Sleepy Hallow

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

Not to be confused with Sleepy Hollow.

Sleepy Hallow
Chambers performing 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
  • singer
  • songwriter
Years active2017–present
Labels
Associated acts
Websitewinnerscirclestore.com

In 2018, he had his first breakthrough viral single with "Flows", which also featured Sheff G.[4] In August 2020, his single "Deep End Freestyle" featuring Fousheé was certified platinum by the RIAA.[5] 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.[6]

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.[7] 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.[8]

Career

He and Sheff G 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 US 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][5]

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.[18] The single would be certified double platinum in March 2022.[19]

Discography

Studio albums
List of studio albums, with selected chart positions
Title Album details Peak chart positions Certifications
US
[20]		 US
R&B/HH
[21]		 US
Rap
[22]		 AUS
[23]		 CAN
[24]		 DEN
[25]		 NZ
[26]		 SWE
[27]
Still Sleep?
  • Released: June 2, 2021
  • Label: Winners Circle, RCA Records
  • Format: Digital download, streaming
 161099015383950

Extended plays
Title EP details
The Black House[29]
  • Released: July 31, 2020
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming

Mixtapes
Title Mixtape details Peak chart positions
US US
R&B/HH		 US
Rap		 CAN
Don't Sleep[30]
  • Released: October 31, 2019
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming
 — — — —
Sleepy Hallow Presents: Sleepy for President[30]
  • Released: June 5, 2020
  • Label: Winners Circle, Empire
  • Format: Digital download, streaming
 48
[31]		 32
[32]		 25
[33]		 61
[34]

As lead artist
List of singles, with selected chart positions, showing year released and album name
Title Year Peak chart positions Certifications Album
US
[35]		 AUS
[36]		 CAN
[37]		 IRE
[38]		 NZ
[39]		 SWE
[40]		 UK
[41]
"Deep End Freestyle"
(featuring Fousheé)		 2020 80—69———93 Sleepy Hallow Presents: Sleepy for President
"Don't Panic" ———————
"Baddie Betty Boop" ———————
"Anxiety Freestyle" ———————
"Different" ——————— The Black House
"Somebody"
(with Sheff G)		 ———————
"Quarantine Boo" ———————
"Perc Talkin" ———————
"Don't Panic 2"
(with Sheff G)		 ———————
"2020 Vision"
(with Drewski and Sheff G)		 ——————— Non-album single
"Tip Toe"
(with Sheff G)		 ——————— Still Sleep?
"2055"[18] 2021 51131721
[42]		116521
"—" 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 Non-album single

Other charted songs
Title Year Peak chart positions Album
NZ
Hot
"Scrub" 2021 39
[46]		 Still Sleep?

References
  1. "Sleepy Hallow". rcarecords.com.
  2. "Sleepy Hallow | HipHopMyWay". www.hiphopmyway.com. Retrieved August 13, 2020.
  3. "Sleepy Hallow Redefines the Sound of Brooklyn With His Debut Mixtape Don't Sleep". Audible Treats. October 31, 2019. Retrieved August 15, 2020.
  4. Reneau, Steven (August 1, 2019). "Sheff G & Sleepy Hallow Break Down The Meaning Of "Flows"". Genius. Retrieved September 14, 2020.{{cite web}}: CS1 maint: url-status (link)
  5. "SLEEPY HALLOW – DEEP END FREESTYLE (FEAT. FOUSHEÉ)". RIAA. Retrieved August 15, 2020.
  6. "Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive". Billboard. August 12, 2020. Retrieved August 15, 2020.
  7. Lee, Cydney (September 21, 2021). "Sleepy Hallow: September's R&B/Hip-Hop Rookie of the Month". Billboard. Retrieved November 30, 2021.
  8. Sleepy Hallow & Sheff G Exclusive Interview How did they meet & more, retrieved November 30, 2021
  9. Romaker, Ian (May 4, 2018). "Shimmy Shimmy Ya – Sheff G climbs from the New York underground". LemonWire. Retrieved August 15, 2020.
  10. "Brooklyn's Sleepy Hallow Drops Off Debut Project "Don't Sleep" Ft. Sheff G". HotNewHipHop. November 2019. Retrieved August 13, 2020.
  11. "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.
  12. "Sleepy Hallow: Sleepy For President". Pitchfork. Retrieved August 13, 2020.
  13. "Listen to Sleepy Hallow's Project 'Sleepy for President'". Complex. Retrieved August 13, 2020.
  14. "The Billboard Hot 100 Chart". Billboard. Retrieved August 13, 2020.
  15. "NY Drill Stars Sheff G & Sleepy Hallow Ink RCA Deal". HipHopDX. August 12, 2020. Retrieved August 15, 2020.
  16. "Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive". Billboard. August 12, 2020. Retrieved August 13, 2020.
  17. "Sheff G and Sleepy Hallow Announce RCA Records Partnership, Share New Song "Tip Toe"". Complex. Retrieved August 23, 2020.
  18. Cho, Regina (April 16, 2021). "Sleepy Hallow ventures into the year "2055" in new visual". Revolt. Retrieved July 16, 2021.
  19. "Gold & Platinum". RIAA. Retrieved November 30, 2021.{{cite web}}: CS1 maint: url-status (link)
  20. "Billboard 200: Week of October 23, 2021". Billboard. Retrieved October 19, 2021.
  21. "Top R&B/Hip-Hop Albums Chart: Week of October 23, 2021". Billboard. Retrieved October 19, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  22. "Top Rap Albums Chart: Week of October 23, 2021". Billboard. Retrieved October 19, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  23. "The ARIA Report: Week Commencing 30 August 2021". The ARIA Report. No. 1643. Australian Recording Industry Association. August 30, 2021. p. 6.
  24. "Billboard Canadian Albums: Week of August 28, 2021". Billboard. Retrieved August 24, 2021.
  25. "Album Top-40 Uge 34, 2021". Hitlisten. Retrieved September 1, 2021.
  26. "NZ Top 40 Albums Chart". Recorded Music NZ. August 30, 2021. Retrieved August 28, 2021.
  27. "Veckolista Album, vecka 34". Sverigetopplistan. Retrieved August 27, 2021.
  28. "American certifications – Sleepy Hallow". Recording Industry Association of America. Retrieved March 25, 2022.
  29. "Stream Sleepy Hallow's EP 'The Black House' f/ Sheff G and Jay Gwuapo". Complex. Retrieved June 14, 2021.{{cite web}}: CS1 maint: url-status (link)
  30. "Sleepy Hallow Announces Debut Album, Shares New "Chicken/Mi No Sabe" Video: Watch". Pitchfork. Retrieved June 14, 2021.{{cite web}}: CS1 maint: url-status (link)
  31. "Billboard 200 Chart: Week of June 19, 2020". Billboard. Retrieved June 14, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  32. "Top R&B/Hip-Hop Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  33. "Top Rap Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  34. "Canadian Albums Chart: Week of June 20, 2020". Billboard. Retrieved June 15, 2021.{{cite magazine}}: CS1 maint: url-status (link)
  35. Peak positions on the Hot 100:
  36. "ARIA Top 50 Singles Chart". Australian Recording Industry Association. August 9, 2021. Retrieved August 6, 2021.
  37. Peak positions on the Canadian Hot 100:
  38. "IRMA – Irish Charts". Irish Recorded Music Association. Retrieved July 24, 2021.
  39. "NZ Top 40 Singles Chart". Recorded Music NZ. August 23, 2021. Retrieved August 21, 2021.
  40. "Veckolista Singlar, vecka 34" (in Swedish). Sverigetopplistan. Retrieved August 27, 2021.
  41. "SLEEPY HALLOW & FOUSHEE | full Official Chart History". Official Charts Company. Retrieved June 15, 2021.{{cite web}}: CS1 maint: url-status (link)
  42. "Top 100 Singles, Week Ending 20 August 2021". Official Charts Company. Retrieved August 20, 2021.
  43. "ARIA Charts – Accreditations – 2022" (PDF). Australian Recording Industry Association. Retrieved April 4, 2022.
  44. "UK Certifications - Sleepy Hallow". Retrieved February 3, 2022.
  45. "New Zealand single certifications – Sleepy Hallow – 2055". Retrieved February 3, 2022.
  46. "Hot Singles Chart". The Official New Zealand Music Chart. Retrieved June 14, 2021.{{cite web}}: CS1 maint: url-status (link)
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