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Curated playlist

21st-century Canadian male singers

  • Drake (musician)Drake's 2006 mixtape Room for Improvement sold roughly 6,000 copies and earned him $304.04.
  • Neil YoungIn April 2026, Neil Young announced a new studio album called Second Song, and three of its tracks were songs he had written in 1963. They had remained unreleased ever since. That detail suits a man who has spent his career refusing to…
  • Leonard CohenLeonard Cohen once predicted, "I feel I have a huge posthumous career in front of me." He said it long before he died, and the forecast turned out to be sound. Cohen was a Canadian poet, novelist, singer and songwriter, and for much of his…
  • Justin BieberScooter Braun found Justin Bieber by clicking a YouTube video by accident. He had been searching for a different singer.
  • Shawn MendesShawn Mendes became known through a video that lasted six seconds. In 2013 he posted a cover of Justin Bieber's "As Long as You Love Me" on the app Vine. By the next day it had 10,000 likes and as many new followers. Mendes is a Canadian…
  • Finn WolfhardFinn Wolfhard landed the role of Mike Wheeler by sending in a video. He had spotted an open casting call and auditioned remotely. The part was on the Netflix series Stranger Things, which ran from 2016 to 2025 and made the young Canadian…
  • William ShatnerWilliam Shatner, the Canadian actor who captained the starship Enterprise as James T. Kirk, once threw a chair out of the Winner's Circle on a television game show. It happened in 1977 on The $10,000 Pyramid. Shatner was trying to steer…
  • The WeekndThe Weeknd is the stage name of Abel Tesfaye, a Canadian singer-songwriter born on the 16th of February 1990. The spelling is deliberate. Tesfaye chose the name because he had left home on a weekend, then dropped the last 'e' to avoid…
  • Bryan AdamsIn 1990, Bryan Adams sat down with two collaborators, Robert John "Mutt" Lange and Michael Kamen, and finished a song in a single 45-minute session. The song was "(Everything I Do) I Do It for You," and it went on to reach number one in at…
  • Chris JerichoChris Jericho began his run in the World Wrestling Federation with a ticking clock. For weeks in 1999, a countdown to the new millennium kept appearing on the company's programming. Jericho later said the idea came from a clock he had…
  • Paul AnkaPaul Anka, the Canadian singer, songwriter and actor born on the 30th of July 1941, made his career-changing trip to Manhattan in 1956 with $100 from his uncle. He carried a verse he had written and a plan to sing it for a record…

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