Sleepy Hallow and Kyle Richh Connect on "Fine"

Sleepy Hallow is back home and he isn't wasting any time. According to HotNewHipHop, the Brooklyn rapper is currently in the middle of dropping a whole run of new music, and he just added to the pile. On Friday, August 14, 2026, he delivered his latest single, "Fine," recruiting fellow New York drill fixture Kyle Richh to share the booth. The track leans heavily into the familiar sonic architecture of the local scene, built on skittering hi-hats and heavy, sliding bass lines. Sleepy and Kyle Richh trade verses with a natural chemistry that makes the dark, aggressive drill template sound effortlessly catchy. They make this look easy. Spin the track below.