Sleepy Hallow’s voice is about as intimidating as they come – making his name’s allusion to the horrors of Sleepy Hollow more than well earned. This Brooklyn rapper was raised in Flatbush and has only recently emerged from the city streets that once got him into a whole lot of trouble -- including a three-week stay at a juvenile detention center. His breakthrough moment arrived with the success of his 2020 single “Deep End Freestyle”, but his unique gift for combining drill beats with softer melodies is what would set Sleepy Hallow apart from all the rest and lead to his ascendance as one of the most promising acts in all of rap. Want to learn more about his come-up? Then keep watching Before They Were Famous!