Unlocking Moves

Kurt Wilkin

(WARNING: May offend listeners of boring business podcasts.) Business leaders love to tell their success stories; but reality is complicated! Stumbles, mistakes, & battle scars catapult professional & personal growth. Successful leaders know exactly the pivotal moves that unlocked their true potential. Unlocking Moves features candid conversations with some of the nation's smartest entrepreneurs, so you can identify when & where to make your move. Veteran entrepreneur & best-selling author Kurt Wilkin shares key moments with the unscripted, irreverent approach that fueled his 30-year career.

  1. The Brutal Reality of Entrepreneurship | Mark C. Winters, Author - Visionary & Rocket Fuel - Unlocking Moves Ep. 62

    12/18/2025

    The Brutal Reality of Entrepreneurship | Mark C. Winters, Author - Visionary & Rocket Fuel - Unlocking Moves Ep. 62

    “Don’t F With Me”: The Moment Mark C. Winters Walked Away and Bet on Himself Join us on this special episode of Unlocking Moves, the show that dives into the pivotal moments in a leader’s journey that unlock real potential. This conversation came together quickly, and because of that, it’s raw, unfiltered, and honest in the best way. Many leaders love to tell their “glory” stories, but host Kurt Wilkin believes the real lessons live in the “gory” ones. This episode delivers exactly that as Kurt sits down with Mark C. Winters, co-author of Rocket Fuel and author of the newly released book Visionary. Mark takes us back to a defining moment early in his career at Procter & Gamble, when a single conversation with his boss shattered the perfectly mapped path to becoming CEO. That moment sparked what he calls his “entrepreneurial seizure”, the realization that he could not live in a world where someone else controlled his future. With a pregnant wife at home and no severance package, Mark quit anyway. What followed was a crash course in entrepreneurship, sleepless nights, financial pressure, and lessons that would shape his later thinking on visionaries, integrators, and leadership at scale. The conversation goes deep into what it really takes to be an entrepreneur. Mark breaks down the emotional toll, the isolation, and the importance of surrounding yourself with the right people. He shares why entrepreneurs are uniquely positioned to solve the world’s biggest problems, why capitalism only works when it is sustainable, and why entrepreneurship is not for everyone. Kurt and Mark also unpack the ideas behind Visionary, including the ten pillars of great visionary leadership, the need for self-awareness, and how defining your version of freedom changes the way you build companies. If you're an entrepreneur, a visionary, or someone questioning whether to take the leap, this episode is a raw, honest look at the cost, the upside, and the responsibility that comes with building something that matters. About Mark Winters Mark C. Winters is the co-author of Rocket Fuel and the author of Visionary. He is a longtime EOS expert, entrepreneur, and advisor who has started, acquired, and exited more than a dozen companies. Mark is known for his work helping visionary and integrator leaders operate at their best and build businesses that align with their personal definition of freedom. About Kurt Wilkin Kurt is a connector of dots, ideas, and people. For over 30 years, he has advised high-growth companies, starting his career with Ernst & Young and today serving as Founder of BusinessEarth and Managing Partner of Bee Cave Capital. He’s a serial entrepreneur with multiple successful exits and has helped hundreds of entrepreneurs and CEOs build their companies. Apple Podcast: https://podcasts.apple.com/us/podcast/unlocking-moves Spotify: https://podcasters.spotify.com/pod/show/unlocking-moves #UnlockingMoves #Leadership #Entrepreneurship #Visionary #RocketFuel #EOS #FounderJourney #BusinessGrowth #GoryStories

    59 min
  2. 11/13/2025 · BONUS

    Unlocking Moves Transitions Ep. 2 | HOT ONES Unlocked this Entrepreneur's Success!

    FROM DELL TO HOT SAUCE ON “HOT ONES.” 🌶️ Listen to the Full Episode here: https://spotifycreators-web.app.link/e/jtPjLYrHfYb In this episode, Kurt sits down with @josuerivas, a Peruvian immigrant who walked out of a stable systems engineering job at Dell to chase food. He literally left the office and went straight to culinary school then built restaurants, lost it all, and had to start over taking prep-cook gigs in Portland just to get back in the kitchen. Josue didn’t quit. He later launched @savirfoods the chef-crafted hot sauce brand out of Austin that’s been featured on @hotones.This is why we’re posting these: career change isn’t always “I pivoted from marketing to product.” Sometimes it’s engineer → chef → broke → founder… and it still works! Unlock the full story here: https://www.youtube.com/watch?v=nOsi7d6yetA&t=2416s career transition, immigrant founder story, Dell to culinary school, Savir Foods, Hot Ones feature, food entrepreneur, real second chances, restaurant to CPG, unlocking moves podcast About Kurt Wilkin Kurt Wilkin is a connector - of dots, ideas, and people. For the past 30 years, he has advised high-growth companies, starting his career with Ernst & Young, and today in his roles as co-founder and visionary of HireBetter and managing partner of Bee Cave Capital. He is a serial entrepreneur with multiple successful exits and has helped hundreds of entrepreneurs and CEOs build their companies. -----------Apple Podcast - https://podcasts.apple.com/us/podcast/unlocking-moves/id1683361653 Spotify: https://podcasters.spotify.com/pod/show/kurt-wilkin #UnlockingMoves #HireBetter

    2 min
  3. Taking a Sabbatical 101: Lessons from a Badass "Sabbatical-er" | Mike Aviles, Unlocking Moves Ep. 61

    11/06/2025

    Taking a Sabbatical 101: Lessons from a Badass "Sabbatical-er" | Mike Aviles, Unlocking Moves Ep. 61

    The Power of Pause: Why Every Leader Needs a Sabbatical Join us for this week’s episode of Unlocking Moves, the show that dives into the pivotal moments in a leader’s journey that unlock real potential. Many leaders only want to share their “glory” stories, but host Kurt Wilkin believes we learn more from the “gory” ones. This week’s guest, Mike Aviles, proves that sometimes the boldest move a leader can make is simply stepping away. Mike Aviles is a hired-gun CEO known for steering major turnarounds and successful exits with companies like Foster Grant and Vignette. But perhaps his most profound decisions weren’t about strategy or profit, they were his 3 one-year-long sabbaticals. In this powerful conversation, Mike and Kurt break down how taking intentional time off helped him rediscover purpose, strengthen his marriage, and become a better leader. Mike shares lessons from growing up in Brooklyn with an alcoholic father, moving on to a small local college and his journey to KPMG, earning a Stanford MBA, and later learning how to slow down after years of chaos in private equity and tech. Mike opens up about what he calls “psychological detox”. Unlearning the identity of being a CEO, and how faith, travel, and reflection gave him a new sense of self. He explains how each sabbatical made him more grounded, self-aware, and connected, ultimately shaping the kind of leader he wanted to be. For anyone wrestling with burnout, identity, or the fear of slowing down, this episode will challenge how you define success and remind you that stepping back might be your next unlocking move. About Mike Aviles Mike Aviles is a veteran CEO with multiple private equity-backed turnarounds and exits, including Foster Grant, Activant Solutions, and Vignette. A Stanford MBA and former KPMG professional, Mike is known for balancing high-performance leadership with introspection and personal growth. About Kurt Wilkin Kurt is a connector of dots, ideas, and people. For over 30 years, he has advised high-growth companies, starting his career with Ernst & Young and today serving as Founder of BusinessEarth and Managing Partner of Bee Cave Capital. He’s a serial entrepreneur with multiple successful exits and has helped hundreds of entrepreneurs and CEOs build their companies. Apple Podcast: https://podcasts.apple.com/us/podcast/unlocking-moves Spotify: https://podcasters.spotify.com/pod/show/unlocking-moves #UnlockingMoves #HireBetter #Leadership #Sabbatical #Entrepreneurship #GrowthMindset #SelfDiscovery #Burnout #WorkLifeBalance #Purpose

    51 min
  4. 10/31/2025

    Unlocking Moves Transitions Ep. 1 | They sold their company for $2 BILLION

    How did Poppi go from the Dallas Farmer's Market to selling at a value of $1.95 BILLION in five years?Unlocking Moves dives into the pivotal moments in an entrepreneur's journey that unlocked their true potential. Many leaders only like to talk about their success stories - but host Kurt Wilkin is a firm believer that we learn more from our stumbles and mistakes. On this episode, Kurt chats with Allison and Stephen Ellsworth, founders of Poppi - the world's fastest growing soda brand that is better for you and tastes GREAT. From humble beginnings operating at a weekend farmer's market booth as a side gig, to open tryouts for Shark Tank, to becoming one of the fastest growing beverage companies in human history - Allison and Stephen have experienced countless ups and downs along the way. In this deep dive behind the scenes, they discuss the grit and entrepreneurial spirit required to grow a business, the process behind Shark Tank, and being "digital first" by building a community of raving fans...Oh, and they did all of this while raising a family! About Allison and Stephen Ellsworth, Co-Founders of Poppi - Allison is the Chief Brand Officer, and Stephen is the Chief Product Officer. Poppi is a delicious, prebiotic, better-for-you soda made with clean ingredients. Struggling with a variety of health issues, Allison created Poppi after discovering the health benefits of apple cider vinegar and experimenting in her kitchen to make it taste great. She leads the Austin-based beverage company's overall brand strategy and innovation. She pioneered the brand's cultural cache and digital-first approach, attracting a loyal community and billions of views on TikTok and Instagram. Stephen leads the company's product development and innovation.About Kurt Wilkin – Kurt is a connector - of dots, ideas, and people. For the past 30 years, he has advised high-growth companies, starting his career with Ernst & Young, and today in his roles as chairman of HireBetter and managing partner of Bee Cave Capital. He's a serial entrepreneur with multiple successful exits and has helped hundreds of entrepreneurs and CEOs build their companies.

    3 min
  5. The Journey from Addiction to Unicorn | John Flynn, Open Lending - Unlocking Moves Ep. 60

    10/16/2025

    The Journey from Addiction to Unicorn | John Flynn, Open Lending - Unlocking Moves Ep. 60

    From Rock Bottom to Redemption: John Flynn’s Billion-Dollar Comeback Join us this week on Unlocking Moves, the show that dives into the pivotal moments in a leader’s journey that unlocks their potential. Most people only talk about their “glory” stories, but host Kurt Wilkin believes we learn more from the “gory” stories. This episode delivers both as Kurt sits down with John Flynn — co-founder and former CEO of Open Lending — whose journey from addiction and loss to building a $4 billion company is nothing short of extraordinary. John opens up about growing up in a blue-collar family, working in steel mills to pay for college, and finding early success in the credit union world. But his ambition masked a destructive secret: alcoholism. After multiple DUIs, a failed marriage, and a near-fatal crash, John hit rock bottom and checked himself into treatment — a decision that changed his life forever. Thirty-four years sober, he credits faith and service as the foundation of his comeback. From that turning point, John went on to co-found Open Lending, helping thousands of borrowers secure fair and affordable auto loans while growing one of the most successful fintech companies in the world. This conversation explores redemption, resilience, and purpose. John shares how faith gave him strength after the loss of his daughter, how mentorship and second chances shaped his leadership, and why he now dedicates his life to helping others recover through his women’s treatment center, Hammocks on the Edisto. His story proves that the greatest comebacks often start at the lowest points — and that true success is measured not by wealth, but by lives changed. About John Flynn - John Flynn is the co-founder and former CEO of Open Lending, a financial technology company that reached a $4 billion market cap. A lifelong advocate for addiction recovery, he co-founded Hammocks on the Edisto, a women’s treatment center in South Carolina. John has been sober for 34 years and continues to mentor others on their journey to recovery and leadership. About Kurt Wilkin - Kurt is a connector - of dots, ideas, and people. For over 30 years, he has advised high-growth companies, starting his career with Ernst & Young and today serving as Founder of BusinessEarth and Managing Partner of Bee Cave Capital. He’s a serial entrepreneur with multiple successful exits and has helped hundreds of entrepreneurs and CEOs build their companies. Listen now: Apple Podcasts: https://podcasts.apple.com/us/podcast/unlocking-moves Spotify: https://podcasters.spotify.com/pod/show/unlockingmoves

    1h 11m
5
out of 5
30 Ratings

About

(WARNING: May offend listeners of boring business podcasts.) Business leaders love to tell their success stories; but reality is complicated! Stumbles, mistakes, & battle scars catapult professional & personal growth. Successful leaders know exactly the pivotal moves that unlocked their true potential. Unlocking Moves features candid conversations with some of the nation's smartest entrepreneurs, so you can identify when & where to make your move. Veteran entrepreneur & best-selling author Kurt Wilkin shares key moments with the unscripted, irreverent approach that fueled his 30-year career.