Sleepy Hallow Isn't Slowing Down: “Dirty Dan” Sets the Stage for Still Sleep ??

Sleepy Hallow has another release on deck. The East Flatbush rapper is building toward his next project, Still Sleep ??, with “Dirty Dan,” a melodic new single and music video that keeps his unmistakable Brooklyn sound in rotation.
Still Sleep ?? is scheduled to arrive November 13 through Winners Circle and RCA Records. The project follows his 2021 breakthrough Still Sleep? and marks his first full-length release since 2024's Read This When You Wake Up, according to the label's announcement.
“Dirty Dan” finds Sleepy leaning into a hazy, synth-driven instrumental, balancing his relaxed delivery with lyrics about persistence and the pressure to keep moving forward. Its accompanying video shows the rapper enjoying a sunny afternoon around cars and friends.
The upcoming project is also set to include the recent singles “LOADED” and “Fine” featuring Kyle Richh. Together, the releases offer a preview of where Sleepy is taking his sound after a busy stretch of new music and performances.

Sleepy first broke through as one of Brooklyn drill's defining melodic voices, alongside longtime collaborator Sheff G. His catalog includes “2055,” “Deep End Freestyle” and the 2021 project Still Sleep?, whose commercial success helped bring his style to a much wider audience.
His music has also found new listeners through social platforms. The Doechii-assisted “Anxiety” gained renewed attention in 2025, demonstrating how a song can find a second life long after its original release.
For Sleepy Hallow, “Dirty Dan” is the latest step toward a project that revisits the title of his breakthrough album while pointing to a new chapter. Still Sleep ?? arrives November 13.
Promotional photograph: Peter Aboseff. Release information courtesy of Winners Circle and RCA Records.



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