Sleepy Hallow

Baby I

Ashburn

An early pioneer of Brooklyn's drill scene, rapper Sleepy Hallow made his name with the iconic "Panic" set of singles, pushing the genre's sonics forward alongside close collaborator <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff G</a>. He broke through to mainstream audiences and chart success first with his 2020 single "Deep End Freestyle," then with the expanded production and songwriting of his 2021 debut studio album, Still Sleep?, and once more with 2022's "Die Young." In 2023 he released his second album, Boy Meets World, revealing even more of himself with emotionally naked lyricism and introspective looks at loss and mental health struggles. Tracks like "Winners in Paris" and "Yes Freestyle" appeared in 2024.

Born in Jamaica and raised in Brooklyn, New York, Sleepy Hallow kicked off his musical career with a string of singles, demonstrating his kinship with local collaborator <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff G</a> on early tracks like "Disrespect" (July 2017) and "Haters Hurtin" (August 2017). At the forefront of Brooklyn's emerging drill scene, the duo's early material reconfigured the British drill beats of AXL and MKthePlug within a New York context, adding local slang and alternate flows to the U.K. style. Together with DoubleG, the pair soon released the iconic single "Panic," which would become the first of a series as the rappers continued to develop their sonics. After closing out 2017 with "Saucin" and the collaboration "Glocc wit a Sticc," Sleepy joined with <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff</a> again in January the next year for "Attic," followed shortly by a second installment in the "Panic" series. Continuing to build his brand on bassy vocals and brutal imagery, the rapper moved through 2018 with a mix of solo and <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff G</a>-assisted singles, with a third release in the "Panic" series becoming the duo's biggest hit to date.

2019 saw Sleepy work heavily on two full-length projects, and he was featured seven times on <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff</a>'s debut, The Unluccy Luccky Kid, before issuing his own debut mixtape, Don't Sleep. While both tapes retained the pair's charisma and signature flows, they swerved significantly away from their drill roots, instead landing variably on the trap spectrum. While still primarily focused on trap, Sleepy's 2020 offerings were more diverse in their approach: both his second tape, Sleepy for President, and The Black House EP ranged from guitar-driven introspection to experimental drill styles. He soon found his biggest hit to date with "Deep End Freestyle," a minimal track that found international success through its use in viral video content. The newfound attention around the song led to Sleepy Hallow signing on with <a href="spotify:search:label%3A%22RCA%22">RCA</a>. 

Now backed by a major label, Sleepy began work on a proper studio album. Led by the hit single "2055," his full-length debut, Still Sleep?, arrived in June 2021, boasting elevated production and even more advances beyond the standard drill elements. It was also a commercial success, hitting number 16 on the Billboard 200 on its way to gold status. Sleepy returned to making singles with 2022's "Die Young." Featuring <a href="spotify:artist:0bBz5bRBkExaej2HxtVfCw">347Aidan</a>, the track appeared on Billboard's Hot Rap Songs chart. "2 Minutes of Pain" (with <a href="spotify:artist:78u1jLVBjPSXQVmHBV43yG">Alborosie</a>) and "Marie" were released that year, and "Pain Talk" (with <a href="spotify:artist:6jGMq4yGs7aQzuGsMgVgZR">Lil Tjay</a>) arrived in 2023. These singles set the scene for a second studio album, Boy Meets World, which was released in September of 2023. The album included appearances from <a href="spotify:artist:14CHVeJGrR5xgUGQFV5BVM">Fivio Foreign</a>, <a href="spotify:artist:4E2rKHVDssGJm2SCDOMMJB">Doechii</a>, <a href="spotify:artist:64KEffDW9EtZ1y2vBYgq8T">Marshmello</a>, and others, and rose to the number 17 slot on the U.S. Billboard 200 chart. Over the next year, Sleepy issued solo singles like "Cupid's Guidance" and "Winners in Paris," and he teamed up again with <a href="spotify:artist:1tG7s7S4sq2eFFW0QZyLbm">Sheff G</a> for 2024's "Yes Freestyle." ~ David Crone

INSTAGRAM

Sleepy Hallow: Complete Collection

Official Page for SleepyHallow - Winners Circle Entertainment Inc.

Read This When You Wake Up

Boy Meets World

Still Sleep? Album

From the EP "The Black House". Out now!
Stream: https://empire.ffm.to/blackhouse

The Black House

From the album "Sleepy For President". Out now!
Stream: https://empire.ffm.to/sleepyforpresident

Sleepy For President

Sleepy Hallow Release His Debut Album Don't Sleep with 14 Tracks.
Stream: https://empire.lnk.to/DONTSLEEP

Don't Sleep Album

Sleepy Hallow Official Video Playlist

SleepyHallowVEVO

Stream “Young & Dumb” Here: https://sleepyhallow.lnk.to/younganddumb
 
Follow Sleepy Hallow:
Instagram: https://www.instagram.com/_sleepyhallow_/
Twitter: https://x.com/whotfisyall_
TikTok: https://www.tiktok.com/@sleepyhallowx3?lang=en
Facebook: https://www.facebook.com/SleepyHallowOfficial/
https://www.stillsleep.com/

#SleepyHallow #WinnersCircle #YoungandDumb

Sleepy Hallow - Young & Dumb (Official Video)

Sleepy Hallow - Young & Dumb (Audio)

Stream “Baby I” Here: https://winnerscircle.lnk.to/BabyI
 
Follow Sleepy Hallow:
Instagram: https://www.instagram.com/_sleepyhallow_/
Twitter: https://x.com/whotfisyall_
TikTok: https://www.tiktok.com/@sleepyhallowx3?lang=en
Facebook: https://www.facebook.com/SleepyHallowOfficial/
https://www.stillsleep.com/
 
Follow Sheff G:
Instagram: https://www.instagram.com/sheff_g/
Twitter: https://x.com/SheffG83
TikTok: https://www.tiktok.com/@sheffgwc
Facebook: https://www.facebook.com/OfficialSheffG
https://sheffgwc.com

#SheffG #SleepyHallow #WinnersCircle #BabyI

Sleepy Hallow, Sheff G - Baby I (Official Video)

Stream “Lucky” Here: https://sleepyhallow.lnk.to/lucky
 
Follow Sleepy Hallow:
Instagram: https://www.instagram.com/_sleepyhallow_/
Twitter: https://x.com/whotfisyall_
Facebook: https://www.facebook.com/SleepyHallowOfficial/
TikTok: https://www.tiktok.com/@sleepyhallowx3?lang=en
https://www.stillsleep.com/
 
Follow Sheff G:
Instagram: https://www.instagram.com/sheff_g/
Twitter: https://x.com/SheffG83
TikTok: https://www.tiktok.com/@sheffgwc
Facebook: https://www.facebook.com/OfficialSheffG
https://sheffgwc.com
 
 
#SheffG #SleepyHallow #BaySwag #WinnersCircle #Lucky

Sheff G & Sleepy Hallow feat. Bay Swag - Lucky (Official Video)

Stream “Calm 3” Here: 
https://sleepyhallow.lnk.to/calm3

Follow Sleepy Hallow: 
Instagram: https://www.instagram.com/_sleepyhallow
Twitter: https://twitter.com/SleepyHallow83
Facebook: https://www.facebook.com/SleepyHallow
TikTok: https://www.tiktok.com/@sleepyhallowx3?lang=en

#SleepyHallow #Calm3 #rappers

Sleepy Hallow - Calm 3 (Official Video)

Stream “Calm 3” Here: 
https://sleepyhallow.lnk.to/calm3
 
Follow Sleepy Hallow: 
Instagram: https://www.instagram.com/_sleepyhallow_/ 
Twitter: https://twitter.com/SleepyHallow83
Facebook: https://www.facebook.com/SleepyHallowOfficial/
TikTok: https://www.tiktok.com/@sleepyhallowx3
Twitch: https://www.twitch.tv/sleepyhallow
 
#SleepyHallow #Calm3 #WinnersCircle

Sleepy Hallow - Calm 3 (Audio)

Stream “Woke Up” Here: 
https://winnerscircle.lnk.to/wokeup

Follow Sleepy Hallow: 
Instagram: https://www.instagram.com/_sleepyhallow
Twitter: https://twitter.com/SleepyHallow83
Facebook: https://www.facebook.com/SleepyHallow
TikTok: https://www.tiktok.com/@sleepyhallowx3?lang=en

Follow Sheff G: 
Instagram: https://www.instagram.com/sheff_g/
Twitter: https://twitter.com/SheffG83
TikTok: https://www.tiktok.com/@sheffgwc
Facebook: https://www.facebook.com/OfficialSheffG
Spotify: https://smarturl.it/SheffGSpPlaylist
Apple Music: https://smarturl.it/SheffGAM
SoundCloud: https://soundcloud.com/sheffgofficial

#SheffG #SleepyHallow #WinnersCircle #WokeUp

Sheff G & Sleepy Hallow - Woke Up (Visualizer)

Stream “Girls Like Girls” Here: 
https://sleepyhallow.lnk.to/girlslikegirls
 
Play "The Hallow Heist" now available on Fortnite: https://www.fortnite.com/@sony-ims/3567-1241-7926?lang=en-US
Island Code: 3567-1241-7926 
 
Follow Sleepy Hallow: 
Instagram: https://www.instagram.com/_sleepyhallow_/ 
Twitter: https://twitter.com/SleepyHallow83
Facebook: https://www.facebook.com/SleepyHallowOfficial/
TikTok: https://www.tiktok.com/@sleepyhallowx3
Twitch: https://www.twitch.tv/sleepyhallow

Directed and Produced by Sony Immersive Music Studios
 
#SleepyHallow #GirlsLikeGirls #Fortnite

Sleepy Hallow - Girls Like Girls (Official Video)

Stream “Girls Like Girls” Here: 
https://sleepyhallow.lnk.to/girlslikegirls

Follow Sleepy Hallow: 
Instagram: https://www.instagram.com/_sleepyhallow_/ 
Twitter: https://twitter.com/SleepyHallow83
Facebook: https://www.facebook.com/SleepyHallowOfficial/
TikTok: https://www.tiktok.com/@sleepyhallowx3
Twitch: https://www.twitch.tv/sleepyhallow

#SleepyHallow #GirlsLikeGirls #Fortnite

Sleepy Hallow

Read This When You Wake Up

Boy Meets World

Still Sleep? (Deluxe)

Still Sleep?

Sleepy Hallow Presents: Sleepy For President

DON'T SLEEP

Baby I

Fightland

Lucky (feat. Bay Swag)

Calm 3

Woke Up

Girls Like Girls

MARGARET

Don't Sleep While It's Lit - Part 2

Don't Sleep While It's Lit - Part 1

All Mine

Rockstar Junkie

Rockstar Junkie

Perfect Storm

Perfect Storm: Sorry 4 The Rain

This Is Sleepy Hallow

Sleepy Hallow Radio

This Is Frequency

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