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Sleepy Hallow
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	Hip hop Brooklyn drill
Occupations	Rapper songwriter
Years active	2017–present
Labels	Winners Circle RCA
Website	winnerscirclestore.com

Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow, is a Jamaican-American rapper who specializes in Brooklyn drill. Born in Jamaica, Chambers was raised in the Flatbush section of Brooklyn, New York City alongside frequent collaborator 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 2019 single, "Flows" (with Sheff G). 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.

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 U.S. 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, and 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 “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". On May 8, 2024, he released single "Winners In Paris".

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.

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

• Read This When You Wake Up (2024)

Mixtapes

Singles

As lead artist

As featured artist

Other charted and certified songs

Guest appearances

Notes

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. "Anxiety" did not enter the Billboard Hot 100, but peaked at number three on the Bubbling Under Hot 100 chart.
9. "Anxiety" did not enter the NZ Top 40 Singles Chart, but peaked at number four on the NZ Hot Singles Chart.
10. "Winners in Paris" did not enter the NZ Top 40 Singles Chart, but peaked at number 36 on the NZ Hot Singles Chart.

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. Lee, Cydney (September 21, 2021). "Sleepy Hallow: September's R&B/Hip-Hop Rookie of the Month". Billboard. Retrieved November 30, 2021.
10. Sleepy Hallow & Sheff G Exclusive Interview How did they meet & more, November 2, 2019, retrieved November 30, 2021
11. Romaker, Ian (May 4, 2018). "Shimmy Shimmy Ya – Sheff G climbs from the New York underground". LemonWire. Retrieved August 15, 2020.
12. "Brooklyn's Sleepy Hallow Drops Off Debut Project "Don't Sleep" Ft. Sheff G". HotNewHipHop. November 2019. Retrieved August 13, 2020.
13. "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.
14. "Sleepy Hallow: Sleepy For President". Pitchfork. Retrieved August 13, 2020.
15. "Listen to Sleepy Hallow's Project 'Sleepy for President'". Complex. Retrieved August 13, 2020.
16. "The Billboard Hot 100 Chart". Billboard. Retrieved August 13, 2020.
17. "NY Drill Stars Sheff G & Sleepy Hallow Ink RCA Deal". HipHopDX. August 12, 2020. Retrieved August 15, 2020.
18. "Winner Circle Entertainment's Sleepy Hallow & Sheff G Announce Partnership With RCA Records: Exclusive". Billboard. August 12, 2020. Retrieved August 13, 2020.
19. "Sheff G and Sleepy Hallow Announce RCA Records Partnership, Share New Song "Tip Toe"". Complex. Retrieved August 23, 2020.
20. ^ Cho, Regina (April 16, 2021). "Sleepy Hallow ventures into the year "2055" in new visual". Revolt. Archived from the original on July 16, 2021. Retrieved July 16, 2021.
21. "Gold & Platinum". RIAA. Retrieved November 30, 2021.
22. "Sleepy Hallow narrates "2 Minutes of Pain" in latest single". REVOLT. Retrieved December 4, 2022.
23. Cho, Regina (November 2, 2022). "Sleepy Hallow drops new "Marie" single". Revolt. Retrieved November 3, 2022.
24. Santia • •, Marc (May 16, 2023). "NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust". NBC New York. Retrieved May 17, 2023.
25. "Sleepy Hallow Gets 'Cupid's Guidance' On New 112-Sampling Single". HipHopDX. February 15, 2024. Retrieved May 24, 2024.
26. "SLEEPY HALLOW SHARES NEW SINGLE "WINNERS IN PARIS"". RCA Records. Retrieved May 24, 2024.
27. Santia • •, Marc (May 16, 2023). "NYC Rappers Sheff G and Sleepy Hallow Arrested in Brooklyn Gang Bust". NBC New York. Retrieved May 19, 2023.
28. Peaks on the Billboard 200:
    • Still Sleep?: "Billboard 200: Week of October 23, 2021". Billboard. Retrieved October 19, 2021.
    • Boy Meets World: "Billboard 200: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
29. 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.
    • Boy Meets World: "Top R&B/Hip-Hop Albums Chart: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
30. Peaks on the US Top Rap Albums:
    • Still Sleep?: "Top Rap Albums Chart: Week of October 23, 2021". Billboard. Retrieved October 19, 2021.
    • Boy Meets World: "Top Rap Albums Chart: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
31. Peaks in Australia:
    • Still Sleep?: "The ARIA Report: Week Commencing 30 August 2021". The ARIA Report. No. 1643. Australian Recording Industry Association. August 30, 2021. p. 6.
    • Boy Meets World: "ARIA Top 50 Albums Chart". Australian Recording Industry Association. September 25, 2023. Retrieved September 22, 2023.
32. "Billboard Canadian Albums: Week of August 28, 2021". Billboard. Retrieved August 24, 2021.
    • Boy Meets World: "Billboard Canadian Albums: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
33. "Album Top-40 Uge 34, 2021". Hitlisten. Retrieved September 1, 2021.
34. Peaks in New Zealand:
    • Still Sleep?: "NZ Top 40 Albums Chart". Recorded Music NZ. August 30, 2021. Retrieved August 28, 2021.
    • Boy Meets World: "NZ Top 40 Albums Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
35. "Veckolista Album, vecka 34". Sverigetopplistan. Retrieved August 27, 2021.
36. ^ "American certifications – Sleepy Hallow". Recording Industry Association of America. Retrieved February 10, 2023.
37. ^ "Canadian certifications – Sleepy Hallow". Music Canada. Retrieved December 21, 2023.
38. "RCA Records: Sleepy Hallow Returns With New Album". RCA Records. Retrieved December 20, 2024.
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. "Sleepy Hallow Announces Debut Album, Shares New "Chicken/Mi No Sabe" Video: Watch". Pitchfork. May 26, 2021. Retrieved June 14, 2021.
44. Peak positions on the Hot 100:
    • "Deep End Freestyle": "Hot 100 Chart: Week of June 20, 2020". Billboard. Retrieved July 27, 2021.
    • "2055": "Hot 100 Chart: Week of August 28, 2021". Billboard. Retrieved August 24, 2021.
    • "Die Young": @billboardcharts (June 6, 2022). "@SleepyHallow83's "Die Young," featuring @347Aidan, debuts at No. 60 on this week's #Hot100" (Tweet). Retrieved June 7, 2022 – via Twitter.
45. Peaks in Australia:
    • "2055": "ARIA Top 50 Singles Chart". Australian Recording Industry Association. August 9, 2021. Retrieved August 6, 2021.
    • "Die Young": "ARIA Top 50 Singles Chart". Australian Recording Industry Association. June 13, 2022. Retrieved June 10, 2022.
    • "Anxiety": "The ARIA Report: Week Commencing 25 September 2023". The ARIA Report. No. 1751. Australian Recording Industry Association. September 25, 2023. p. 4.
46. Peak positions on the Canadian Hot 100:
    • "Deep End Freestyle": "Canadian Hot 100 Chart: Week of June 20, 2020". Billboard. Retrieved July 27, 2021.
    • "2055": "Canadian Hot 100 Chart: Week of August 21, 2021". Billboard. Retrieved August 17, 2021.
    • "Die Young": "Canadian Hot 100 Chart: Week of June 11, 2022". Billboard. Retrieved June 7, 2022.
    • "Anxiety": "Canadian Hot 100 Chart: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
47. "Discography Sleepy Hallow". irish-charts.ie. Retrieved November 12, 2022.
48. "NZ Top 40 Singles Chart". Recorded Music NZ. August 23, 2021. Retrieved August 21, 2021.
49. "Veckolista Singlar, vecka 34" (in Swedish). Sverigetopplistan. Retrieved August 27, 2021.
50. "SLEEPY HALLOW & FOUSHEE | full Official Chart History". Official Charts Company. Retrieved June 15, 2021.
51. ^ "British certifications – Sleepy Hallow". British Phonographic Industry. Retrieved June 2, 2024. Type Sleepy Hallow in the "Search BPI Awards" field and then press Enter.
52. "ARIA Charts – Accreditations – 2022" (PDF). Australian Recording Industry Association. Retrieved April 4, 2022.
53. Cho, Regina (May 26, 2022). "Sleepy Hallow gets introspective in new "Die Young" single". Revolt. Retrieved May 26, 2022.
54. "NZ Hot Singles Chart". Recorded Music NZ. June 6, 2022. Retrieved June 4, 2022.
55. "Veckolista Heatseeker, vecka 22". Sverigetopplistan. Retrieved June 3, 2022.
56. "NZ Hot Singles Chart". Recorded Music NZ. September 19, 2022. Retrieved September 17, 2022.
57. "NZ Hot Singles Chart". Recorded Music NZ. November 14, 2022. Retrieved November 12, 2022.
58. "NZ Hot Singles Chart". Recorded Music NZ. June 5, 2023. Retrieved June 3, 2023.
59. ^ "NZ Hot Singles Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
60. "NZ Hot Singles Chart". Recorded Music NZ. August 21, 2023. Retrieved August 19, 2023.
61. "Bubbling Under Hot 100: Week of September 30, 2023". Billboard. Retrieved September 26, 2023.
62. "NZ Hot Singles Chart". Recorded Music NZ. May 20, 2024. Retrieved May 17, 2024.
63. "NZ Hot Singles Chart". Recorded Music NZ. September 25, 2023. Retrieved September 23, 2023.
64. "Hot Singles Chart". The Official New Zealand Music Chart. Retrieved June 14, 2021.

External links

• Sleepy Hallow at IMDb 

• 1999 births
• Living people
• 21st-century African-American musicians
• 21st-century American male singers
• 21st-century American singers
• 21st-century American rappers
• East Coast hip-hop musicians
• Rappers from Brooklyn
• 21st-century Jamaican male singers
• African-American male rappers
• American male rappers
• African-American songwriters
• American male songwriters
• Jamaican emigrants to the United States
• Jamaican male rappers
• Jamaican male songwriters
• Gangsta rappers
• Drill musicians
• Trap musicians
• Songwriters from New York (state)
• Crips
• Brooklyn drill musicians