Sleepy Hallow released STILL SLEEP ?? on Friday, November 13, 2026, a 23-track album on Winners Circle Entertainment and RCA Records that runs just under 55 minutes. The Brooklyn rapper’s first full-length since Read This When You Wake Up in December 2024, the album is a sequel in spirit to his 2021 breakthrough Still Sleep?, and it carries guest appearances from Davido, DDG, Loe Shimmy and Kyle Richh. The full sequence is listed on the album Apple Music page, and iimiTV covered the road here with the STILL SLEEP tracklist earlier this week.
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STILL SLEEP Tracklist Rewards The Long Rollout
Twenty-three tracks is a big swing, and the album is sequenced to carry it. “Lonelee” opens the record and “Nonchalant” follows, before the preview single “Dirty Dan” lands at track four. Much of the back half was already familiar to listeners before release day: “Young & Dumb,” which received its official video on April 24, 2026, sits at track 14, “Fine” featuring Kyle Richh follows at track 15 with its own video from August 14, and “Jorgi” is confirmed at track 17. “Calm 3” dates back to a single release in July 2025, while “Log Out Freestyle” and “Change Your Life” are among the titles confirmed on the album listing. Six of the 23 songs carry a guest, a deliberate balance for an artist whose records usually rest on his own voice.
The Singles Inside Were Already Working
A good share of STILL SLEEP ?? was already in the world before November 13, which is part of why the album landed as a confirmation rather than an introduction. “Young & Dumb” had been building since its official video on April 24, 2026, and “Fine” with Kyle Richh had its own video moment on August 14. “Calm 3” stretches back to July 2025, giving the album a thread to the run that produced Read This When You Wake Up. “Win,” his collaboration with DDG, is among the confirmed titles, and the two-minute “Log Out Freestyle” keeps a short, sharp burst of pure rapping inside a record that mostly moves at a melodic pace. Heard together, the pre-released songs explain the album shape: short tracks, most under three minutes, stacked until the sheer number of them becomes the statement.
Davido And DDG Widen The Guest List
The features map the reach Sleepy Hallow now works with. Davido brings the album an Afrobeats headliner, DDG and Loe Shimmy connect it to the current American rap conversation, and Kyle Richh is a hometown Brooklyn pairing on “Fine.” Annalise Azadian and ffawty round out the credited guests. None of it changes the centre of the record: Sleepy Hallow low, melodic delivery over production that floats more than it stomps, the style that turned him from a local name into a national one while keeping his writing personal and unhurried.
The Road From Still Sleep To STILL SLEEP
The title is doing real work. Still Sleep? introduced Sleepy Hallow to the Billboard 200 at No. 16 in 2021, and Boy Meets World followed at No. 17, before Read This When You Wake Up closed 2024 as a 20-song set dated December 12. The new album rollout was patient by modern standards: “Dirty Dan” arrived on October 30, 2026 with its official video the same day, produced by FNZ, Khaled Roahim and OhRoss, and built on what HotNewHipHop described as a spacey, dreamy, atmospheric instrumental under his bounce. That floatier take on his sound runs through the full album, which plays less like a sequel chasing the first record energy and more like an artist checking in five years later with the same name on the door and a bigger house behind it. STILL SLEEP ?? is streaming now on all major platforms.
