Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow,[2] is a Jamaican-American rapper who specializes in Brooklyn drill.
[3] Born in Jamaica, Chambers was raised in the Flatbush section of Brooklyn, New York City alongside frequent collaborator Sheff G.[4][5] Signing with Winners Circle Entertainment in 2019, the label entered a joint venture with RCA Records the following year.
[6] 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.
[20] The album includes the single, "2055", which was released alongside a video that sees an animated Sleepy Hallow in an alternate, futuristic universe.
[21] 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.
[23] 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.