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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 Newest Releases

ELI FROSS - THE BOOK OF ELI

WITH THE SMASH HITS Steppas Freestyle Growing Up Gangster Mad Max & Gangway Featuring Sleepy Hallow Lil Zay Osama Bankroll Buna .

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SLEEPY HALLOW - THE BLACK HOUSE EP

Feat. Sheff G x Jay Gwuapo

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SHEFF G - JUST 4 YALL

Featuring Sleepy Hallow King Von Lil Tjay Jay Critch Rich The Kid & Eli Fross.

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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 - Luv Em All

Director: Diesel
Filmz Editor: Jay Kastle
Artist: Sleepy Hallow

Winners Circle Coolest

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 - Break From It 

Directed by Ryan Dylan Selkirk (Aylo)
 
Animation - Owen Khang
 
Compositing/Animation - Timmy O'Sullivan & Thomas Ritson

Background Artist - Nhung Tran

Cleanup Artist - Amber Kovacs (VoltaicTiger) & Scarlett Ainsworth

Concept & Character Artist - Meli Sosa
 
Colorist - Emily Arlin Finch (Arlin) & Brandon Noble