In this episode of Cowboy Sh!t, Wendy shares stories from almost four decades at the heart of Calgary's western and country music scene. From the early days of Ranchman's and the artists who got their start on its stage, to the challenges of navigating closures, ownership changes, and preserving the soul of an iconic western institution, Wendy has seen it all.

We talk about her recent induction into the Country Music Alberta Hall of Fame, the honour of having the Wendy Daniels Stage named after her, and what it takes to build a lasting legacy in the music business. Wendy also gives us an inside look at one of the biggest transitions in Ranchman's history as the legendary Macleod Trail location prepares for its final chapter before moving into its brand-new home at Ranchman's Village in 2027.

This episode is proudly sponsored by Ranchman's. As Ranchman's prepares for its next chapter and a new home in 2027, its commitment to western heritage, live music, and the cowboy way of life remains stronger than ever. We hope you enjoy the episode.

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Caitlyn Stenberg is widely considered their "rodeo mom” — a title she’s earned through years of supporting athletes, building community, and giving back to the sport she loves. After being diagnosed with Multiple Sclerosis (MS) in 2018, Caitlyn faced a life-changing challenge that only strengthened her determination to make a difference.

Since her diagnosis, she has become a passionate advocate for MS awareness and fundraising, using her platform to educate others and support those affected by the disease. One of her most impactful initiatives is the annual Caitlyn Crusaders Bronc Match, a unique event that brings together the rodeo community to raise funds and awareness while celebrating the spirit of western sports.

In this episode, Caitlyn shares her journey from diagnosis to advocacy, the lessons she’s learned through resilience, and how the rodeo community has rallied around her mission. We also discuss this year’s Caitlyn Crusaders Bronc Match, taking place June 19 in Pilot Butte, and why this event has become such an important cause for so many people.

Whether you're involved in rodeo, know someone living with MS, or simply appreciate stories of perseverance and community, this is a conversation you won’t want to miss.

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Country music’s fastest-rising traditionalist, Drake Milligan joins the podcast to talk about his breakout journey from small-town Texas to national stardom. Known for his electrifying mix of classic country swagger and rock ’n’ roll energy, Drake first captured audiences portraying Elvis Presley on CMT’s Sun Records before becoming a fan favorite and finalist on America’s Got Talent. Since then, he’s built a rapidly growing career with chart-topping hits, sold-out tours, and his acclaimed new album Tumbleweed. In this conversation, Drake opens up about life on the road, songwriting, the resurgence of traditional country music, and what’s next as he takes his music around the world.

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