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“Sleepy Hallow doesn’t shy away from illustrating the uglier sides of life in his music. He knows his fans feel empowered by seeing other people go through the same struggles as them.” – Complex
“He is exactly what the drill scene has been missing.” – Earmilk
“Look for him to continue establishing his presence as an original voice in the New York rap scene when his upcoming project lands in full.” – HNHH
Today, Winners Circle Entertainment artist Sleepy Hallow releases his new album Boy Meets World via Winners Circle Entertainment/RCA Records.
Produced by Great John, Project Kidz, Nephxw and Marshmello, the 18-track album includes previously released RIAA Certified Gold single “Die Young” featuring 347aidan as well as “Pain Talk” featuring Lil TJay, “Good Girls Ain’t No Fun,” “GBG” featuring Marshmello and “For You” featuring TaTa. Check out the full tracklist below and listen to Boy Meets World HERE.
Sleepy Hallow is the most introspective we have ever seen him in Boy Meets World. He opens up about his mental health, the hardship he has faced in the past year as well as his unwavering friendship with labelmate Sheff G. The album’s highlight is “A N X I E T Y” featuring artist Doechii.
Using an interpolation of an art-pop hit from 2011, Sleepy raps “Fightin’ with my demons and my demons is winnin’ / I feel like, don’t nobody ever feel how I feel.”
While most drill rappers sample classic R&B songs to grasp a sense of nostalgia, Sleepy prefers obscure tracks that he finds at random.
He freestyles in a uniquely syrupy way, floating over melodic beats. This latest builds upon his previous discography and cements him as a mainstay in the drill rap space.
On top of that, Sleepy has accumulated multiple RIAA Certifications. His hit single “2055” has gone double Platinum, as has his “Deep End Freestyle” ft. Fou
