Sleepy Hallow Lyrics – All Songs & Albums

143 American Rapper

Tegan Joshua Anthony Chambers (born December 20, 1999) was born in Jamaica, but raised in the Flatbush area of Brooklyn, New York, United States. He is an American rapper making Brooklyn drill music. He is professionally known as Sleepy Hallow. His musical journey gained significant momentum alongside frequent collaborator Sheff G. Sleepy Hallow catapulted to fame with his breakout viral sensation "Deep End Freestyle," which captured the attention of audiences worldwide, particularly on the platform TikTok. This success marked the onset of his musical ascent, further solidified by the release of his debut album, "DON'T SLEEP," on October 31st, 2019.

Notably, Sleepy Hallow's collaboration with Sheff G on the track "Flows" in 2018 marked his initial breakthrough into the music scene. The subsequent year saw the formation of Winners Circle Entertainment, with Sleepy Hallow being among its inaugural signees. His musical evolution continued with the release of his debut mixtape, "Don't Sleep," in 2019, followed by his sophomore effort, "Sleepy for President," in 2020. The latter featured the chart-topping single "Deep End Freestyle," which garnered widespread acclaim, achieving gold certification from the RIAA.

In 2021, Sleepy Hallow reached another milestone with the release of his first studio album, "Still Sleep?," featuring the hit single "2055." This track not only peaked at number 51 on the US Billboard Hot 100 but also attained double platinum status by March 2022. His subsequent releases, including the single "Die Young" featuring 347aidan, further solidified his place in the music industry, earning accolades such as recognition as the best Shortest Trend Song on Instagram.

However, Sleepy Hallow faced legal challenges in 2023, being indicted on a range of charges linked to gang activity. Despite this setback, he made a triumphant return to the music scene with his second studio album, "Boy Meets World," following his release from jail on September 15, 2023. Notable tracks from this album include "GBG" featuring Marshmello and "Anxiety" featuring Doechii. Continuing his musical journey, Sleepy Hallow released the single "Cupid's Guidance" on February 13, 2024, showcasing his resilience and unwavering dedication to his craft. Browse A to Z all Sleepy Hallow Lyrics, songs, and albums below.