Drew Gregory

Drew Gregory shares music video for “This Side of the Dirt”

6 Time Alberta Country Music Award winner Drew Gregory Releases Music Video for “This Side of the Dirt”

Drew Gregory’s latest single, “This Side of the Dirt,” is a lively, uplifting country rocker that blends music, melodies, and instrumentation flawlessly. With a catchy dobro riff setting the tone, you can easily picture yourself cruising with the windows down and cranking the volume to sing along to this catchy tune.

Co-written with hit songwriter Wade Kirby (Blake Shelton, George Strait) and mixed by Grammy-winning engineer Chad Carlson (Taylor Swift), the release comes on the heels of his 6th Alberta Country Music Award for Horizon Male Artist of the Year.  Drew has won the Horizon Male Artist of the Year Award a total of four times (2015/2019/2022/2024), as well as winning Horizon Album of the Year in 2017 for “I Was There”, and Horizon Song of the Year for “Better in a Bar” in 2019.

Drew was born and raised in the heart of the Canadian prairies, where the rhythm of planting and harvesting on his fifth-generation family farm shaped his understanding of life’s ebb and flow. This grounded perspective ultimately found its way into the heart of his songwriting, infusing his music with down-to-earth charm, grit, and honesty.

Drew’s music reflects a genuine connection to his surroundings, blending modern country production with classic country storytelling to create a sound that is uniquely his own. His lyrics paint vivid pictures of everyday life, celebrating the highs and lows with equal sincerity, creating an instant bond with listeners. His distinctive sound and perspective have earned Drew a dedicated fanbase and numerous awards since he launched himself onto the Canadian country music scene.

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