Sleepy Hallow

Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow,[2] is an American rapper making Brooklyn drill music.[3] Originally from Jamaica, Chambers grew up in the Flatbush section of Brooklyn in New York City alongside frequent collaborator Sheff G.[4][5]

Not to be confused with Sleepy Hollow.

Sleepy Hallow
Hallow in 2019
Hallow in 2019
Background information
Birth nameTegan Joshua Anthony Chambers
Born (1999-12-20) December 20, 1999
Jamaica
OriginFlatbush, Brooklyn, New York, U.S
Genres
Occupation(s)
  • Rapper
  • songwriter
Years active2017–present
Labels
Websitewinnerscirclestore.com

In 2018, he had his first breakthrough viral single with "Flows", which also featured Sheff G.[6] In August 2020, his single "Deep End Freestyle" featuring Fousheé was certified platinum by the RIAA.[7] 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.[8]

On May 16, 2023, Chambers was indicted along with 32 other alleged gang members including Sheff G for a multitude of gang conspiracy charges.[9]

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.

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.[10] 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.[11]

Career

He, Sheff G, and DizzyGotBands were signed to former NFL player, Junior Galette's music record label, Nula Entertainment from 2017 to 2018.[12]

In 2019, Sleepy Hallow released his debut mixtape, Don't Sleep.[13] In the same year, Winners Circle Entertainment was founded, with Sleepy Hallow as one of the first signees.[14]

In 2020, he released his second mixtape, Sleepy for President.[15][16] 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.[17] The single has over 85 million streams and was certified gold by RIAA in August 2020.[18][7]

In August 2020, Winners Circle Entertainment started a partnership with RCA Records.[19] Sleepy Hallow and Sheff G released the single "Tip Toe", produced by Great John.[20]

In June 2021, he released his first studio album, Still Sleep?[21] The album includes the single, "2055", which was released alongside a video that sees an animated Sleepy Hallow in an alternate, futuristic universe.[21] The single would be certified double platinum in March 2022.[22]

In May 2022, he released his single "Die Young", which features Canadian rapper 347aidan.

In September 2022, he released his single "2 Mins of Pain".[23]

In November 2022, he released the single "Marie".[24]

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.[25]

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.

Discography

Studio albums
List of studio albums, with selected chart positions
Title Album details Peak chart positions Certifications
US
[26]		 US
R&B/HH
[27]		 US
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
 161099015383950
Boy Meets World
  • Released: September 15, 2023
  • Label: Winners Circle, RCA
  • Format: Digital download, streaming
 174332
[36]		10—19
[37]		—

Mixtapes
Title Mixtape details Peak chart positions
US US
R&B/HH		 US
Rap		 CAN
Sleepy Hallow Presents: Sleepy for President[38]
  • Released: June 5, 2020
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming
 48
[39]		 32
[40]		 25
[41]		 61
[42]

As lead artist
List of singles, with selected chart positions, showing year released and album name
Title Year Peak chart positions Certifications Album
US
[43]		 AUS
[44]		 CAN
[45]		 IRE
[46]		 NZ
[47]		 SWE
[48]		 UK
[49]
"Deep End Freestyle"
(with Fousheé)		 2020 80—69———93 Sleepy Hallow Presents: Sleepy for President
"Don't Panic" ———————
"Baddie Betty Boop" ———————
"Anxiety Freestyle" ———————
"Tip Toe"
(with Sheff G)		 ——————— Still Sleep?
"2055"
(solo or remix featuring Coi Leray)[21]		 2021 51131721116521
  • MC: 2× Platinum[35]
"Die Young"[52]
(featuring 347aidan)		 2022 603815——[upper-alpha 1]—[upper-alpha 2]45 Boy Meets World
"2 Mins of Pain"
(featuring Alborosie)		 —————[upper-alpha 3]—— Non-album singles
"Marie" —————[upper-alpha 4]——
"Pain Talk"
(featuring Lil Tjay)		 2023 —————[upper-alpha 5]—— Boy Meets World
"Good Girls Ain't No Fun" —————[upper-alpha 6]——
"GBG"
(featuring Marshmello)		 —————[upper-alpha 7]——
"Anxiety"
(featuring Doechii)		 —[upper-alpha 8]8942——[upper-alpha 9]——
"—" denotes a recording that did not chart or was not released in that territory.
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
[61]
"Breakin Bad (Okay)"
(featuring Sheff G)		 2019 — Don't Sleep
"Molly"
(featuring Sheff G)		 2020 — Sleepy Hallow Presents: Sleepy For President
"Weight On Me"
(with Sheff G)		 — One and Only
"Basketball Dreams (Intro)" — Still Sleep?
"Scrub" 2021 39
[62]
"1999" —
"Lowkey" —
"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 Shit" 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

Notes
  1. "Die Young" did not enter the NZ Top 40 Singles Chart, but peaked at number five on the NZ Hot Singles Chart.[53]
  2. "Die Young" did not enter the Swedish Singellista Chart, but peaked at number 17 on the Swedish Heatseeker Chart.[54]
  3. "2 Mins of Pain" did not enter the NZ Top 40 Singles Chart, but peaked at number 36 on the NZ Hot Singles Chart.[55]
  4. "Marie" did not enter the NZ Top 40 Singles Chart, but peaked at number 16 on the NZ Hot Singles Chart.[56]
  5. "Pain Talk" did not enter the NZ Top 40 Singles Chart, but peaked at number 24 on the NZ Hot Singles Chart.[57]
  6. "Good Girls Ain't No Fun" did not enter the NZ Top 40 Singles Chart, but peaked at number 32 on the NZ Hot Singles Chart.[58]
  7. "GBG" did not enter the NZ Top 40 Singles Chart, but peaked at number 25 on the NZ Hot Singles Chart.[59]
  8. "Anxiety" did not enter the Billboard Hot 100, but peaked at number three on the Bubbling Under Hot 100 chart.[60]
  9. "Anxiety" did not enter the NZ Top 40 Singles Chart, but peaked at number four on the NZ Hot Singles Chart.[58]

References
  1. "Sleepy Hallow". rcarecords.com.
  2. Chad, Mauli (August 12, 2023). "The Life of The Brooklyn Nightmare, Sleepy Hallow". Raptology.com.
  3. "Drill music With 7 Top Examples & History". December 15, 2021.
  4. "Sleepy Hallow | HipHopMyWay". www.hiphopmyway.com. Retrieved August 13, 2020.
  5. "Sleepy Hallow Redefines the Sound of Brooklyn With His Debut Mixtape Don't Sleep". Audible Treats. October 31, 2019. Retrieved August 15, 2020.
  6. Reneau, Steven (August 1, 2019). "Sheff G & Sleepy Hallow Break Down The Meaning Of "Flows"". Genius. Retrieved September 14, 2020.
  7. "SLEEPY HALLOW – DEEP END FREESTYLE (FEAT. FOUSHEÉ)". RIAA. Retrieved August 15, 2020.
  8. "Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive". Billboard. August 12, 2020. Retrieved August 15, 2020.
  9. Santia • •, Marc (May 16, 2023). "NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust". NBC New York. Retrieved May 19, 2023.
  10. Lee, Cydney (September 21, 2021). "Sleepy Hallow: September's R&B/Hip-Hop Rookie of the Month". Billboard. Retrieved November 30, 2021.
  11. Sleepy Hallow & Sheff G Exclusive Interview How did they meet & more, retrieved November 30, 2021
  12. Romaker, Ian (May 4, 2018). "Shimmy Shimmy Ya – Sheff G climbs from the New York underground". LemonWire. Retrieved August 15, 2020.
  13. "Brooklyn's Sleepy Hallow Drops Off Debut Project "Don't Sleep" Ft. Sheff G". HotNewHipHop. November 2019. Retrieved August 13, 2020.
  14. "WINNERS CIRCLE ENTERTAINMENT ANNOUNCES PARTNERSHIP WITH RCA RECORDS SHEFF G & SLEEPY HALLOW RELEASE NEW RECORD "TIP TOE" – Sony Music Canada". www.sonymusic.ca. Retrieved November 30, 2021.
  15. "Sleepy Hallow: Sleepy For President". Pitchfork. Retrieved August 13, 2020.
  16. "Listen to Sleepy Hallow's Project 'Sleepy for President'". Complex. Retrieved August 13, 2020.
  17. "The Billboard Hot 100 Chart". Billboard. Retrieved August 13, 2020.
  18. "NY Drill Stars Sheff G & Sleepy Hallow Ink RCA Deal". HipHopDX. August 12, 2020. Retrieved August 15, 2020.
  19. "Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive". Billboard. August 12, 2020. Retrieved August 13, 2020.
  20. "Sheff G and Sleepy Hallow Announce RCA Records Partnership, Share New Song "Tip Toe"". Complex. Retrieved August 23, 2020.
  21. Cho, Regina (April 16, 2021). "Sleepy Hallow ventures into the year "2055" in new visual". Revolt. Retrieved July 16, 2021.
  22. "Gold & Platinum". RIAA. Retrieved November 30, 2021.
  23. "Sleepy Hallow narrates "2 Minutes of Pain" in latest single". REVOLT. Retrieved December 4, 2022.
  24. Cho, Regina (November 2, 2022). "Sleepy Hallow drops new "Marie" single". Revolt. Retrieved November 3, 2022.
  25. Santia • •, Marc (May 16, 2023). "NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust". NBC New York. Retrieved May 17, 2023.
  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". Billboard. Retrieved October 19, 2021.
  28. Peaks on the US Top Rap Albums:
  29. "The ARIA Report: Week Commencing 30 August 2021". The ARIA Report. No. 1643. Australian Recording Industry Association. August 30, 2021. p. 6.
  30. "Billboard Canadian Albums: Week of August 28, 2021". Billboard. Retrieved August 24, 2021.
  31. "Album Top-40 Uge 34, 2021". Hitlisten. Retrieved September 1, 2021.
  32. "NZ Top 40 Albums Chart". Recorded Music NZ. August 30, 2021. Retrieved August 28, 2021.
  33. "Veckolista Album, vecka 34". Sverigetopplistan. Retrieved August 27, 2021.
  34. "American certifications – Sleepy Hallow". Recording Industry Association of America. Retrieved February 10, 2023.
  35. "Canadian certifications – Sleepy Hallow". Music Canada. Retrieved November 20, 2022.
  36. "ARIA Top 50 Albums Chart". Australian Recording Industry Association. September 25, 2023. Retrieved September 22, 2023.
  37. "NZ Top 40 Albums Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
  38. "Sleepy Hallow Announces Debut Album, Shares New "Chicken/Mi No Sabe" Video: Watch". Pitchfork. May 26, 2021. Retrieved June 14, 2021.
  39. "Billboard 200 Chart: Week of June 19, 2020". Billboard. Retrieved June 14, 2021.
  40. "Top R&B/Hip-Hop Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.
  41. "Top Rap Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.
  42. "Canadian Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.
  43. Peak positions on the Hot 100:
  44. Peaks in Australia:
  45. Peak positions on the Canadian Hot 100:
  46. "Discography Sleepy Hallow". irish-charts.ie. Retrieved November 12, 2022.
  47. "NZ Top 40 Singles Chart". Recorded Music NZ. August 23, 2021. Retrieved August 21, 2021.
  48. "Veckolista Singlar, vecka 34" (in Swedish). Sverigetopplistan. Retrieved August 27, 2021.
  49. "SLEEPY HALLOW & FOUSHEE | full Official Chart History". Official Charts Company. Retrieved June 15, 2021.
  50. "ARIA Charts – Accreditations – 2022" (PDF). Australian Recording Industry Association. Retrieved April 4, 2022.
  51. "British certifications – Sleepy Hallow". British Phonographic Industry. Retrieved September 24, 2023. Type Sleepy Hallow in the "Search BPI Awards" field and then press Enter.
  52. Cho, Regina (May 26, 2022). "Sleepy Hallow gets introspective in new "Die Young" single". Revolt. Retrieved May 26, 2022.
  53. "NZ Hot Singles Chart". Recorded Music NZ. June 6, 2022. Retrieved June 4, 2022.
  54. "Veckolista Heatseeker, vecka 22". Sverigetopplistan. Retrieved June 3, 2022.
  55. "NZ Hot Singles Chart". Recorded Music NZ. September 19, 2022. Retrieved September 17, 2022.
  56. "NZ Hot Singles Chart". Recorded Music NZ. November 14, 2022. Retrieved November 12, 2022.
  57. "NZ Hot Singles Chart". Recorded Music NZ. June 5, 2023. Retrieved June 3, 2023.
  58. "NZ Hot Singles Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
  59. "NZ Hot Singles Chart". Recorded Music NZ. August 21, 2023. Retrieved August 19, 2023.
  60. "Bubbling Under Hot 100: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
  61. "NZ Hot Singles Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
  62. "Hot Singles Chart". The Official New Zealand Music Chart. Retrieved June 14, 2021.
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