Sleepy Hallow is a Jamaican American rapper based in Brooklyn, New York. He was born in Jamaica, in 1999 as Tegan Chambers. He moved to the United States when he was in grade school and he settled in New York, where he would soon enter the rap scene. His music inspiration comes from Kendrick Lamar, Biggie, Drake and J. Cole, among others. In 2017, Sleepy started his career, appearing on Sheff G’s track “Panic”. In January 2018, Sheff G’s released another song “Automatic” alongside Sleepy. The music video of the song has more than 210 thousand of views. In 2018, Sleepy released his first solo single “Better Than Us” via T2MB entertainment. In 2019, Sleepy released his debut album “Don’t Sleep”, produced by Winners Circle Entertainment/ Empire. It featured appearances from Sheff G and ABG Neal. Sleepy Hallow’s official YouTube has over 26 millions views and more than 76 thousand subscribers.