NYC Artists Sleepy Hallow & Sheff G Team Up For New Video Single “Yes Freestyle”

Brooklyn superstars Sleepy Hallow and Sheff G have added another hit in their collaborative catalog for an exciting new video single, “Yes Freestyle” — out now via Winners Circle Entertainment/RCA Records. Widely hailed as one of Brooklyn’s artists to watch, the track marks Sleepy Hallow’s first release following May’s “Winners In Paris” (32M Streams) as well as February’s 112-sampling “Cupid’s Guidance” (28M Streams). An ode to 2000’s visual aesthetics and fashion, the new video for “Yes Freestyle” finds them adding to the long lineage of Sheff and Sleepy link ups, including “Tip Toe”, “Flows”, “Weight on Me”, “Breaking Bad (Okay)” and more. Drawing inspiration from pop stars like Ed Sheeran and Olivia Rodrigo as much as his early influences in Hip-Hop, Sleepy Hallow is ushering in a new era with “Yes Freestyle” (feat. Sheff G), continuing to showcase why Rolling Stone has hailed him as an artist who is “expanding the definition of drill rap.”

First exploding onto the national stage in 2020 with his RIAA Certified Platinum track “Deep End Freestyle” (600M Streams), Sleepy Hallow made his major label debut in 2021 with Still Sleep?, which charted in the Top 20 on Billboard and received praise from COMPLEX as a project that “sees Sleepy take a well-deserved victory lap.” The artist co-founded independent label Winners Circle Entertainment alongside fellow Brooklyn rap mainstay Sheff G and has continued to carve out his own lane as one of the scene’s rising stars ever since, receiving high honors from Billboard, HipHopDX, and BET as well as making appearances at Rolling Loud and Day N Vegas. Most recently, Sleepy Hallow made waves with 2023 album Boy Meets World, which featured the likes of Marshmello, Fivio Foreign, and Lil Tjay and boasted hit tracks “Die Young” featuring 347aidan (530M Streams) and “A N X I E T Y” featuring Doechii (124M Streams). With over 2.5 billion streams and 427 million video views worldwide, Sleepy Hallow is continuing to cement his name as one of rap’s breakout stars as he prepares to release even more music in 2024.

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