Bailey grew up in Pasadena and Corner Brook, NL, moved to St. John’s to pursue his music and then on to Toronto, where he currently resides. He is a singer/songwriter, performs with a loop station to create his own harmonies and percussion.
He has performed in venues across Eastern Canada, from bars to theatres, arts centres to festivals. He was a finalist in season 7 of the Shot, part of The Songwriters’ Association of Canada’s Songbird North, and a guest on the National Collaboration for Youth Mental Health virtual conference.
Bailey has showcased at Canadian Music Week for 3 consecutive years and had a residency at
Middle 8 in Toronto. His single, “Again Today”claimed the #1 spot for two consecutive weeks on the Nationally Syndicated Radio Program East Coast Countdown. His first single “Lucky” was produced by Rob Wells, and “The Lucky” EP was produced by Dan Adams.
His two singles, “Theft” and “The Truth”, produced in Nashville with John Capek were released
in 2023. “Theft” received a Bronze Medal at the 2023 Global Music Awards. His latest single
“Now We Know” is set for release on May 2. His upcoming album produced by Rob Wells is
scheduled for release later in 2025.