Win the 16

Hosted by Dave Pygon

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Nov 2026

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About the show

Optimize your 16 waking hours each day by engaging in discussions on leadership, coaching, and both personal and professional development. Explore conversations about modern work culture and strategies to inspire employees to reach their full potential. Gain insights from interviews with exceptional guests from around the globe, learning from their valuable expertise and experiences.

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60 recent

November 5, 202648 min

Win the 16 - Episode 74

In Episode 74 of the podcast, host Dave sits down with Pierre Simon—a visionary CEO, two-time bestselling author, TEDx speaker and "rising star award winner"—to deliver an essential masterclass on navigating the complex world we live in. This forward-thinking conversation serves as a practical playbook for ambitious professionals, offering ideas and perspectives on how to adapt, grow, and thrive in 2027 and beyond. Throughout the episode, Dave and Pierre unpack the critical skills needed to accelerate your career and stand out in the complex business world. They dive deep into the art of partnering with your boss and internal stakeholders, while sharing actionable insights on how to continuously add value to yourself, practice emotional intelligence, and harness relentless curiosity as a corporate superpower.#winthe16#ironman#leadership#development

September 8, 202657 min

Win the 16 - Episode 73

In Episode 73 of the Win the 16 podcast, Dave sits down with Shawn O'Neil , the CEO of ViaLase , to break down what it really takes to build a thriving workplace. From mastering multi-level leadership to the power of explaining the "why," Shawn shares the exact experiences that help teams align and win their 16. Press play for an insightful conversation packed with actionable perspectives you can bring to your own leadership journey!

April 23, 202633 min

Win the 16 - Episode 72

Win the 16 episode 72, we are excited to welcome Diana Patel, an accomplished entrepreneur and executive coach with a passion for cultivating fulfillment and creating immersive experiences that broaden perspectives and reconnect us with our purpose. With over twenty years of experience in leadership development, Diana has dedicated her career to helping individuals and organizations thrive. Previously, she co-founded a biotech company, demonstrating her innovative spirit and commitment to impactful change. In today’s conversation, Dave engages Diana in a thought-provoking discussion on the four keys to fulfillment, the importance of practicing active patience, nurturing curiosity around gratitude, recognizing the power of collaboration, and so much more. Join us as we explore how to unlock a deeper sense of fulfillment and purpose in our lives!

April 7, 202637 min

Win the 16 - Episode 71

In this exciting episode of Win the 16 , we are thrilled to welcome Willie Diefenbach-Jones as our guest. Willie has built a remarkable corporate career with industry giants such as United Health Group and Cigna . She is a true Legacy Creator and Gratitude Consultant , as well as a Certified Public Accountant (CPA) and Six Sigma Master Black Belt . Additionally, she is the co-author of the thought-provoking book, Mindset Matters . Join Dave and Willie as they delve into insightful discussions surrounding her innovative company that focuses on the power of gratitude. They will explore how gratitude can transform lives, the importance of resilience on tough days, the courage to embark on new ventures, and strategies for building impactful referral ecosystems. Don't miss this enriching interview and conversation that promises to inspire and empower!

February 27, 202648 min

Win the 16 - Episode 70

Episode 70: Dave sits down with Nick Rella, multiple national awards winner for high performance leadership. They had a powerful conversation on performance and resilience. Together, they unpack the art and impact of key performance indicators, explore the “Win the 16” mindset and dive into the critical skill of change agility in today’s fast-paced world. Tune in to Episode 70 for insights you can apply immediately as an individual contributor or leader in your organization to support your leadership, your team, and your personal growth.

February 4, 202652 min

Win the 16 - Episode 69

In Episode 69, Dave interviews Jasmine Minor, a three-time Emmy Award-winning anchor and trailblazer at ABC 7 Chicago, who also serves as the CEO of RISE Productions. In this episode, they delve into topics such as purpose, the importance of understanding our "why," grace, the value of asking for help, work-life harmony, achievement, accountability partners, and the Kevin Minor Legacy. Don't miss this insightful and engaging conversation!

January 5, 202615 min

Win the 16 - Episode 68

Episode 68: Join Dave as he will dive into the essential goals and habits to support a successful start to 2026. He’ll share valuable ideas and strategies to help you set and achieve meaningful goals as well as discipline and mindset. Don’t miss this engaging 15-minute episode!

December 22, 202552 min

Win the 16 - Episode 67

In episode 67 of "Win the 16," Dave interviews Paul Rosen, Chief Revenue Officer at Lob, a technology company. Paul brings years of experience as a go-to-market leader, having served as an executive for several fast-growing, venture-backed companies. He was also the founder of his own business. During the episode, they explore strategies for managing your career, navigating go-to-market challenges, and tackling difficult tasks. They discuss various leadership styles and philosophies, offer advice for professionals at all levels, and pose important questions to consider about your current role, regardless of your position.

December 10, 20251 hr 1 min

Win the 16 - Episode 66

In Episode 66, Dave interviews Tom Ruggia, who is not only the president and CEO of Samsara Vision but also a seasoned athlete with an impressive record of completing seven full Ironman races. This conversation will cover a range of topics, from Tom's experiences in the international and merging markets, leadership, career experiences, and what is an adult student athlete. Lastly, they will discuss the competitive world of Ironman triathlons and how it relates to everyday life. If you're interested in business, leadership, fitness, entrepreneurship, or personal development, this episode should provide valuable insights and inspiration. Enjoy the listen!

December 4, 202553 min

Win the 16 - Episode 65

Join us for Episode 65, where Dave welcomes Chris Brady, Senior Vice President and Director of Practice Management, as well as a renowned national speaker at Pacific Life Insurance. In this engaging episode, they explore the essential elements of effective leadership, with a particular focus on the importance of trust. Dave and Chris will discuss the process of reinvention, the courage to make bold decisions, the art of public speaking, and the necessity of stepping outside our comfort zones. Don’t miss this insightful and inspiring conversation!