Winners Circle Entertainment is the first label to prioritize NYC drill artists. Currently home to the winners rising stars Sheff G, Sleepy Hallow, Eli Fross, and Super Producer Great John on The Beat by The Way. Between them they have 960+ Million Streams on all DSPs,1.3 Billion Impressions and 120 Millions Views on YouTube. In 2020 they announced a partnership with RCA Records. Sheff G, Sleepy Hallow, and Eli Fross are NYC’s big 3 with their defining sounds complimenting each other perfectly. Tracks like Tip Toe, No Suburban, Picasso, No Adlibs, and Deep End Freestyle which is certified platinum ,have helped catapult themselves to the next level. In 2021, Winners Circle is leading the charge fordrill music.

Stream Winners Circle Newest Releases

ELI FROSS - THE GOLDEN CHILD

Featuring Sleepy Hallow Fredo Bang and Leaf Lzz .

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SLEEPY HALLOW - STILL SLEEP? (DELUXE) 

Featuring Sheff G Eli Fross Coi Leray Skillibeng Chucky73 and Casper Magico

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SHEFF G - FROM THE CAN

Featuring Sleepy Hallow Fivio Foreign Rowdy Rebel A-Boogie Wit Da Hoodie Polo G Jay Bezzy.

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Pushing Hip Hop to the Next Level

Sleepy Hallow Dates

SATURDAY APRIL 30TH - SUNY CORTLAND - CORTLAND, NY SLEEPY HALLOW

FRIDAY MAY 6TH - QUEENS COLLEGE - QUEENS, NY SLEEPY HALLOW ONLY

THURSDAY JUNE 9TH - CONEY ISLAND - BROOKLYN, NY JAY BEZZY + ELI FROSS + SLEEPY HALLOW

 FRIDAY JULY 1ST - WIRELESS FESTIVAL - LONDON, UK SLEEPY HALLOW

MONDAY JULY 4TH - WIRELESS FESTIVAL - LONDON, UK SLEEPY HALLOW

 THURSDAY JULY 7TH - ROLLING LOUD PORTUGAL SLEEPY HALLOW

 FRIDAY JULY 16 - 17TH - BREAKOUT FESTIVAL - CANADA SLEEPY HALLOW

 FRIDAY JULY 22 - 24 - ROLLING LOUD MIAMI SLEEPY HALLOW

Sleepy Hallow - Die Young

Director: Picture Perfect
Film by Nimihendrix
Artist: Sleepy Hallow Ft. 347Aidan

Winners Circle Archives 

SLEEPY HALLOW - SLEEPY FOR PRESIDENT

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SHEFF G - ONE AND ONLY

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SLEEPY HALLOW - DONT SLEEP

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Sheff G

Blending the sonics of Chicago and U.K. drill with his own material, rapper Sheff G was one of the core figures in the creation of New York's drill crowd.

Sheff G - No Remorse  

Directed + Edited by Ryan Dylan Selkirk (Aylo) 

Edit/Vfx by omgyourson

Additional Footage by Kirby Kurve 

Title Design by Timmy O'Sullivan

Special thanks to Haitian Picasso