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Cory Stewart Claims ‘I Shoulda Known Better’ with Biting and Bold New Pop Single

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Cory Stewart Claims ‘I Shoulda Known Better’ with Biting and Bold New Pop Single

TORONTO, ON (May 22 2024) - On May 31, 2024, Canadian pop artist Cory Stewart is set to release his bold and brassy new dance-pop single “I Shoulda Known Better”.  The new track is a followup to the first single ‘One More Day With You’ off his highly anticipated upcoming sophomore album.

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“I Shoulda Known Better” is a sassy and infectious anthem that delves into the complexities of a friendship gone sour. Delivering signature witty lyrics with a wink, the new track explores Stewart’s experience of deeply trusting a friend, despite the constant display of red flags and deceptive behaviour. Boasting sultry saxophone accents and a fresh modern melody, ‘I Shoulda Known Better’ examines the themes of self discovery and identity.

Produced by longtime collaborator and JUNO winner Gavin Bradley, “I Shoulda Known Better” showcases Stewart’s ongoing artist evolution, while further demonstrating the development of his signature unique sound. Speaking about the inspiration behind “I Shoulda Known Better”, Cory shares, “This song is about learning from your mistakes and trusting your instincts. Nothing stings more than experiencing betrayal or being deceived by someone you care for. I know people can relate to that. Ultimately, this track serves as a reminder to cherish the genuine connections in our life and to let go of those who don’t have our best interests at heart.”

Accompanying the release of “I Shoulda Known Better” is a brazen and eye-catching music video, produced, edited, shot, and directed by Stewart. Filmed in Canada’s beautiful cottage country, the video is set against several unique backdrops including an abandoned trailer and the famous Screaming Heads of Midlothian. Through the unforgettable visuals and spicy storytelling, Stewart’s music comes to life, offering viewers a glimpse into the struggle of his recent and very relatable life experience.

“I Shoulda Known Better” will be available on all streaming platforms on May 31, 2024, and supporters can pre-save today by visiting

About Cory Stewart:

Cory Stewart (The Orchard) has been described as a wickedly witty pop artist with a “smooth voice” (Billboard, 2020) who creates “fearless, unapologetic and relentlessly catchy” music (Canadian Beats, 2018). Cory has been a supporting act for several legendary artists including Boy George and Crystal Waters. Stewart’s debut album ‘TOV’ was released in January 2021, hitting #9 on the iTunes Pop Charts and receiving overwhelming praise from critics.

A Royal Conservatory of Music vocal program graduate, Stewart has been a songwriter and student of music since the age of seven, receiving accolades from numerous music festivals across Canada. Cory has also toured and performed in several countries around the world including Canada, Germany, the Netherlands and Austria.

Cory recently completed The QUEERANTINE North American tour for which he was recognized with an award from the 2022 Wavy Awards for his work in the Queer music community.












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