7. August 12, 2020. Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive. August 15, 2020. Billboard.
  8. Lee. Cydney. 2021-09-21. Sleepy Hallow: September's R&B/Hip-Hop Rookie of the Month. 2021-11-30. Billboard. en-US.
  9. Web site: Romaker. Ian. May 4, 2018. Shimmy Shimmy Ya – Sheff G climbs from the New York underground. August 15, 2020. LemonWire.
  10. Web site: Brooklyn's Sleepy Hallow Drops Off Debut Project "Don't Sleep" Ft. Sheff G. August 13, 2020. HotNewHipHop. November 2019.
  11. Web site: WINNERS CIRCLE ENTERTAINMENT ANNOUNCES PARTNERSHIP WITH RCA RECORDS SHEFF G & SLEEPY HALLOW RELEASE NEW RECORD "TIP TOE" – Sony Music Canada. 2021-11-30. www.sonymusic.ca.
  12. Web site: Sleepy Hallow: Sleepy For President. August 13, 2020. Pitchfork.
  13. Web site: Listen to Sleepy Hallow's Project 'Sleepy for President'. August 13, 2020. Complex.
  14. The Billboard Hot 100 Chart. August 13, 2020. Billboard.
  15. Web site: August 12, 2020. NY Drill Stars Sheff G & Sleepy Hallow Ink RCA Deal. August 15, 2020. HipHopDX.
  16. August 12, 2020. Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive. August 13, 2020. Billboard.
  17. Web site: Sheff G and Sleepy Hallow Announce RCA Records Partnership, Share New Song "Tip Toe". August 23, 2020. Complex.
  18. Web site: Sleepy Hallow ventures into the year "2055" in new visual. Revolt. Cho. Regina. April 16, 2021. July 16, 2021. July 16, 2021. https://web.archive.org/web/20210716182747/https://www.revolt.tv/platform/amp/new-music/2021/4/16/22388046/sleepy-hallow-2055-video. dead.
  19. Web site: Gold & Platinum. 2021-11-30. RIAA. en-US.
  20. Web site: Sleepy Hallow narrates "2 Minutes of Pain" in latest single . 2022-12-04 . REVOLT . en-US.
  21. Web site: Sleepy Hallow drops new "Marie" single. Cho. Regina. November 2, 2022. Revolt. November 3, 2022.
  22. Web site: Santia • • . Marc . 2023-05-16 . NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust . 2023-05-17 . NBC New York . en-US.
  23. Web site: 2024-02-15 . Sleepy Hallow Gets 'Cupid's Guidance' On New 112-Sampling Single . 2024-05-24 . HipHopDX . en.
  24. Web site: SLEEPY HALLOW SHARES NEW SINGLE "WINNERS IN PARIS" . 2024-05-24 . RCA Records . en-US.
  25. Web site: Santia • • . Marc . 2023-05-16 . NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust . 2023-05-19 . NBC New York . en-US.
  26. Peaks on the Billboard 200:
  27. Peaks on the US Top R&B/Hip-Hop Albums: Top R&B/Hip-Hop Albums Chart: Week of October 23, 2021. October 19, 2021. Billboard.
  28. Peaks on the US Top Rap Albums:
  29. Peaks in Australia:
  30. Billboard Canadian Albums: Week of August 28, 2021. Billboard. August 24, 2021.
  31. Web site: Album Top-40 Uge 34, 2021. Hitlisten. September 1, 2021.
  32. Peaks in New Zealand:
  33. Web site: Veckolista Album, vecka 34. Sverigetopplistan. August 27, 2021.
  34. United States. Sleepy Hallow. February 10, 2023.
  35. Canada. Sleepy Hallow. December 21, 2023.
  36. Billboard 200 Chart: Week of June 19, 2020. June 14, 2021. Billboard.
  37. Top R&B/Hip-Hop Albums Chart: Week of June 20, 2020. June 15, 2021. Billboard.
  38. Top Rap Albums Chart: Week of June 20, 2020. June 15, 2021. Billboard.
  39. Canadian Albums Chart: Week of June 20, 2020. June 15, 2021. Billboard.
  40. Web site: May 26, 2021 . Sleepy Hallow Announces Debut Album, Shares New "Chicken/Mi No Sabe" Video: Watch . June 14, 2021 . Pitchfork.
  41. Peak positions on the Hot 100:
  42. Peaks in Australia:
  43. Peak positions on the Canadian Hot 100:
  44. Web site: Discography Sleepy Hallow. irish-charts.ie. November 12, 2022.
  45. Web site: NZ Top 40 Singles Chart. Recorded Music NZ. August 23, 2021. August 21, 2021.
  46. Web site: Veckolista Singlar, vecka 34. Sverigetopplistan. sv. August 27, 2021.
  47. Web site: SLEEPY HALLOW & FOUSHEE full Official Chart History. June 15, 2021. Official Charts Company.
  48. Australia. 2022. April 4, 2022.
  49. United Kingdom. Sleepy Hallow. June 2, 2024.
  50. Web site: Sleepy Hallow gets introspective in new "Die Young" single. Revolt. Cho. Regina. May 26, 2022. May 26, 2022.
  51. Web site: NZ Hot Singles Chart. Recorded Music NZ. September 25, 2023. September 23, 2023.
  52. Web site: Hot Singles Chart. June 14, 2021. The Official New Zealand Music Chart.