Sleepy Hallow, born Tegan Chambers, emerged from Brooklyn’s drill scene with a distinct blend of gritty lyricism and melodic hooks. His career took off in 2019 after linking with producer Great John, who crafted the minimalist, bass-heavy beats that became Sleepy’s signature. The breakout single “Flows” showcased his effortless flow and streetwise storytelling, quickly gaining traction locally. By 2020, his collaboration with Sheff G on “Panic Part 3” solidified his place in New York’s rap resurgence, blending drill’s raw energy with his own laid-back charisma.

As his reputation grew, Sleepy Hallow’s 2021 mixtape *Still Sleep?* further proved his versatility, mixing drill anthems with introspective tracks. Viral hits like “2055” and “Deep End Freestyle” amplified his reach, landing him on national charts and playlists. His ability to balance hard-hitting bars with catchy melodies set him apart, while collaborations with artists like Fivio Foreign and Polo G expanded his audience. Major label interest followed, and Sleepy’s consistent output—coupled with his authentic Brooklyn roots—cemented his status as a rising star in hip-hop.

Sleepy Hallow Rapper’s Net Worth in 2025

As of 2025, Sleepy Hallow’s estimated net worth is around $1.5 million. His wealth primarily stems from his successful music career, including streaming revenue, live performances, and collaborations. While exact figures aren’t publicly disclosed, industry estimates reflect his growing influence in hip-hop.

Sleepy Hallow Rapper’s Career

Sleepy Hallow rose to fame with his breakout hit “Deep End Freestyle” and has since solidified his place in Brooklyn’s drill scene. Known for his melodic flow and gritty lyrics, he’s collaborated with artists like Sheff G and dropped successful projects like “Still Sleep?” His consistency keeps him relevant in a competitive industry.

Sleepy Hallow Rapper’s Other Ventures

Beyond music, Sleepy Hallow has explored brand partnerships and merchandise, though details remain scarce. Like many artists, he likely earns from endorsements and social media, but his primary focus stays on music. Diversification could further boost his income in the future.

Sleepy Hallow Rapper’s Assets

Sleepy Hallow keeps his assets private, but it’s safe to assume he owns luxury items common among rappers, like jewelry and designer clothes. Real estate holdings haven’t been confirmed, but his net worth suggests investments in property or vehicles are plausible.

Sleepy Hallow Rapper’s Annual Income

Sleepy Hallow’s annual income fluctuates but likely ranges between $300,000 to $500,000, mainly from music sales, shows, and features. Streaming platforms and YouTube contribute significantly, while touring and merch sales add supplemental revenue.

Frequently Asked Questions about  Sleepy Hallow Rapper

What is Sleepy Hallow’s net worth in 2023?

As of 2023, Sleepy Hallow’s estimated net worth is around $1 million, primarily earned through his music career, streaming revenue, and live performances.

How does Sleepy Hallow make his money?

Sleepy Hallow earns money through music sales, streaming platforms (like Spotify and Apple Music), YouTube revenue, live performances, brand endorsements, and merchandise sales.

What is Sleepy Hallow’s most popular song?

One of Sleepy Hallow’s most popular songs is “Deep End Freestyle,” which went viral on TikTok and helped boost his career significantly.

Is Sleepy Hallow signed to a record label?

Yes, Sleepy Hallow is signed to Winners Circle Entertainment (WCE) and has a distribution deal with RCA Records.

How did Sleepy Hallow become famous?

Sleepy Hallow gained fame through his unique drill-influenced sound and viral hits like “Deep End Freestyle,” which gained traction on social media platforms.

What is Sleepy Hallow’s real name?

Sleepy Hallow’s real name is Tegan Chambers.

Where is Sleepy Hallow from?

Sleepy Hallow is from Brooklyn, New York, and is associated with the Brooklyn drill music scene.

Does Sleepy Hallow have any collaborations with other artists?

Yes, Sleepy Hallow has collaborated with artists like Fivio Foreign, Sheff G, and Eli Fross, among others.

Has Sleepy Hallow faced any legal issues?

Sleepy Hallow has had minor legal issues related to his past, but he has largely focused on his music career in recent years.

What are Sleepy Hallow’s future projects?

While exact details may vary, Sleepy Hallow is expected to release new music and possibly an album, continuing his rise in the hip-hop scene.