Sleepy Hallow Concerts Setlist

Originally from Jamaica, but raised in a Brooklyn neighborhood, Tegan Joshua Anthony Chambers, also known by his stage name, Sleepy Hallow, is a rapper known and very well respected within the hip-hop community. Sleepy Hallow caught the public's attention by creating a mixture of drill and trap, inserting also OG hip-hop elements, blending the modern and old-school eras of rap.

Growing up in Brooklyn, his childhood was not easy. At the early age of 12, Sleepy Hallow started rapping and got his name in the streets.

In 2018, he got famous with the song "Flows," featuring Sheff G. Then, in 2020, his song "Deep End Freestyle," with Fousheé, went platinum. In 2021, his song "2055" reached number 51 on the US Billboard Hot 100, his best-charting hit. He's currently signed to Winners Circle Entertainment and RCA Records.

Sleepy Hallow's other hit songs like "Breakin' Bad (Okay)," have millions of streams and views and made him increasingly popular in the streets of NYC.

Throughout many achievements and the daily struggle of trying to get himself a name in the world, Sleepy Hallow also got into some trouble, In 2023, he was indicted along with 32 other alleged gang members including Sheff G for a multitude of gang conspiracy charges. A few days after that, he announced on his Instagram that he was released on bail. Even with the legal issues, Sleepy Hallow kept dropping singles. In 2024, he released the single "Cupid's Guidance".