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Sleepy Hallow
Tegan Chambers, known professionally as Sleepy Hallow, is a Jamaican-American rapper and singer-songwriter who specializes in Brooklyn drill. Born in Jamaica, Chambers was raised in Flatbush, Brooklyn, New York City, alongside frequent collaborator and co-founder of Winners Circle Entertainment Sheff G. Signing with Winners Circle Entertainment in 2019, the label entered a joint venture with RCA Records the following year. Chambers first saw recognition for his verse on the Sheff G's 2019 single, "Flow". His 2020 single, "Deep End Freestyle" received platinum certification by the Recording Industry Association of America and marked his first entry on the Billboard Hot 100. His 2021 single, "2055" peaked at number 51 on the chart. From Wikipedia (
Songs See All
Albums
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Read This When You Wake Up 2024
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Boy Meets World 2023
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Still Sleep? 2021
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Sleepy Hallow Presents: Sleepy For President 2020
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DON'T SLEEP 2019
Singles & EPs See All
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Calm 3 Single • 2025
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Woke Up Single • 2025
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Girls Like Girls Single • 2025
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MARGARET Single • 2025
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Don't Sleep While It's Lit - Part 2 Single • 2024
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Don't Sleep While It's Lit - Part 1 Single • 2024
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All Mine Single • 2024
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Nostalgia (feat. Gray Hawken) Single • 2024
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Yes Freestyle (feat. Sheff G) Single • 2024
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Winners In Paris Single • 2024
Videos See All
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Die Young (Official Video) (feat. 347aidan) Sleepy Hallow • 36M views
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Sleepy Hallow - Lowkey (Lyric Video) Sleepy Hallow • 41M views
Featured on
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New York State of Mind Playlist • YouTube Music
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Laid-Back Hip Hop Playlist • YouTube Music
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Drill Team Playlist • YouTube Music
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Spilled Emotions Playlist • YouTube Music
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Alt Icons Playlist • YouTube Music
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Real Talk Playlist • YouTube Music
Playlists by Sleepy Hallow
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Sleepy Hallow Official Video Playlist Playlist • Sleepy Hallow • 1.6M views
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Read This When You Wake Up Playlist • Sleepy Hallow • 335K views
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