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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:
Sleepy Hallow Says Kendrick Lamar's 'good kid, m.A.A.d city' Had Profound Impact On Him
News | Dec 2, 2021, 9:42 AM PST
Sleepy Hallow Lets The Ladies Know He 'Luv Em All' In New Music Video
News | Nov 2, 2021, 11:33 AM PDT
BLEU Wins Best New Hip Hop Artist + Toosii & Sleepy Hallow Show Off BET Cypher Skills
Editorials | Oct 10, 2021, 1:10 PM PDT
2021 HipHopDX Rising Star Sleepy Hallow Drops Deluxe Edition Of 'Still Sleep?'-Featuring ‘2055’
News | Oct 8, 2021, 12:04 PM PDT
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New Music Friday - New Albums From Don Toliver, Sleepy Hallow, Alchemist, Lute + More
News | Oct 7, 2021, 9:33 PM PDT
Sleepy Hallow Drops Touching Skid Row Video + Foogiano Features on Zaytoven's 'Pack Just Landed Vol. 3'
Editorials | Sep 19, 2021, 11:00 AM PDT
Yung Bleu, Flo Milli, DDG, 42 Dugg + More: Why 2021 DX Rising Stars Are The Best New Rappers
Editorials | Sep 5, 2021, 1:30 PM PDT
New Music Friday - New Singles From Gunna, Rod Wave, Sheff G, Swae Lee + More
News | Aug 19, 2021, 9:33 PM PDT
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Sheff G & Sleepy Hallow Are Ready To 'Run It Up'
Videos | Aug 18, 2021, 11:56 AM PDT
Sleepy Hallow Doesn't Quite Wake Up His Detractors On 'Still Sleep?'
Reviews | Aug 5, 2021, 3:05 PM PDT