Sleepy Hallow
Tegan Joshua Anthony 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" (featuring Fousheé) received platinum certification by the Recording Industry Association of America (RIAA) and marked his first entry on the Billboard Hot 100. His 2021 single, "2055" peaked at number 51 on the chart.
Still Sleep?
- 2021-06-02T00:00:00.000000Z
DON'T SLEEP
- 2019-10-31T00:00:00.000000Z
Fightland
- 2025-11-06T00:00:00.000000Z
Fightland
- 2025-11-06T00:00:00.000000Z
Calm 3
- 2025-07-25T00:00:00.000000Z
Woke Up
- 2025-06-27T00:00:00.000000Z
MARGARET
- 2025-02-14T00:00:00.000000Z
All Mine
- 2024-10-18T00:00:00.000000Z
Similar Artists