Overview
- Chuck Timely & the Hourglass was released on Aug. 7, 2026 and is issued by Polydor.
- Pillsbury said he resisted label pressure to bring in established hitmakers and instead convinced the company to let him work with longtime collaborators Mason Stoops and Taylor Mackall.
- Many songs grew from informal jam sessions with Stoops and Mackall, and pillsbury singled out “Good Thing” as a track that came together in roughly an hour during one of those sessions.
- The album includes the lead single “High Hopes 3000,” which has reached No. 94 on the Billboard Hot 100, and Role Model also made the record’s TV debut by performing “Harmony” on The Tonight Show.
- Early reviews note a stylistic shift toward Americana and a less claustrophobic look at singledom, and Pillsbury has said the Chuck framing is a representational device rather than a formal concept album.