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Originally from Jamaica, Sleepy Hallow grew up in Flatbush, Brooklyn getting into trouble as a juvenile. Although as a kid he always did well in school. In 2018 he had his first breakthrough viral single with "Flows,” which also featured Sheff G. In August 2020, his single "Deep End Freestyle '' featuring Fousheé was certified platinum by the RIAA. More recently, Sleepy’s single "2055" peaked at number 53 on the Billboard Hot 100 Chart, becoming his highest-charting song thus far. He is currently signed to Winners Circle Entertainment and RCA Records. In 2021, he was selected as a HipHopDX Rising Star.
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Sleepy Hallow is from Jamaica. He moved to America when he was in grade school.
Yes. According to Sheff G, originally him and his friends planned to jump Sleepy Hallow after school when they were kids. However, he liked the way Sleepy Hallow stood up for himself and they became friends afterwards. The two both signed to the same record label, RCA in 2020 and are frequent collaborators. In 2021, Sleepy Hallow was selected as a HipHopDX Rising Star.
According to Audible Treats, Sleepy Hallow’s name plays on the headless horseman in the gothic literature “Sleepy Hollow,” which comes from his own haunting world on the block in Brooklyn.
Sleepy Hallow is 21 years old. He will be 22 on December 20, 2021.
Sleepy Hallow has one daughter named Melina.
Sleepy Hallow made his name with the iconic "Panic" set of singles. He helped push the Brooklyn-drill genre forward alongside close collaborator Sheff G. He became mainstream and had chart success with his 2020 single "Deep End Freestyle."
Real name: Tegan Joshua Anthony Chambers
Aliases:
Sheff G & Sleepy Hallow Indicted On Conspiracy Charges
News | May 16, 2023, 2:40 PM PDT
Brooklyn Drill Rapper Sleepy Hallow Released From Prison
News | Feb 14, 2023, 4:08 AM PST
New Music Friday: New Singles From Lil Peep, NLE Choppa, BROCKHAMPTON + More
News | Nov 3, 2022, 11:09 PM PDT
Sleepy Hallow Involved In Chair-Throwing Brawl In New Jersey Restaurant
News | Jun 27, 2022, 7:56 AM PDT
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New Music Friday - New Singles From Kanye West & XXXTENTACION, Calvin Harris, Young Thug & Dua Lipa + More
News | May 26, 2022, 9:19 PM PDT
Maxo Kream Gives A$AP Rocky Parenting Advice + Explains How His Daughter Loves Pooh Shiesty
News | Apr 2, 2022, 11:42 AM PDT
Fousheé Talks Sleepy Hallow & TikTok 'Deep End' Saga + Channeling Frank Ocean During BUKU 2022
News | Mar 30, 2022, 2:27 PM PDT
Eli Fross & Sleepy Hallow Hold It Down For Sheff G With 'Steppas Freestyle' Video
News | Jan 5, 2022, 12:43 PM PST
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Morray, BLEU, Blxst, 42 Dugg + More: The 2021 DX Rising Stars Wrap-Up
News | Dec 31, 2021, 12:07 AM PST
Sleepy Hallow Supports Winners Circle Rapper Eli Fross' 'The Book Of Eli' Mixtape
News | Dec 16, 2021, 9:34 AM PST