Shad Reflects on Beating Drake at the Junos and Finding His Own Lane in Hip-Hop

On the latest episode of 'The Almanac of Rap,' the Canadian rapper reflects on a career-defining win, carving out his place in hip-hop, and the process of reinvention.

Donwill Donwill
Faybeo'n Mickens Faybeo'n Mickens
Photo illustration by Kaushik Kalidindi for Okayplayer.

Juno Award-winning Canadian rapper and broadcaster Shad joins Donwill for a long-overdue conversation that spans music, media and creative growth. Speaking on The Almanac of Rap, Shad opens up about everything from freestyling in London, Ontario to winning a Juno Award over Drake, and carving out a career in a country with a very different hip-hop ecosystem. Shad breaks down:

  • His journey from freestyling in London to becoming a Juno Award-winning artist, and beating Drake in the process.

  • Your Boy Tony Braxton and why artists should never “disrespect the music.”

  • Hosting Hip-Hop Evolution and interviewing icons like Dolly Parton and Norm Macdonald.

Listen to The Almanac of Rap on all major podcast platforms, including Apple Podcasts and Spotify, and subscribe on YouTube to watch full episodes each week.

Listen to The Almanac of Rap on Spotify

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drake podcasting the almanac of rap podcast juno awards home featured home hip-hop evolution featured podcasts donwill shad

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