Drew Gregory

Hailing from the prairies, Drew brings an authenticity that resonates deeply with Canadian audiences. His sound blends traditional country storytelling with a contemporary edge—capturing small-town pride, blue-collar grit, and the kind of lived-in honesty that defines the genre. Whether delivering an anthemic crowd-raiser or a heartfelt ballad, he connects in a way that feels both personal and powerful.

Drew Gregory is a five-time Horizon Male Artist of the Year winner with Country Music Alberta, and a two-time YYC Male Artist of the Year and is celebrated for his authentic country sound rooted in small-town values and real-life experience. Raised in Standard, Alberta, Gregory brings the grit of farm life and the soul of country music together, creating songs that are heartfelt, relatable, and undeniably genuine.

Known for high-energy live shows and a warm, approachable stage presence, Drew has shared the stage with stars like Paul Brandt, Cody Johnson, Tenille Townes, Reklaws, and Jade Eagleson, to name a few. He’s a regular at major festivals, including Big Valley Jamboree, Country Thunder, and Dauphin Country Fest, and a staple at Nashville North during the Calgary Stampede.

His latest EP, One for the Road, showcases a new chapter in his sound—melding storytelling with modern production—while his newest single, Work in Progress, digs deep into themes of self-reflection and growth. With a growing catalogue and fan base, Drew Gregory continues to prove he’s one of Canada’s most compelling voices in country music today.

Drew’s performances are dynamic and engaging, driven by strong vocals, tight musicianship, and an undeniable stage presence. He understands how to read a room—building energy, drawing audiences in, and creating moments that feel tailor-made for a national broadcast. His songs celebrate Canadian life and landscapes, making him especially well-suited for a stage that honors the very best in homegrown country talent.

Beyond the music, Drew represents the next wave of Canadian country artists who are expanding the genre while staying true to its core. He bridges generations of fans, appealing to longtime country listeners and new audiences alike.

Highlights

• 5 x Country Music Alberta Horizon Male Artist of the Year (2015 / 2019 / 2022 / 2024 / 2025)
• 2 X YYC Inaugural Male Artist of the Year (2016, 2025)
• Country Music Alberta – Horizon Album of the Year – I WAS THERE (2017)
• Country Music Alberta – Horizon Song of the Year [BETTER IN A BAR written with Aaron Goodvin] (2019)
• Country Music Alberta - Horison Single of the year [One for the Road] (2026)
• Country Music Alberta - Song Writter(s) of the Year [WORK IN PROGRESS written with Wade Kirby] (2026)  
• CFCW – Country Music Alberta Spotlight Artist with Beer With Anyone (2021)
• Project Wild – TOP 3, $50,000.00 WINNER (2022)
• Over 24,000 ACCUMULATED SPINs at Canadian radio
• Over 2 MILLION DIGITAL STREAMS (Spotify, Apple Music, and Amazon)
• Over 400,000 ACCUMULATED YouTube video views
• Performed on Stampede City Sessions 2018 which was aired on KSPS Television and viewed by over 3.3 MILLION HOUSEHOLDS
• EP – GOOD PLACE TO START in June 2018, garnered a #1 PLACING ON ITUNES ON RELEASE DAY

Festival Highlights:  Big Valley Jamboree, Cavendish, Country Thunder Calgary, Country Thunder Arizona, Calgary Stampede, Dauphin Country Fest, CFR

Visit the Drew Gregory Website

Quinton Blair

Quinton Blair is no stranger to hard work—and that truth hits home in his newest single, Same Ole Shift. A country anthem for the working class, the track captures the daily grind with a nod to steel toes, early mornings, and the kind of tired that only comes from earning every dollar. Rooted in his prairie upbringing and blue-collar values, Blair delivers the song with the exact authenticity that’s made him a standout in Canada’s country music scene.

Blair’s deep connection to the land and lifestyle he sings about isn’t just for show. When he’s not on stage, you’ll find him in the roping pen or guiding horseback expeditions through Manitoba’s backcountry. That real-world grit bleeds into Same Ole Shift, making it more than a catchy tune—it’s a lived experience, set to a boot-stomping beat. Followed by is recent release of Outlaw in My Blood. “Outlaw in My Blood” is a gritty modern outlaw country anthem rooted in western storytelling and real-life experience. Driven by moody guitars, steady rhythm, and a weathered vocal, it tells the story of a man born for the backroads, the long haul, and a life lived outside the lines. Think Chris Stapleton , Cody Jinks , and classic outlaw country. Blair ’s accomplishments are a testament to his talent and hard work

Over the years, Quinton Blair has carved out a name as one of the country’s most genuine and hard-working artists. His accolades speak volumes: four-time MCMA Male Artist of the Year, four-time Roots Artist of the Year, and the 2023 MCMA Fans' Choice Award. He also took home Songwriter of the Year for “20 Dollar Bottle,” a heartfelt collaboration with Jason Blaine. These honours are backed by an ever-growing national fan base, fueled by relentless touring and a steady stream of new music.

Blair’s tours have taken him coast-to-coast, playing stages from BC to PEI—including a high-profile run with Tim and the Glory Boys on their Hometown Hoe-Down tour. Along the way, he’s shared the stage with some of country’s finest, including Corb Lund, Charlie Major, Bellamy Brothers, and Justin Moore, among others. Every show is a chance for Blair to bring his fiddle-driven, '90s-inspired sound to life, and Same Ole Shift fits right in—marrying the nostalgia of traditional country with a fresh, relatable edge.

With more new music in the works and momentum building around Same Ole Shift And Outlaw in My Blood, Quinton Blair continues to prove that he’s not just singing about country life—he’s living it. For fans who know the value of a hard day’s work and a song that tells it straight, Blair’s latest single is more than a track—it’s a soundtrack.

Highlights

• 2022, 2018, 2016, 2015 Manitoba Country Music Association's Roots Artist of the Year
• 2022, 2017 Manitoba Country Music Association's Male Artist of the Year
• 2022 Manitoba Country Music Association Faye Walker Songwriter of the Year - 20 Dollar Bottle
• Officially showcased at Canadian Country Music Week, Folk Alliance International, Manitoba Arts Network, Organization of Saskatchewan Arts Councils, Manitoba Music, and Manitoba Music Songwriter Camp
• Latest release 20 Dollar Bottle
• Notable performances Dauphin's Country Fest, Canada Day at the Forks, Canadian Country Music Week, Festival du Voyageur, Chinook Rodeo Association Finals, Time's Change(d) High and Lonesome Club, the Park Theatre, The Ironwood Stage and Grill, King Eddy, Big M Stampede, and many corn dog fairs and rodeos on the Prairies.
• notable artists supported Corb Lund, George Canyon, Charlie Major, Terri Clark, Doc Walker, Road Hammers, High Valley and many more.

Visit the Quinton Blair Website