Given that his second name sounds like Halloween, Sleepy Hollow lightly spelled it. Hollow’s Inspiration Sleepy Hollow has been practicing his rapping skills by listening to various genres While Sleepy Hollow was shot in the leg, another young man with him was killed by gunfire.ĥ. Additionally, it was claimed that a gang member shot him after they let him go. At the age of 15, Sleepy Hollow was taken into custody for three weeks after being found in possession of marijuana by the authorities. When Sleepy Hollow was a teenager, he and Sheff G started getting into trouble together as his focus on school started to falter. The duo’s single Flows in 2020 became a viral hit. The tracks that they released were titled Disrespect and Haters Hurtin’ in the year 2017. To continue, Sheff G had become Sleepy Hollow’s collaborator in music. Because it was mostly Sheff G that describes the trouble when they are younger. The typical teenagers you see that constantly fighting with their fists, you can imagine them like that.īut well, not really. How these two became rivals in the first place is truly unbelievable. Now that the rapper’s journey had begun, he had met Sheff G, a young man who had a significant impact on his life in both childhood and musical development. Named Duo, Sheff G Sheff G had become Sleepy Hollow’s collaborator in music In May 2022, he released his single "Die Young", which features Canadian rapper 347aidan.Expert Tip: While working on the streets to support himself, he began his musical career.ģ. The single would be certified double platinum in March 2022.
In June 2021, he released his first studio album, Still Sleep? The album includes the single, "2055", which was released alongside a video that sees an animated Sleepy Hallow in an alternate, futuristic universe. Sleepy Hallow and Sheff G released the single "Tip Toe", produced by Great John. In August 2020, Winners Circle Entertainment started a partnership with RCA Records. The single has over 85 million streams and was certified gold by RIAA in August 2020. The mixtape featured the hit single "Deep End Freestyle" featuring Fousheé which peaked on the US Billboard Hot 100 chart at number 80 on June 20, 2020. In 2020, he released his second mixtape, Sleepy for President. In the same year, Winners Circle Entertainment was founded, with Sleepy Hallow as one of the first signees. In 2019, Sleepy Hallow released his debut mixtape, Don't Sleep.
He and Sheff G were signed to former NFL player, Junior Galette's music record label, Nula Entertainment from 2017 to 2018. He first met friend and collaborator Sheff G when the two were preparing to fight, but stopped when Sheff G was impressed with how Chambers carried himself. Chambers dropped out of school in the ninth grade. He later picked the name "Sleepy Hallow" as his rap name as that was his name in the streets. He is currently signed to Winners Circle Entertainment and RCA Records.Īs a child, Chambers immigrated from Jamaica to the Flatbush section of Brooklyn, New York City. In August 2021, his single "2055" peaked at number 51 on the US Billboard Hot 100, becoming his highest-charting song. In August 2020, his single "Deep End Freestyle" featuring Fousheé was certified platinum by the RIAA. In 2018, he had his first breakthrough viral single with "Flows", which also featured Sheff G. Originally from Jamaica, Chambers grew up in the Flatbush section of Brooklyn in New York City alongside frequent collaborator Sheff G.
Tegan Joshua Anthony Chambers (born December 20, 1999), known professionally as Sleepy Hallow, is an American rapper and singer.
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