This week, I’m joined by Tiah DeGrofft, the first-ever female president of the iconic Pendleton Round-Up. Tiah has lived nearly every chapter of Round-Up tradition: from growing up in the grandstands to serving as a princess, queen, board member, and eventually president of one of the most historic rodeos in the world.

In this episode, we talk about the depth of community behind the Pendleton Round-Up, what it really takes to run a legacy event, and the leadership lessons Tiah has learned along the way. She shares what her background in sports marketing and the PGA Tour taught her about rodeo as a business, why hospitality is the best ROI, and how Round-Up’s 1,200+ volunteers make it all possible.

We also dive into her favorite rodeos, what every event can do to create a memorable experience, and how women can relentlessly pursue big dreams without giving up their seat at the table.

Resources & Links:

Connect with Tiah:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this solo episode, I’m talking about something most of us wrestle with at some point: when is it okay to quit? Whether it’s a book, a job, a goal, or a season of life, knowing when to push through and when to let go isn’t always clear, and it’s something I’ve been navigating personally.

I share the story of a book that triggered way more introspection than I expected, and how that led to deeper questions around alignment, identity, and even whether I still want to say yes to speaking gigs. 

This is a conversation about redefining what resilience looks like, checking in with your gut, and giving yourself permission to pivot, even if it means walking away from something you once wanted.

Resources & Links:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, I’m joined by Karoline Rose Bohannan, founder of KRose Company, Cattleman U, The Rancher’s Daughter, North Fork Fizz, and co-owner of Bohannan Cattle Company. 

In this episode, Karoline and I talk about growing up in a family full of hustle, learning how to lead without micromanaging, and building multiple companies that blend tradition with innovation. From launching a dirty soda shop in Montana to buying 30,000 feeder calves a year with her dad, Karoline shares what it really takes to chase ideas, manage people, and lead with intention.

She talks candidly about what it takes to be a true visionary, how she decides which ideas are worth pursuing, and the leadership lessons she’s learned along the way. We also cover hiring, hustle culture, entrepreneurial identity, and making time for what actually matters.

Resources & Links:

Connect with Karoline:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this week’s episode, I’m joined by Kelli LeClair, founder of Heritage Style, ranch wife, mom, and the queen of building a loyal community through business. Kelli has grown her jewelry brand with grit, heart, and zero shortcuts, turning Instagram lives into real relationships and consistent connections into lasting success.

We talk about how she started Heritage Style as a side hobby (while selling farm equipment by day), what the move from Texas to Wyoming taught her, and how she’s grown a loyal customer base without chasing trends or playing the influencer game. Kelli shares how she balances trade shows, mom life, and ranch life, plus the mindset shifts that helped her stay positive through hard seasons.

This one’s full of wisdom for business owners, boutique brands, and anyone looking to build something of their own, without selling out.

Resources & Links:

Connect with Kelli:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this solo episode, I'm sharing a story I've never told publicly before. It's about a terrifying experience that pushed me to the edge, changed how I define "hard," and taught me what truly matters.

It starts with a burst blood vessel in my eye (twice) and ends with me realizing just how much strength we find when we're backed into a corner. Through all the fear, uncertainty, and horror-movie-level side effects, I came away with one thing: perspective.

Most of the things we call "hard," like awkward emails, new projects, and tough conversations, aren't actually hard. They're just unfamiliar. And once you've faced something truly difficult, you stop being afraid of the little stuff. We can find strength in ourselves to face anything. 

Resources & Links:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

I’m excited to be joined by Western artist Gina Teichert, a Nevada-born, California-based painter whose work blends tradition, fashion, and a little Clint Eastwood attitude. Her story is a perfect example of what happens when the West meets big-city energy and creativity, and of how art can bridge worlds that don’t always meet.

Gina and I talk about what it means to tell the story of the West through art, how the Coors Young Guns shows create space for new voices (and new collectors!), and why she believes the romance of the West is worth preserving, even if some parts of the myth need rewriting. We also touch on her modeling career, her deep respect for ranch women, and how her upbringing in Elko shaped the kind of artist (and human) she is today.

If you’ve ever wondered how art fits into agriculture, or why telling the story of our rural life visually still matters in a digital world, this episode will give you a fresh, thoughtful perspective.

Resources & Links:

Connect with Gina:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week, I’m joined by Wyatt Wentz, rodeo videographer, storyteller, and lifelong stock contractor’s son whose passion for Western sports runs deep. If you’ve watched any of the big rodeos in the Northwest lately, there’s a good chance you’ve seen his work.

We talk about how Wyatt got started and how he’s grown a full-time career in video since 2020. We hear why his passion isn’t necessarily for content or camera gear, but for rodeo itself. His story is a reminder that you don’t have to be loud to make an impact, and that starting small can lead to something big.

Wyatt also shares the lessons he’s learned behind the lens, why his ultimate goal is to produce full-scale rodeos with Western music events included, and how people like Randy Quartieri helped him bet on himself when it would’ve been easier to play it safe. If you’ve ever been afraid to go all in on your own path, this is the episode for you!

Resources & Links:

Connect with Wyatt:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this solo episode, I’m talking about something that feels a little old-school these days: loyalty. We live in a world of next-day shipping, bargain shopping, and endless options. While convenience is great, I believe loyalty is better. Loyalty builds trust, creates long-term relationships, and pays off in ways that cheap never will.

I share personal stories about the Chevron crew that’s serviced my car for over a decade, why my family drives hours to work with one specific salesperson, and why I’ll never go to a different hairstylist. These aren’t just transactions, they’re relationships. And those relationships have brought me peace of mind, priority service, and people who genuinely care.

Whether you’re a business owner trying to build a loyal customer base or a consumer wondering if that extra $20 is worth it, this episode is a reminder that loyalty always pays off in the long game.

Resources & Links:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

I'm so excited for this week's episode! I'm joined by Kylie Epperson: entrepreneur, speaker, coach, founder of Farmwives Club, and host of the Boldly Grounded podcast. If you've ever struggled with identity, burnout, or finding your voice in the chaos of farm life, this conversation is going to feel like a big exhale.

Kylie shares the behind-the-scenes journey of building Farmwives Club from a deeply personal season of postpartum anxiety, unmet expectations, and a whole lot of self-doubt. We talk about worthiness, motherhood, redefining ambition, and why investing in ourselves as rural women is not only important, but essential.

She opens up about how one retreat changed her entire career path, what it's like hosting a 200-woman event in small-town Missouri, and the ROI of investing in spaces where women can feel seen, supported, and celebrated. Whether you're knee-deep in farm chores, raising babies, building a brand, or doing all of the above, Kylie's bold honesty and warmth will resonate deeply.

Resources & Links:

Connect with Kylie:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices

This week on the podcast, I'm joined by one of the most respected leaders in Western sports, Linsay Rosser Sumpter, Commissioner of the Women's Rodeo Championships. Linsay has literally done it all: athlete, coach, producer, secretary, marketer, stock contractor, and now a trailblazer in creating real opportunities for women in rodeo.

In this episode, Linsay shares her rodeo roots (shoutout to the legendary Cotton Rosser), how she became commissioner of one of the fastest-growing rodeo events in the world, and why she believes innovation and inclusion are key to the future of the sport. We talk about breakaway roping, equal payouts, fan experience, and how Linsay balances deep respect for rodeo's heritage with a clear vision for what's next.

We also dive into topics like animal welfare, Title IX, competing rodeo calendars, and what the rodeo industry can learn from women's basketball and even Taylor Swift. Linsay holds nothing back, and her passion for the sport, its athletes, and the next generation is contagious.

Resources & Links:

Connect with Linsay:

Connect with Jessie:

Be sure to subscribe/follow the show so you never miss an episode! 

Learn more about your ad choices. Visit megaphone.fm/adchoices