Winners Find a Way

Trent M Clark

Trent Clark is a serial entrepreneur and three-time Major League Baseball World Series Coach who brings his business and sports insights to interview leaders of business and sport. His guests bring their stories of overcoming adversity, sacrificing for the greater good, and finding a Way to Win.

  1. 21h ago

    Christine Blosdale, The EXPERT AUTHORITY Coach

    What does it take to become the person people recognize, trust, and turn to as the expert in your field? In this episode of Winners Find a Way, Coach Trent M. Clark sits down with Christine Blasdell, five-time #1 bestselling author, former broadcast journalist and radio host, and founder of Expert Authority Coach. Christine shares how entrepreneurs can stop hiding their expertise and start positioning themselves as a trusted authority. Her framework, The Expert Authority CODE, breaks the process into four key pillars: C — Clarity You need to be crystal clear about who you are, who you serve, and what you do. Christine explains that clarity isn't about trying to appeal to everyone. When you know exactly who you are and who you serve, you make it easier for the right people to recognize that you're the person they've been looking for. O — Ownership The next step is owning your expertise. Christine encourages entrepreneurs to recognize their talents, experience, skills, and accomplishments without confusing confidence with arrogance. You don't need to brag. You simply need to acknowledge what you're genuinely good at and confidently stand behind it. D — Delivery Expertise doesn't matter if nobody knows you have it. Christine talks about the importance of finding the right channels to communicate your message, whether that's: Podcasting Video Social media Writing a book Speaking Webinars and workshops Her message is simple: you have to be seen and heard in order to be trusted, and trust creates opportunities to get paid. E — Elevation Christine's final pillar is about recognizing and communicating the accomplishments you've already earned. She shares how she once overlooked her experience working for AOL and Microsoft MSN, even though those recognizable brands added significant credibility to her professional story. The lesson: Look back at what you've already accomplished. Some experiences that seem ordinary to you may be highly valuable to someone else. Don't Give Other People Your Power Christine also opens up about a difficult period in her broadcasting career when another host's behavior caused significant stress and made her consider leaving her career. She explains how changing her perspective helped her regain a sense of control and respond differently to the situation. Trent and Christine discuss how easily people can allow one negative comment, opinion, or criticism to influence their dreams. Whether you're an entrepreneur, athlete, creator, or professional, the message is clear: don't let someone else's opinion determine what you're capable of pursuing. Your Website May Be Losing You Business Christine also shares one practical marketing lesson every entrepreneur should consider: What happens above the fold on your website? You may only have a few seconds to capture someone's attention when they arrive on your website. Christine recommends using that valuable space to immediately communicate: Who you are What you do Who you help Why someone should trust you What action they should take next One of her favorite approaches is a short welcome video that lets potential clients see your face, hear your voice, and experience your personality and energy immediately. Instead of making visitors dig through pages of copy to understand what you do, make the message clear from the beginning. Key Takeaways Get clear about who you are, who you serve, and what you offer. Own your expertise without confusing confidence with arrogance. Find the communication channels that fit your strengths. Make your accomplishments visible instead of assuming people already know them. Don't allow someone else's criticism to define your potential. Your expertise needs to be seen and heard before people can trust it. Use the space above the fold on your website strategically. A short welcome video can communicate your personality and expertise faster than a long block of website copy. Look back at your experience—you may have more authority than you realize. About Christine Blasdell Christine Blasdell is an Expert Authority Coach, five-time #1 bestselling author, former broadcast journalist, radio producer and on-air host. With decades of experience in communication, broadcasting, podcasting, personal branding, and coaching, Christine helps entrepreneurs position themselves as trusted authorities in their industries. Her work focuses on helping experts become seen, heard, trusted, and paid. Connect with Christine Website: expertauthoritycoach.com Expert Authority Quiz: expertauthorityquiz.com Christine also offers a 30-minute coaching session designed to help entrepreneurs identify where they are now, where they want to go, and what steps can help them get there. About Coach Trent M. Clark Coach Trent M. Clark is a serial entrepreneur, leadership coach, speaker, and author of Leading Winning Teams. He spent more than 12 years coaching professional baseball, including experience with three World Series teams. Today, he helps leaders and organizations build winning teams and achieve greater growth. Website: coachtrent.com Listen & Subscribe If you enjoyed this episode, subscribe to Winners Find a Way and share this episode with an entrepreneur, leader, coach, or expert who needs to hear this message. Because winners don't just find a way— They build one.

  2. 21h ago ·  Bonus

    You Might Also Like: Las Culturistas with Matt Rogers and Bowen Yang

    Introducing "The Show Must Go OFF" (w/ Laura Benanti) from Las Culturistas with Matt Rogers and Bowen Yang. Follow the show: Las Culturistas with Matt Rogers and Bowen Yang The unreal Laura Benanti joins Matt + Bowen for a lil' Las Cultch that is performed in exactly the CORRECT key! That means the first ever Maria Von Trapp is in the studio! As well as the first Gypsy Rose Lee, the first Melania Trump, the first Eliza Doolittle and the SECOND Claudia from Nine! The three all come together, forming a trine, to ask... what is the POINT of vacation? What does it mean to be Italian,  not by blood, but by love? What is the backstage etiquette when your friend is in a show that is awful? When is it just too many mugs in the cupboard? Also, the story of Tita Papa, the Italian Santa Claus who sleeps with your wife, how Laura broke her neck committing onstage, and what it was like to experience Sleep No More alongside a terrified Patti LuPone. All this, the impact of the Into The Woods PBS pro-shot, liking musicals but loving Sondheim, hosting the Jimmy Awards, No Hard Feelings, "comedic embarrassment" and realizing that your vagina may but be The Portal To Greatness. You gotta head over to www.nobodycaresisacomedy.com and get tickets to see NOBODY CARES, Laura's new stand up show. She's brilliant in every way. Just like you3 See omnystudio.com/listener for privacy information. DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to team@podroll.fm.

    You Might Also Like: Las Culturistas with Matt Rogers and Bowen Yang
  3. 6d ago

    The Future of Main Street: AI, Agentic Commerce & Retail Reinvention with Bryan Weisberg

    What if the biggest threat to your retail business isn't Amazon — it's an empty product listing? In this episode of Winners Find A Way, Coach Trent M. Clark sits down with Bryan Weisberg, founder of 1000 Oak Barrel Co. and founder/CEO of Merchwise AI, author of The Future of Main Street. Bryan built 1000 Oak Barrel Co. from a chance meeting with a father-and-son barrel maker in rural Mexico into a true omni-channel manufacturer, distributor, and OEM supplier — making close to 2 million barrels in 26 years for retailers from wine enthusiasts to Williams Sonoma. Four years ago, a family emergency (his wife's friend's gift shop closing) pulled him into brick-and-mortar retail, and he realized every part of the business, aside from the POS system, was still manual. That gap became Merchwise AI. Trent and Bryan dig into why e-commerce is still only 16% of retail sales despite decades of predictions, the ROPO effect (research online, purchase offline), and how AI can give independent retailers the same advantages as the big players — without retailers needing to run a full e-commerce operation themselves. This episode is a reminder that winners are not people who never face adversity. Winners are the ones who learn, adjust, grow, and keep finding a way. In This Episode, We Discuss: How Bryan built 1000 Oak Barrel Co. into a vertically integrated, omni-channel manufacturer Why brick-and-mortar retail still drives 84% of sales despite the e-commerce boom The ROPO effect and why "invisible losses" are the biggest hidden cost in retail Temporal commerce vs. agentic commerce — and why timing beats price How Merchwise AI automates product listings, merchandising, and social video for retailers Key Takeaways ✨ Retail's biggest cost isn't rent — it's onboarding new product Getting a product properly listed online (title, description, images, metadata) takes hours most retailers don't have. Merchwise AI does it in 20–30 seconds. ✨ You never see your losses, only your wins If a customer searches for your product online and can't find it, they buy elsewhere — and you never know that sale existed. ✨ Temporal commerce beats agentic commerce for meaningful purchases Agentic (automated) commerce works for commodities like toilet paper. But gifts, meaningful purchases, and one-off decisions need context and timing, not just automation. ✨ Change happens one component at a time Like building a winning team, retail transformation isn't instant. Bryan tells retailers to optimize one small piece of the business, then expand from there. Resources Mentioned The Future of Main Street by Bryan Weisberg — available at merchwiseai.com Merchwise AI — merchwiseai.com 1000 Oak Barrel Co. — mentioned on the show as "1000oaksbarrel.com" (confirm exact URL before publishing) Connect with Bryan Weisberg LinkedIn: https://www.linkedin.com/in/bryanweisberg/ Merchwise AI: https://merchwiseai.com 1000 Oak Barrel Co.: [confirm exact URL — see Need to Confirm] Book: The Future of Main Street — https://merchwiseai.com Connect with Trent M. Clark Trent M. Clark is the CEO of Leadershipity, President of EOS Michigan, a global speaker, former Major League Baseball coach, and author of Leading Winning Teams. Website: https://www.trentmclark.com/ Leadershipity: https://www.leadershipity.com/ YouTube: https://www.youtube.com/@Leadershipity LinkedIn: https://www.linkedin.com/in/trentmclark/ Facebook: https://www.facebook.com/TrentMClark Instagram: https://www.instagram.com/trentmclark/ Book: Leading Winning Teamshttps://leadingwinningteams.trent-clark.com/bookrecording79 Listen & Subscribe Listen to Winners Find A Way every week on YouTube and all major podcast platforms for conversations with leaders, athletes, entrepreneurs, and high performers who know what it means to overcome adversity and keep finding a way.

    The Future of Main Street: AI, Agentic Commerce & Retail Reinvention with Bryan Weisberg
  4. Sep 4

    Relentless Reinvention: How Pat Miletich Became Superhuman

    What if the thing holding you back isn't a lack of willpower — it's what's actually going into your body? On this episode of Winners Find A Way, Coach Trent M. Clark sits down with Pat Miletich — the first UFC Welterweight Champion, a coach behind 12 MMA world champions, a trainer to military and special forces for over 15 years, and founder of Cell Saviors and Soil Saviors. Pat grew up in Bettendorf, Iowa unable to breathe through wrestling matches and football games, with no doctor able to explain why. He went and found the answer himself — a search that carried him from kickboxing into the UFC, and eventually into 40 years of research on soil health, nutrient depletion, and cellular repair. In this episode, we discuss: How undiagnosed respiratory illness shaped Pat's path from wrestling to kickboxing to the UFC The 10-day protocol that took him from struggling through 3 rounds with a world-champion boxer to sparring a full 10 Why "genetic expression" works the same way in a plant and in a person What depleted, chemically farmed soil is doing to our food, water, and immune systems Why real change starts with fixing yourself before you can lead or help anyone else Connect with Pat Miletich: Website: https://www.soilsaviors.org    Connect with Trent M. Clark: Website: https://www.trentmclark.com/  Leadershipity:  Book "Leading Winning Teams": https://leadingwinningteams.trent-clark.com/bookrecording79 Winners find a way. #WinnersFindAWay #Leadership #PatMiletich #UFC #TrentClark #Leadershipity

    Relentless Reinvention: How Pat Miletich Became Superhuman
  5. Jul 27

    Acting Onbeat, Thinking Offbeat: Michael & Matthew Gardiner on Building a Global Brand Through Systems and Creativity

    What does it take to turn a childhood tradition into a platform with 1.5 billion views, without losing what made it real in the first place? In this episode of Winners Find A Way, Coach Trent M. Clark sits down with Michael and Matthew Gardiner, known as the Gardiner Brothers, five-time World Champion Irish dancers, global content creators, keynote speakers, and performers. Michael and Matthew were born in Denver to Irish parents and raised in Galway, Ireland, where their parents put them into Irish dancing to keep their culture alive. That decision became a full career: the brothers went on to become principal dancers with Riverdance, touring the world as lead performers. When the pandemic shut down live shows, they made a choice that changed everything. They started filming themselves dancing to unexpected music, from Michael Jackson to Eminem, and posted it online. That decision grew into a platform with over 9 million followers and 1.5 billion views, and eventually into their touring production, Unleashed, and a keynote and speaking business built around innovation and creativity. What stands out in this conversation is the system behind the art. Michael and Matthew break down their framework, "acting on beat, thinking offbeat": onbeat is your structure (your product, your goals, your process), and offbeat is the creative edge that turns good into great. Both brothers also hold degrees, Michael in architecture and Matthew in civil engineering, and they explain how that technical training shaped the systems now running their business. The conversation also moves into a topic every leader needs to think about right now: discernment, and why real, in-person experience is becoming more valuable as AI reshapes what audiences see online. This episode is a reminder that winners are not people who never face setbacks. Winners are the ones who learn, adjust, lead, and find a way. In This Episode, We Discuss: How a pandemic pause turned into a platform with 9+ million followers and 1.5 billion views The "acting on beat, thinking offbeat" system for building innovation into any business How Michael's architecture degree and Matthew's civil engineering degree shaped the systems behind Gardiner Brothers What it means to be a disruptor by combining things that "don't make sense" together Why discernment and real, in-person experience matter more as AI content grows Growing up as children of Irish immigrants in Denver, and what community and culture taught them about connection Key Takeaways ✨ Systems and creativity have to work together Michael and Matthew's "onbeat, offbeat" framework shows that structure alone will not make you innovative, and creativity alone will not scale. You need both, working in relationship with each other. ✨ Your background is never wasted An architecture degree and a civil engineering degree do not sound like tools for building a global content business. But Michael and Matthew show how that training gave them the systems thinking behind everything they do now. ✨ Discernment is a leadership skill, not just a talent As AI blurs the line between real and fake, knowing the difference between quality and mediocrity, or truth and noise, is becoming one of the most valuable things a leader can teach their team. ✨ Disruption comes from combining what doesn't seem to fit Irish dance and Smooth Criminal should not work together. That is exactly why it did. Innovation often starts by putting two things next to each other that nobody expected. Resources Mentioned Leading Winning Teams by Trent M. Clark: https://leadingwinningteams.trent-clark.com/bookrecording79 Connect with Michael & Matthew Gardiner Website: https://www.gardinerbrothers.com Instagram: https://www.instagram.com/gardinerbrothers/ TikTok: https://www.tiktok.com/@gardinerbrothers Facebook: https://www.facebook.com/gardinerbrothers/ YouTube: https://www.youtube.com/@gardinerbrothers LinkedIn (Matthew): https://www.linkedin.com/in/matthew-gardiner-gardiner-brothers-6b2320296/ LinkedIn (Michael): https://www.linkedin.com/in/michael-gardiner-gardiner-brothers-54897b1ba/ LinkedIn (Company): https://www.linkedin.com/company/gardiner-brothers Connect with Trent M. Clark Trent M. Clark is the CEO of Leadershipity, President of EOS Michigan, global speaker, former Major League Baseball coach, and author of Leading Winning Teams. Website: https://www.trentmclark.com/ Leadershipity: https://www.leadershipity.com/ YouTube: https://www.youtube.com/@Leadershipity LinkedIn: https://www.linkedin.com/in/trentmclark/ Facebook: https://www.facebook.com/TrentMClark Instagram: https://www.instagram.com/trentmclark/ Book: Leading Winning Teams — https://leadingwinningteams.trent-clark.com/bookrecording79 Listen & Subscribe Listen to Winners Find A Way every week on YouTube and all major podcast platforms for conversations with leaders, athletes, entrepreneurs, and high performers who know what it means to overcome adversity and keep finding a way.

    Acting Onbeat, Thinking Offbeat: Michael & Matthew Gardiner on Building a Global Brand Through Systems and Creativity
  6. Jul 18

    Building Businesses, Creating Jobs & Leading with Purpose with Gary Rabine

    What does it really take to build lasting businesses, create opportunities, and lead with impact? In this episode of Winners Find a Way, Trent Clark sits down with entrepreneur, business leader, and Rabine Group founder Gary Rabine. Having started more than 40 companies over four decades, Gary shares the lessons he's learned about entrepreneurship, leadership, resilience, and creating meaningful impact through business. The conversation explores how strong leadership starts with serving customers, building winning teams, and surrounding yourself with people who strive for excellence. Gary also discusses his experience running for governor of Illinois, his passion for economic growth, and why he believes entrepreneurs have an important role in shaping the future. Whether you're a business owner, leader, entrepreneur, or someone looking to make a greater impact, this episode is filled with practical insights on leadership, opportunity, and thinking long-term. In This Episode You'll Learn: How Gary Rabine built more than 40 companies over his entrepreneurial career. Why winning teams are built by finding the right people—not just the most talented. The importance of solving customers' biggest problems. How relationships and trust become a competitive advantage. Lessons learned from running for public office. Why entrepreneurs should focus on creating jobs and opportunities. How leadership and business principles can be applied beyond the workplace. Why adaptability will matter more than ever in an AI-driven world. The growing importance of communication, relationships, and emotional intelligence. Practical advice for entrepreneurs navigating today's changing economy. Key Takeaways Great businesses are built by solving real problems. Strong cultures are created by hiring people who share the mission. Relationships are one of the most valuable assets a leader can build. Entrepreneurs create opportunities by taking calculated risks. Leadership is about serving others and creating lasting impact. Technology will continue to evolve, but trust and human connection remain irreplaceable. Success comes from continually learning, adapting, and surrounding yourself with great people. Memorable Quote "The ability to build relationships of trust will become one of the most valuable skills in the future." — Gary Rabine Connect with Gary Rabine Podcast: Ditch Digger CEO LinkedIn: Gary Rabine Connect with Trent Clark Learn more about Trent Clark, Leadershipity, coaching, speaking, and leadership development through Leadershipity and the Winners Find a Way podcast.

    Building Businesses, Creating Jobs & Leading with Purpose with Gary Rabine
  7. Jun 26

    The Art of Angel Investing: How Tony Wilkins Went from Chrysler Layoff to Financial Freedom

    What happens when everything you were told to do stops working — and you have to figure it out at 23? In this episode of Winners Find A Way, Coach Trent M. Clark sits down with Tony Wilkins, Northwestern and University of Chicago Booth graduate, longtime angel investor, executive coach, cancer survivor, and author of The Art of Angel Investing. Tony grew up as the oldest of six boys, built his career as an electrical engineer at Chrysler Corporation in 1979, and was laid off after just one year, along with 300 others. At 23, with everything he thought he had figured out suddenly gone, he made a decision that would shape the rest of his life — stop solving for a job and start solving for financial independence. From there, he went on to earn his MBA at Booth, build a career in high-level banking and finance, become a founding member of Hyde Park Angels in Chicago, and invest in early-stage companies like Spot Hero (acquired by Uber), Cameo, and Nutrasense. This conversation is about more than investing. Tony and Trent dig into what it really means to be the CEO of yourself — knowing what you are solving for, being ruthless about what you can control, and letting go of what you can't. Tony shares how the layoff that shattered his plans at 23 was actually the best thing that ever happened to him, why he secretly applied to Harvard Business School nine months into his dream job, and how a mentee half his age gave him one of the most powerful leadership phrases he's ever heard: "I am firm in my mission and flexible in my methods." This episode is a reminder that winners are not people who never face setbacks. Winners are the ones who learn, adjust, lead, and find a way. In This Episode, We Discuss: How getting laid off at 23 became Tony's most important life lesson Why you must know what you are really solving for — not just what you want right now The CEO of your mindset and owning your results completely Being ruthless about what you can control and letting go of everything you can't How to get started as an angel investor — even without Silicon Valley connections The concept of "triumph or tuition" and why every investment teaches you something How change, AI, and the next generation will shape the future of leadership Key Takeaways ✨ Know what you're really solving for It's not enough to want a good job or a big title. Tony asks every client: "What are you really solving for?" Keep asking why — five times if you have to — until you get to the truth beneath the surface answer. ✨ Be the CEO of yourself You are responsible for your results. No one is coming to save you. Tony learned this at 23 when Chrysler cut 300 people without warning. The sooner you take full ownership of your direction, the sooner your life changes. ✨ Be ruthless about what you can control Tony's rule: be ruthless about what you can control and ruthlessly ignore everything you can't. Gravity exists. Corporate layoffs happen. AI is here. Your energy goes toward what you can actually move. ✨ Triumph or tuition — just get in the water You cannot learn to swim from a book. You cannot become an angel investor without writing a check. Every investment either gives you a triumph or pays your tuition. Either way, you are learning. The key is to start. ✨ Firm in your mission, flexible in your methods A young mentee said this to Tony at the end of a coaching call, and it stopped him cold. Your mission is the non-negotiable. How do you get there? That can evolve. The best leaders hold both at once. Resources Mentioned The Art of Angel Investing by Tony Wilkins Hyde Park Angels — Chicago-based angel investing group Spot Hero — parking app, acquired by Uber Cameo — celebrity video platform Nutrasense — glucose monitoring and quantified self-tracking Connect with Tony Wilkins Instagram: @TonyWilkinChicago LinkedIn: Tony Wilkins 76 Connect with Trent M. Clark Trent M. Clark is the CEO of Leadershipity, President of EOS Michigan, a global speaker, former Major League Baseball coach, and the author of Leading Winning Teams. Website: https://www.trentmclark.com/ Leadershipity: https://www.leadershipity.com/ YouTube: https://www.youtube.com/@Leadershipity LinkedIn: https://www.linkedin.com/in/trentmclark/ Facebook: https://www.facebook.com/TrentMClark Instagram: https://www.instagram.com/trentmclark/ Book: Leading Winning Teams — https://leadingwinningteams.trent-clark.com/bookrecording79 Listen & Subscribe Listen to Winners Find A Way every week on YouTube and all major podcast platforms for conversations with leaders, athletes, entrepreneurs, and high performers who know what it means to overcome adversity and keep finding a way.

    The Art of Angel Investing: How Tony Wilkins Went from Chrysler Layoff to Financial Freedom
4.9
out of 5
14 Ratings

About

Trent Clark is a serial entrepreneur and three-time Major League Baseball World Series Coach who brings his business and sports insights to interview leaders of business and sport. His guests bring their stories of overcoming adversity, sacrificing for the greater good, and finding a Way to Win.