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!

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.

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!

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!

Join us for Episode 64, where Dave sits down with Davy Maddox, a seasoned leader in the pharmaceutical industry with nearly two decades of experience. Davy's leadership philosophy is inspired by thought leaders like Simon Sinek, author of “Leaders Eat Last,” and Adam Grant, known for “Think Again.” Also, it will be crystal clear how important family is to Davy as she balances a successful professional career and personal life.

In this episode, Dave and Davy will explore the traits that enable successful individuals to thrive, the principles of selfless leadership, effective time management, the importance of accountability, and the art of active listening. Plus, they will touch on the influence of Coach Tal. Don’t miss this enlightening conversation!#winthe16#leadership#ironman

In Episode 63 of the Win the 16 podcast, Dave interviews Amy Rapoport Gibson and Jared Gibson. Amy is a partner at Aronberg Goldgehn, where she leads the employment and litigation practice groups. Jared is the co-founder of Outworks, a company that assists businesses and executives in building their personal brands through consistent, high-quality content on platforms like LinkedIn.

This episode explores both business and the personal sides of two successful people and how they attempt to manage it all. Amy discusses legal protections for businesses, and a few other tips from a lawyer's standpoint. Jared shares strategies for branding individuals, executives, and organizations plus the "why" people should be branding themselves. Additionally, Amy and Jared share insights on achieving work-life harmony and how they balance their professional and personal lives. They discuss it's not easy and some days it's about survival and doing your best. The shared calendar will be a topic.

Episode 62 - In this episode of the Win the 16 podcast, we welcome Blake Becker, a former professional IRONMAN and triathlete (2006-2020) and the current owner and head coach of Team BBMC. Blake joins host Dave for an engaging discussion on purpose, goal-setting, mental toughness, and the importance of focusing on actions rather than emotions. They explore the concepts of a strategic and champion mindset, leading people in unique ways, and making intentional choices. Join us for an insightful conversation filled with principles and strategies that can support everyone, regardless of the journey they are on.

In Episode 61, Dave interviews John Mitchell, entrepreneur and author of "The Missing Secret." We are calling this episode "Think and Grow Rich – The $5 Million Secret." John shares his revolutionary 12-minute-a-day technique that has transformed the lives of business owners, executives, and high achievers. He helps us understand how the human mind works, including the conscious mind versus the unconscious mind. Tune in for an insightful interview. Don't forget to check out themissingsecret.org site

Episode 60: IRONMAN Mentality – Unleashing Your Champion Mindset, Drive Performance and Build Resiliency.

Join Dr. Bud Pygon as he interviews Dave Pygon, who conquered his first full IRONMAN—140.6 miles—on September 7th, 2025. Discover how to build resilience, drive performance, and embrace the challenge of doing hard things. This episode offers a deep dive into the IRONMAN lifestyle and its powerful strategies for real-world application. Don’t miss this insightful conversation that will inspire you to push your limits! "Anything is Possible"

In episode 59, Dave sits down with Abbey Murphy, a distinguished member and player of the USA Olympic Women’s Hockey Team and a 2022 silver medalist. Currently playing at the University of Minnesota, Abbey has an impressive list of accolades, including world championship medals in 2021 (silver), 2023 (gold), 2024 (silver), and 2025 (gold), as well as being a three-time member of the U.S. Under-18 Women’s Select Team.

Join Dave and Abbey as she shares her inspiring journey to becoming an Olympian, highlighting the special moments and challenges along the way. They will delve into themes of grit, resilience, and the importance of overcoming failure, all while reflecting on their shared roots of both "growing up" on Chicago’s South Side. This conversation promises to be both insightful and motivating, offering a glimpse into the dedication and passion that drive elite athletes.