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Sleepy Hallow

Updated: Wikipedia source

Sleepy Hallow

Tegan Joshua Anthony Chambers, known professionally as Sleepy Hallow, is a Jamaican-American rapper and singer-songwriter who specializes in Brooklyn drill. Born in Jamaica, Chambers was raised in Flatbush, Brooklyn, New York City, alongside frequent collaborator and co-founder of Winners Circle Entertainment Sheff G. 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 verse on the Sheff G's 2019 single, "Flow". 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. His 2021 single, "2055" peaked at number 51 on the chart.

Infobox

Origin
Flatbush Brooklyn, New York City, U.S
Born
Tegan Chambers (1999-12-20) 20 December 1999 (age 25)Jamaica
Occupations
Rappersingersongwriter
Years active
2017–present
Website
winnerscirclestore.com
Labels
Winners CircleRCA
Genres
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Tables

List of studio albums, with selected chart positions, certifications and album names · Discography › Studio albums
US
US
Title
US
Album details
USR&B/HH
Peak chart positions
USRap
Peak chart positions
AUS
Peak chart positions
CAN
Peak chart positions
DEN
Peak chart positions
NZ
Peak chart positions
SWE
Still Sleep?
Still Sleep?
Title
Still Sleep?
Album details
Released: June 2, 2021 Label: Winners Circle, RCA Format: Digital download, streaming
Peak chart positions
16
Peak chart positions
10
Peak chart positions
9
Peak chart positions
90
Peak chart positions
15
Peak chart positions
38
Peak chart positions
39
Peak chart positions
50
Certifications
RIAA: Gold BPI: Silver MC: Gold RMNZ: Gold
Boy Meets World
Boy Meets World
Title
Boy Meets World
Album details
Released: September 15, 2023 Label: Winners Circle, RCA Format: Digital download, streaming
Peak chart positions
17
Peak chart positions
4
Peak chart positions
3
Peak chart positions
32
Peak chart positions
10
Peak chart positions
—
Peak chart positions
19
Peak chart positions
—
Read This When You Wake Up
Read This When You Wake Up
Title
Read This When You Wake Up
Album details
Released: December 13, 2024 Label: Winners Circle, RCA Format: Digital download, streaming
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
Peak chart positions
—
"—" denotes a recording that did not chart or was not released in that territory.
"—" denotes a recording that did not chart or was not released in that territory.
Title
"—" denotes a recording that did not chart or was not released in that territory.
Title
Album details
Peak chart positions
Certifications
US
USR&B/HH
USRap
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
RIAA: Gold BPI: Silver MC: Gold RMNZ: Gold
Boy Meets World
Released: September 15, 2023 Label: Winners Circle, RCA Format: Digital download, streaming
17
4
3
32
10
—
19
—
Read This When You Wake Up
Released: December 13, 2024 Label: Winners Circle, RCA Format: Digital download, streaming
—
—
—
—
—
—
—
—
"—" denotes a recording that did not chart or was not released in that territory.
· Discography › Mixtapes
US
US
Title
US
Mixtape details
USR&B/HH
Peak chart positions
USRap
Peak chart positions
CAN
Sleepy Hallow Presents: Sleepy for President
Sleepy Hallow Presents: Sleepy for President
Title
Sleepy Hallow Presents: Sleepy for President
Mixtape details
Released: June 5, 2020 Label: Winners Circle, Empire Format: Digital download, streaming
Peak chart positions
48
Peak chart positions
32
Peak chart positions
25
Peak chart positions
61
Title
Mixtape details
Peak chart positions
US
USR&B/HH
USRap
CAN
Sleepy Hallow Presents: Sleepy for President
Released: June 5, 2020 Label: Winners Circle, Empire Format: Digital download, streaming
48
32
25
61
List of singles, with selected chart positions, showing year released and album name · Discography › Singles › As lead artist
Title
Year
Peak chart positions
Certifications
Album
US
AUS
CAN
IRE
NZ
SWE
UK
WW
"Deep End Freestyle"(with Fousheé)
2020
80
—
69
—
—
—
93
—
RIAA: Platinum BPI: Silver RMNZ: Gold
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 RMNZ: 3× Platinum
"Die Young"(featuring 347aidan)
2022
60
38
15
—
—
—
45
—
RIAA: Platinum BPI: Silver MC: Platinum RMNZ: Gold
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)
45
14
25
12
5
28
15
21
RIAA: Gold MC: Platinum
"Winners in Paris"
2024
—
—
—
—
—
—
—
—
Read This When You Wake Up
"Calm 3"
2025
—
—
—
—
—
—
—
—
Non-album single
"—" 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 · Discography › Singles › As featured artist
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
· Discography › Other charted and certified songs
Title
Year
Peak chart positions
Certifications
Album
NZHot
"Breakin Bad (Okay)"(featuring Sheff G)
2019
—
RIAA: Gold
Don't Sleep
"Molly"(featuring Sheff G)
2020
—
RIAA: Platinum RMNZ: Gold
Sleepy Hallow Presents: Sleepy For President
"Weight On Me"(with Sheff G)
—
RIAA: Gold RMNZ: 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.
List of non-single guest appearances, with other performing artists, showing year released, certifications and album name · Discography › Guest appearances
Title
Year
Other artist(s)
Certifications
Album
"Flows"
2019
Sheff G
RMNZ: Gold
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

References

  1. "Die Young" did not enter the NZ Top 40 Singles Chart, but peaked at number five on the NZ Hot Singles Chart.
  2. "Die Young" did not enter the Swedish Singellista Chart, but peaked at number 17 on the Swedish Heatseeker Chart.
  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.
  4. "Marie" did not enter the NZ Top 40 Singles Chart, but peaked at number 16 on the NZ Hot Singles Chart.
  5. "Pain Talk" did not enter the NZ Top 40 Singles Chart, but peaked at number 24 on the NZ Hot Singles Chart.
  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
  7. "GBG" did not enter the NZ Top 40 Singles Chart, but peaked at number 25 on the NZ Hot Singles Chart.
  8. "Winners in Paris" did not enter the NZ Top 40 Singles Chart, but peaked at number 36 on the NZ Hot Singles Chart.
  9. "Calm 3" did not enter the NZ Top 40 Singles Chart, but peaked at number 37 on the NZ Hot Singles Chart.
  10. rcarecords.com
    https://winnerscirclestore.com/
  11. Genius
    https://genius.com/videos/Sheff-g-sleepy-hallow-break-down-the-meaning-of-flows
  12. RIAA
    http://www.riaa.com/gold-platinum/?share=21656&t=t
  13. Billboard
    http://www.billboard.com/articles/news/9433088/sleepy-hallow-sheff-g-rca-records-partnership
  14. Billboard
    https://www.billboard.com/music/rb-hip-hop/sleepy-hallow-september-rb-hip-hop-rookie-9632769/
  15. Sleepy Hallow & Sheff G Exclusive Interview How did they meet & more
    https://www.youtube.com/watch?v=EGcjVLwiXko
  16. LemonWire
    https://lemonwire.com/2018/05/04/shimmy-shimmy-ya-sheff-g-climbs-from-the-new-york-underground/
  17. HotNewHipHop
    https://www.hotnewhiphop.com/brooklyns-sleepy-hallow-drops-off-debut-project-dont-sleep-ft-sheff-g-new-mixtape.119724.html
  18. www.sonymusic.ca
    https://www.sonymusic.ca/press_release/winners-circle-entertainment-announces-partnership-with-rca-records-sheff-g-sleepy-hallow-release-new-record-tip-toe
  19. Pitchfork
    https://pitchfork.com/reviews/albums/sleepy-hallow-sleepy-for-president/
  20. Complex
    https://www.complex.com/music/2020/06/sleepy-hallow-sleepy-for-president
  21. Billboard
    https://www.billboard.com/charts/the-billboard-hot-100/2020-06-20
  22. HipHopDX
    https://hiphopdx.com/news/id.57299/title.ny-drill-stars-sheff-g-sleepy-hallow-ink-rca-deal
  23. Billboard
    http://www.billboard.com/articles/news/9433088/sleepy-hallow-sheff-g-rca-records-partnership
  24. Complex
    https://www.complex.com/music/2020/08/sheff-g-sleepy-hallow-rca-records-partnership-tip-toe
  25. Revolt
    https://web.archive.org/web/20210716182747/https://www.revolt.tv/platform/amp/new-music/2021/4/16/22388046/sleepy-hallow-2055-video
  26. RIAA
    https://www.riaa.com/gold-platinum/?tab_active=default-award&ar=Sleepy+Hallow&ti=2055&format=Single&type=#search_section
  27. REVOLT
    https://www.revolt.tv/article/2022-09-08/190846/sleepy-hallow-2-minutes-of-pain-song/
  28. Revolt
    https://www.revolt.tv/article/2022-11-02/250133/sleepy-hallow-marie-song/
  29. NBC New York
    https://www.nbcnewyork.com/news/local/crime-and-courts/nyc-rappers-sheff-g-and-sleepy-hallow-arrested-in-brooklyn-gang-bust/4338346/
  30. HipHopDX
    https://hiphopdx.com/news/sleepy-hallow-new-single-112-sampling-listen
  31. RCA Records
    https://www.rcarecords.com/news/sleepy-hallow-shares-new-single-winners-in-paris/
  32. NBC New York
    https://www.nbcnewyork.com/news/local/crime-and-courts/nyc-rappers-sheff-g-and-sleepy-hallow-arrested-in-brooklyn-gang-bust/4338346/
  33. AP News
    https://apnews.com/article/donald-trump-sheff-g-sleepy-hallow-south-bronx-4a8788eb6b07b9d561ce553b81d0347a
  34. Billboard
    https://www.billboard.com/charts/billboard-200/2021-10-23
  35. Billboard
    https://www.billboard.com/charts/r-b-hip-hop-albums/2021-10-23
  36. Billboard
    https://www.billboard.com/charts/rap-albums/2021-10-23
  37. australian-charts.com
    https://australian-charts.com/showinterpret.asp?interpret=Sleepy+Hallow
  38. Billboard
    https://www.billboard.com/charts/canadian-albums/2021-08-28
  39. "Album Top-40 Uge 34, 2021"
    http://hitlisten.nu/default.asp?w=34&y=2021&list=a40
  40. charts.nz
    https://charts.nz/showinterpret.asp?interpret=Sleepy+Hallow
  41. swedishcharts.com
    https://swedishcharts.com/showinterpret.asp?interpret=Sleepy+Hallow
  42. "American certifications – Sleepy Hallow"
    https://www.riaa.com/gold-platinum/?tab_active=default-award&ar=Sleepy+Hallow&ti=&format=&type=#search_section
  43. "British certifications – Sleepy Hallow"
    https://www.bpi.co.uk/brit-certified/
  44. "Canadian certifications – Sleepy Hallow"
    https://musiccanada.com/gold-platinum/?_gp_search=%20Sleepy+Hallow
  45. "New Zealand album certifications – Sleepy Hallow"
    https://www.radioscope.co.nz/2024/00/00/album-cert-search/
  46. "RCA Records: Sleepy Hallow Returns With New Album"
    https://www.rcarecords.com/news/sleepy-hallow-returns-with-new-album-read-this-when-you-wake-up/
  47. Billboard
    https://www.billboard.com/charts/billboard-200/2020-06-19
  48. Billboard
    https://www.billboard.com/charts/r-b-hip-hop-albums/2020-06-20
  49. Billboard
    https://www.billboard.com/charts/rap-albums/2020-06-20
  50. Billboard
    https://www.billboard.com/charts/canadian-albums/2020-06-20
  51. Pitchfork
    https://pitchfork.com/news/sleepy-hallow-announces-debut-album-shares-new-chicken-mi-no-sabe-video-watch/
  52. Billboard
    https://www.billboard.com/charts/hot-100/2020-06-20
  53. Billboard
    https://www.billboard.com/charts/canadian-hot-100/2020-06-20
  54. irish-charts.com
    http://irish-charts.com/showinterpret.asp?interpret=Sleepy+Hallow
  55. Official Charts Company
    https://www.officialcharts.com/artist/57851/sleepy-hallow-and-foushee/
  56. Billboard
    https://www.billboard.com/artist/doechii/chart-history/glo/
  57. "New Zealand single certifications – Sleepy Hallow"
    https://www.radioscope.co.nz/2024/00/00/single-cert-search/
  58. "ARIA Charts – Accreditations – 2022"
    https://www.dropbox.com/scl/fo/orr9fphn3kyhykimwm11l/AJgnk65H2gn9pbZqnwzHEtk/2022%20Accreds.pdf?rlkey=b5et6u9n5p7f3gkxgmqhivbyf
  59. Revolt
    https://www.revolt.tv/article/2022-05-26/170956/sleepy-hallow-die-young-song/
  60. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2022-06-03
  61. "Veckolista Heatseeker, vecka 22"
    https://www.sverigetopplistan.se/chart/215?dspy=2022&dspp=22
  62. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2022-09-16
  63. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2022-11-11
  64. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2023-06-02
  65. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2023-09-22
  66. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2023-09-15
  67. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2024-05-17
  68. "NZ Hot Singles Chart"
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2025-08-01
  69. Cite error: The named reference RMNZ was invoked but never defined (see the help page).
  70. The Official New Zealand Music Chart
    https://aotearoamusiccharts.co.nz/archive/hot-singles/2018-07-27
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