Photo of Diana Bailey
musicDiana Bailey
music
Original Music
placeCalgary
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Singer/Songwriter
Indie Rock
Soul
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0 Events Performed
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About
Diana Bailey blends indie rock grit with powerful, soul-driven vocals
Diana Bailey is a Toronto-born singer-songwriter whose music carries the stamp of everywhere she’s ever called home. From the restless energy of Austin, TX to the manic street sermon of Vietnam, hers is a sound shaped by starting over. The result is an indie rock that feels both intimate and expansive — threaded with pop hooks, gigantic vocals, and swamp country storytelling. With her textured, unapologetically emotional voice and songs balancing , Diana has drawn comparisons to the confessional fire of Alanis Morissette, and the sharp melodic edge of Letters to Cleo. Her songs balance vulnerability and brooding edge, pairing diary-dirt honesty with soaring choruses that demand to be sung out loud. She has released two EPs so far — Sympathizer and One Weird Trick, plus a third on the way and a litany of singles— every release showcasing her knack for crafting cathartic anthems and slow-burn ballads. Whether she’s unpacking heartbreak, displacement, or hard-won self-awareness, Diana Bailey writes with a fearless clarity that turns personal upheaval into communal release.
Highlights
Art type: Live Music
Music type: Original Music
What this Artist plays most of the time
Genre: Singer/SongwriterIndie RockSoul
Home base: Calgary
Appeals most (but not limited) to:
Top Venues Performed/Exhibited *
Düsseldorf Craft Beer Festival
2019/07
Amuse Festival, Nieuwplatz
2025/10
Bangkok Kicks Fest
2017/03
* Unverified
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