Who Is Sleepy Hallow? Age, Biography and Wiki
Sleepy Hallow, born on December 20, 1999, is a prominent American rapper and songwriter renowned for his unique sound that blends elements of hip-hop and drill. As of 2025, he is 25 years old. Growing up in Brooklyn, New York, Hallow emerged from the vibrant music scene, gaining attention for his engaging lyrics and distinctive style. He gained massive popularity with hits like "Deep End Freestyle" and continues to solidify his place in the music industry.
| Occupation | Songwriter |
|---|---|
| Date of Birth | December 20, 1999 |
| Age | 25 Years |
| Birth Place | Jamaica |
| Horoscope | Sagittarius |
| Country | Jamaica |
Popularity
Sleepy Hallow's Popularity over time
Height, Weight & Measurements
Sleepy Hallow stands at an approximate height of 5 feet 10 inches (178 cm) and weighs around 160 lbs (72 kg). His body measurements are typically fit, reflecting the active lifestyle he maintains. While specific measurements such as chest, waist, and bicep sizes are not publicly disclosed, it is evident that he takes care of his physical appearance, which complements his energetic performances in the music industry.
Family, Dating & Relationship Status
As of 2025, Sleepy Hallow's relationship status remains a topic of interest among fans. While he has kept details about his personal life private, rumors about potential girlfriends circulate from time to time. His dedication to his craft often leaves little room for stable relationship commitments, leading many to speculate about his dating life. His bond with family, particularly his support system, has played an essential role in shaping his career and overcoming challenges along his journey.
Net Worth and Salary
Sleepy Hallow has seen considerable financial success since the start of his career. In 2025, his estimated net worth is around $2 million. This income primarily stems from his music sales, streaming revenues, concerts, and brand partnerships. As his popularity continues to rise, his earnings are expected to grow, and fans remain eager to see how he will invest his wealth moving forward.
Career, Business, and Investments
Starting his career in the early 2020s, Sleepy Hallow garnered critical acclaim and a solid fanbase. His breakthrough came with the release of collaborative projects and singles that captured the essence of his artistic authenticity. In addition to his music career, he shows interest in diversifying his income through potential business ventures. Although specifics on investments remain undisclosed, it is likely that he engages in projects that align with his brand and resonate with his audience.
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 2019 single, "Flows" (with Sheff G).
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.
Social Network
Sleepy Hallow is active on various social media platforms, where he shares insights into his music, personal life, and experiences. As of 2025, he boasts millions of followers across platforms like Instagram, Twitter, and TikTok. His social media presence allows him to connect with fans, promote his music, and showcase his engaging personality, further solidifying his status as a beloved artist.
In May 2022, he released his single "Die Young", which features Canadian rapper 347aidan, and was considered the best Shortest Trend Song on Instagram in July 2023 according to YouTubers Jordan and Salish Matter, Peyton Delu, and the Royalty Family, as well as "one of the best songs on Spotify" by Kansas City Chiefs and Miami Dolphins receiver Tyreek Hill.
Education
While specific details about Sleepy Hallow's education are limited, it is known that his passion for music began at a young age. He honed his skills and developed his craft through dedication and self-learning in his formative years. As he continues to rise in the industry, the influence of his background and education can also be seen in his thoughtful lyrics and powerful storytelling.
As a child, Chambers immigrated from Jamaica to the Flatbush section of Brooklyn, New York City. Around the age of 12, he started to rap. He later picked the name "Sleepy Hallow" as his rap name as that was his name in the streets. Chambers dropped out of school in the ninth grade.
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.
