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March 19th, 2025

Deirdre Lester: Redefining Western Sports & Entertainment Through Storytelling and Innovation

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Jennifer A. GarrettDeirdre Lester: Redefining Western Sports & Entertainment Through Storytelling and Innovation
  1. Deirdre Lester: Redefining Western Sports & Entertainment Through Storytelling and Innovation Jennifer A. Garrett 46:34

In this episode Deirdre Lester, a prominent leader in media and sports, shares her career journey from Fortune 50 companies to high-Growth startups and her current role at Teton Ridge. Deirdre discusses her experiences in male-dominated industries, emphasizing the importance of visibility and strong leadership. She outlines her vision for Teton Ridge’s role in transforming western sports and highlights upcoming initiatives, including the documentary series ‘Untamed’ and the American Rodeo. The conversation also delves into the impact of modern storytelling techniques and the acquisition of the Cowboy Channel. Deirdre offers valuable advice on career growth, leadership, and productivity.

 

Episode Highlights:

04:19 Leadership Lessons and Defining Moments

06:19 Challenges and Strategies in Male-Dominated Industries

10:46 Visibility and Career Advancement

15:29 Teton Ridge: Vision and Strategy

30:47 The American Rodeo and Future Plans

 

About Deirdre:

Deirdre Lester is the Chief Executive Officer of Teton Ridge, the first omnichannel media and entertainment company focused on different facets of the American West. In her role as CEO, Deidre oversees Teton Ridge’s Sports, Media, Entertainment, Lifestyle and Equine divisions. Prior to joining Teton Ridge, Ms. Lester was the Chief Executive Officer of Outsider, a lifestyle and media company that celebrates the American outdoors. She joined Outsider from Barstools Sports where she served as Chief Revenue Officer and scaled revenue exponentially, playing an instrumental role in the company’s rise by developing large scale partnerships across advertising, sponsorship and licensing. 

 

How to connect with Deirdre:

 


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Jen Garrett Branding Expert, Army Lawyer, and Podcast Host

Jennifer A. Garrett is an internationally recognized branding expert and creator of the Move the Ball movement who currently works with corporate executives and professional athletes (NFL, NBA, etc.) on creating powerful brands and using those brands to "move the ball" in business. Jen hosts the Move the Ball podcast, has seven college degrees, is an Army officer, is a mom of five, is a former Fortune 50 executive and is the author of the books: Move the Ball: How American Football Can Help You Achieve Your Life Goals and Dominate the Game: How Life Changes When You Show Up.

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