Sleepy Hallow has been staying busy lately. Fresh off his deluxe album release “Still Sleep?”, the Brooklyn Drill general has debuted an all-new mini-documentary with Spotify, as one of its RADAR artists for their emerging artists program. Only a year after founding his label, Winners Circle Entertainment — with his BK Drill counterpart Sheff G — Sleepy Hallow has been keeping the momentum going strong for the hard-hitting tandem.
Filmed at Winners Circle HQ and ATM Studios in New Jersey, Sleepy details his hoop dreams and growing up in Brooklyn, as we learn about his studio process and his longtime relationship with fellow rapper, Sheff G. Hearing from his label partners at the Winners Circle, Karel ‘White’ Jorge and Jeremy ‘Jerm’ Soto, they touch on Sleepy’s beyond-his-age wisdom, his uniquely singular melodic tone and natural ability in the booth and what the last year has been like since opening up their imprint label under RCA.
“If Sheff was sitting here right now, we’d be all cracking up. I’d be more turnt up. Bro’s gonna be home soon though man, so I got no choice but to just hold it down,” Sleepy Hallow says in a sombering moment in the doc about his close friend and collaborator Sheff G, currently in jail at Rikers Island.
Speaking on the doc, Sleepy told Hypebeast, “Make the money, never let the money make you.” Watch the mini-documentary by Spotify in the video above and stream Sleepy Hallow’s latest deluxe album, “Still Sleep?” here.