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Hailing from Edmonton, Alberta, Dempsey Bolton is a self-produced indie pop and R&B artist known for crafting intimate, melodic songs that fuse concrete pop hooks with warm, soulful vocals. With a background rooted in DIY production, Bolton’s music spans emotive storytelling and polished arrangements. This page highlights his biography, discography, and upcoming tour information so you can secure your seats and catch him live.
Onstage company
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From the release of Monochrome in 2020 to the 2025 Deluxe edition of I’m Not Sad, U Are, Bolton has earned recognition, including a YYC Music Award for Pop Single of the Year for \"Couple Minutes.\" His live appearances in Calgary—such as the May 2, 2025 Calgary King Eddy show for an album release and the Acoustic Afternoons on August 30, 2025—along with a 2025 Sled Island festival appearance, showcase his evolving artistry on stage. Follow his journey and stay connected through his official channels.
The essentials
The records
The hits
From the release of Monochrome in 2020 to the 2025 Deluxe edition of I’m Not Sad, U Are, Bolton has earned recognition, including a YYC Music Award for Pop Single of the Year for \"Couple Minutes.\" His live appearances in Calgary—such as the May 2, 2025 Calgary King Eddy show for an album release and the Acoustic Afternoons on August 30, 2025—along with a 2025 Sled Island festival appearance, showcase his evolving artistry on stage. Follow his journey and stay connected through his official channels.
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