For nearly 40 years, Wendy Daniel has been one of the most influential figures behind the scenes of Alberta's country music industry. As the longtime Director of Marketing & Entertainment at Ranchman's, she's helped shape careers, launch artists, and build Ranchman's into the legendary venue known across North America as Canada's Greatest Honky Tonk.   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. Shop cowboyshit.ca

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. Shop all apparel at cowboyshit.ca

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. Shop all Cowboy Shit Apparel at cowboyshit.ca

Spencer Streichert has worn a lot of hats—athlete, rodeo bareback rider, actor, stuntman, and comedian. In this episode, he joins us to share laughs while opening up about some of the darkest chapters of his life—truly the art of finding light in difficult times. We hope you enjoy the conversation, and don’t forget to check out Spencer’s new comedy special “Cowboy #2,” available for free on YouTube. Trigger warning: This episode includes discussions of suicide and mental health. If you’re struggling, please call the mental health hotline at 811. You’re not alone. Find all apparel and episodes at cowboyshit.ca

Welcome back, returning guest of the show and friend, Corb Lund! Award-winning Canadian singer and songwriter is on a mission to stop new mines from happening in the Alberta Rockies to preserve the health of the environment. But this isn't all we touched on! Corb is on tour and has new music in the works; he's gotten married since he was last on in 2018! We have tons to catch up on Be sure to check out WaterNotCoal.ca and cowboyshit.ca

What if you built something so good… Your grandkids fought over it? This week on Cowboy Shit, Dave Munson, founder of Saddleback Leather Co., shares the wild story behind his 100-year brand, his near-death experiences, and why legacy beats success every time.

This week on Cowboy Sh!t, we’re joined by rodeo entertainer and barrelman Dave Whitmoyer. Dave has been entertaining rodeo crowds across North America since 2008, building a reputation as one of the best in the business. His resume includes 7× INFR Barrelman, 4× Northern Rodeo Association Finals Barrelman, and appearances at the 2016 First Frontier PRCA Circuit Finals and 2015 Montana PRCA Circuit Finals. He’s also been recognized as a Top 5 PRCA Comedy Act of the Year and is a 2024 nominee for PRCA Comedy Act of the Year and Coors Man in the Can. But when Dave isn’t traveling the country keeping rodeo fans laughing, you’ll find him back home in Montana. Dave and his wife Kelly live on a small farm in the Bitterroot Valley, where they’re raising their two daughters, a small herd of cows, and a variety of other farm animals. Proud native Montanans, they’re passionate about the western way of life and passing those values—and a love of the land—down to the next generation. In this episode, Dave shares stories from behind the barrel, life on the road as a rodeo entertainer, and what it means to balance the rodeo lifestyle with raising a family rooted in the western way of life. Check out all the latest cowboy shit at cowboyshit.ca

This week on Cowboy Shit, we’re joined by the unstoppable Niki Flundra, one of the top Liberty Horse Trainers and Performers in the equine industry, professional stuntwoman, elite rodeo entertainer, and clinician. From Hollywood sets like Shanghai Noon and hit series including Heartland and Hell on Wheels, to the biggest arenas in rodeo. 6 trips to the National Finals Rodeo, 14 to the Canadian Finals Rodeo, and 11 to the Calgary Stampede. Niki has built a career defined by grit, horsepower, and excellence. An 8-time consecutive Contract Act of the Year, she’s performed across North America, for national leaders, and even internationally, all while ranching in Southern Alberta with her husband, 3x Canadian Saddle Bronc Champion Dustin Flundra, and their three boys. We talk liberty horses, stunt work, rodeo life, motherhood, and what it truly takes to live this lifestyle. This one’s packed with heart, hustle, and real cowboy shit. Check out our apparel at cowboyshit.ca

We sit down with Kolton Schmidt, a 10-time Canadian Finals Rodeo qualifier and 3-time National Finals Rodeo qualifier, to talk about the adjustments that helped him elevate his game and punch his ticket to the NFR this past year. The 2013 Canadian Champion Team Roping Header shares how growing up in Barrhead, Alberta, learning from his father Ronald Schmidt and grandfather Leonard Schmidt, and later moving to Texas shaped his mindset and approach. From fine-tuning his roping to balancing family life, Kolton breaks down what it takes to keep evolving at the top level. Find all the sh!t at cowboyshit.ca

On this episode of Cowboy Shit, we’re joined by Filipe Masetti Leite—long rider, award-winning journalist, and the youngest person to cross the Americas on horseback. Over 8 years, Filipe rode more than 16,000 miles through 12 countries, traveling from Alaska to Ushuaia, Argentina with 11 different horses. Along the way, he faced extreme terrain, isolation, and moments that tested his will to continue. We talk about perseverance, resilience, leadership, and the powerful bond between humans and horses—plus what it takes to chase a dream when quitting feels easier. Filipe’s journey is now documented in his free film, The Long Rider, available on YouTube. This episode is a reminder that the long way is sometimes the only way worth taking. Visit cowboyshit.ca to shop