Born in Jamaica and raised in Brooklyn, New York, Sleepy Hallow kicked off his musical career with a string of singles, demonstrating his kinship with local collaborator, Sheff G, on early tracks like "Disrespect" (July 2017) and "Haters Hurtin" (August 2017). At the forefront of Brooklyn's emerging drill scene, the duo's early material reconfigured the British drill beats of AXL and MKthePlug within a New York context, adding local slang and alternate flows to the U.K. style.