Zero To Prove

Charles Grimsdale has spent his life identifying major technology shifts before most people could see them—from parallel computing and virtual reality to digital music distribution years before Spotify existed. In this conversation, he reflects on the pattern recognition, determination, and curiosity that fueled multiple entrepreneurial journeys, as well as the lessons learned from founding companies, raising capital, and investing in startups. Charles also shares the deeply personal transition that came later in life, when he realized that maximizing wealth was no longer the goal and shifted his focus toward music, creativity, mentorship, and finding purpose beyond traditional measures of success.

Phil Frank has spent his career at the center of some of technology's biggest infrastructure revolutions—from the rise of wireless networks to the emerging commercial space economy. After decades in leadership roles at major global companies, he made the surprising decision to return to entrepreneurship, ultimately founding Rendezvous Robotics to help build the future of space infrastructure. In this conversation, Phil shares lessons from scaling companies, spotting transformational technology waves, taking risks later in life, and why purpose, curiosity, and mission eventually become more important than traditional measures of success.

In this episode of Zero To Prove, Anthony sits down with Katie Shannon, partner at Heidrich and Struggles, to explore her remarkable journey from a childhood marked by adversity to the top tiers of executive search. With honesty and insight, Katie shares how early loss, a background in competitive sports, and a willingness to say yes to unexpected opportunities shaped her approach to building lasting relationships and trust in some of the world’s most influential boardrooms. Together, they delve into how Katie built a career defined by resilience, authenticity, and a commitment to “teaming”—from cleaning hotel rooms to traveling solo through Africa, to becoming a trusted advisor for CEOs and boards. Now at a pivotal point in both life and career, Katie reflects on what it means to have “zero to prove,” and how she’s designing her next chapter, balancing passion, family, and professional purpose. Join us for a conversation about risk, growth, and the power of relationships to open doors you never could have anticipated.

On this episode of Zero To Prove, Anthony Bay welcomes a truly remarkable guest - Peter Mills - a veteran of the tech world whose career has spanned foundational moments across multiple technology waves, from minicomputers to semiconductors to the rise of the Internet and the evolution of venture capital. In this conversation, they delve into what it means to build lasting value rather than just chasing status, the lessons learned from working alongside legendary founders, and the importance of mentorship and giving back after a high-intensity career. Listeners will hear first-hand stories from the frontlines of Ford, Digital Equipment Corporation, Sematech, and the very first Internet-only venture fund, along with candid reflections on risk, culture, leadership, and finding satisfaction beyond success. This episode is about perspective, pattern recognition, and what really matters after you’ve seen—and done—a lot.

Welcome to another episode of Zero To Prove. Today’s guest, Jay Samit, is a serial innovator who has helped shape entire industries during moments of massive disruption. With a career spanning video games, digital media, music, and technology, Jay Samit has operated at the intersection of creativity and transformation, driving change at companies like EMI, Sony, Universal, and Deloitte, as well as founding his own ventures.In this conversation, we explore Jay Samit’s unique approach to opportunity—not by chasing trends, but by identifying pain points and solving real problems. We dive into why perseverance outweighs initial skill, how to navigate both startups and global organizations in turbulent times, and what it takes to reinvent yourself at any stage of life. Jay Samit also shares insights from his books, including "Disrupt You" and his latest, "The Second Act Advantage," revealing how anyone can leverage experience, networks, and emerging technologies like AI to shape a new path forward.Join us for a deep dive into reinvention, curiosity, and building a meaningful career around solving what matters most.Today’s guest: https://www.linkedin.com/in/jaysamit/

In this episode of Zero To Prove, host Anthony Bay sits down with Cary Bowman, a longtime friend and neighbor with a remarkable journey of redefining success. Cary began his professional life with dreams of being Indiana Jones, earning a degree in archaeology, but soon realized that path wouldn’t bring him the fulfillment—or the life—he valued most. Pivoting into finance, Cary built a successful career in investment banking and wealth management, only to walk away and forge his own entrepreneurial journey.From co-founding Saskatchewan’s first distillery in nearly a century (the irreverently named Lucky Bastard Distillery) with partners who once won the lottery, to launching innovative tech ventures with zero technical background, Cary shares how he’s built businesses and a life around a personal philosophy: optimizing for flexibility, freedom, and family time over growth for growth’s sake.Together, Anthony and Cary explore the evolution of what it means to be successful, the challenges of building and trusting teams, the deliberate choice to scale back for a richer life, and how curiosity continues to propel Cary toward new adventures. It’s a candid conversation about intentionally designing your life and career to serve what matters most—on your own terms.Today’s guest: https://www.linkedin.com/in/cary-b-35330317/Today’s guest: https://www.linkedin.com/in/cary-b-35330317/

Welcome to Zero to Prove, the podcast for people and leaders who've reached that pivotal moment where career ambition transforms from chasing titles and status to forging a meaningful path on their own terms. In this episode, hosts Anthony Bay and Al Lindsay dive deep into what it truly means to move from "mercenary for others" to architect of your own life.Al Lindsay shares his personal journey from leading a massive team at Amazon—navigating relentless intensity, pressure, and the challenge of balancing work-life "synergy"—to discovering a new rhythm that integrates family, personal passions, and purposeful engagement in the professional world. The conversation explores the realities of high-level leadership, the turning points that spark major change, and the ongoing challenge of designing a life filled with relevance, impact, and fulfillment.Whether you’re contemplating your next career move or searching for a renewed sense of purpose, this episode offers candid insights and practical wisdom from those who've made the leap—and are living life with zero to prove.And if you’re interested in learning more about Al Lindsay’s leadership philosophy and lessons from his time at Amazon, check out his book, available on Amazon: https://www.amazon.com/Building-Alexa-Amazon-Innovating-Vision-ebook/dp/B0DWNFDR9YToday’s guest: https://www.linkedin.com/in/lindsayal/

Welcome to another episode of Zero To Prove, where we dive into what drives high achievers even after they've crossed major career milestones. In this episode, hosts Anthony Bay and Steve Mosko explore the crucial themes of authentic relationship-building, self-motivation, and leading with values over ego.You'll hear Steve Mosko open up about how the most successful people never truly stop striving—they just shift from trying to prove themselves to others to pushing themselves for personal satisfaction and growth. Drawing on stories from sports legends and behind-the-scenes moments in the entertainment business, Steve Mosko and Anthony Bay unpack how genuine friendships, honesty, and integrity can be your greatest career assets. They dish on why toughness and kindness aren't mutually exclusive, share lessons from tough decisions like layoffs, and explain why enjoying your work and keeping a curious, learning mindset are the real keys to long-term fulfillment.If you're curious about what it means to live and work with zero to prove—but still plenty to achieve—you're in the right place. Get ready for a candid, insightful conversation about leadership, resilience, and the joy of never retiring from what you love.

Welcome to another episode of Zero To Prove. In this conversation, Anthony Bay sits down with David Peinsipp, partner at Cooley, for an honest reflection on ambition, authenticity, and what it means to reach a point in your career when you have nothing left to prove—but everything to gain from staying engaged.This episode dives into how true fulfillment isn’t just about money or title, but about shaping your own path, building lasting relationships, and knowing when to say no. David Peinsipp shares fascinating stories from inside Silicon Valley’s most dramatic boardrooms, including pivotal moments with companies like Uber, LinkedIn, Snap, and Robinhood. From navigating high-stakes decisions to handling challenging clients and egos, Dave opens up about drawing personal boundaries, embracing the irregular path, and living life with a well-earned sense of choice.Whether you’re early in your career or wondering what keeps people passionate after they’ve “made it,” this episode offers a unique look behind the curtain at the relationships, values, and experiences that drive real success. Let’s get started.Today’s guest: ps://www.linkedin.com/in/davidpeinsipp/

Welcome to Zero To Prove! In this episode, host Anthony Bay sits down with acclaimed safari guide and author Peter Allison for a deep and entertaining conversation that goes well beyond tales of the wild. Together, they share personal stories of facing fear, overcoming imposter syndrome, and redefining what success truly means.From near-miss encounters with stalkers and the FBI to hilarious and humbling moments guiding ultra-high-net-worth guests through the bush, Anthony Bay and Peter Allison explore how curiosity can overcome fear, and why “just showing up” often opens the door to opportunity. Peter Allison reflects on his journey from working harbor cruises in Sydney to running bars and guiding safaris across Africa and South America, offering hard-earned wisdom on finding meaningful work and navigating career pivots.The conversation is peppered with insight on the value of authentic connection, the impact of conservation work, and the importance of recognizing and being grateful for life’s privileges. Peter Allison also shares stories behind his bestselling books, including the iconic lesson that “in Africa, only food runs.”If you’re looking for inspiration, laughs, and honest reflections about building a fulfilling life—not just a successful career—this episode is for you.Today’s guest: https://www.linkedin.com/in/peter-allison-b526a878/

Welcome to the first episode of Zero to Prove! In this episode, host Anthony Bay sits down with executive coach, author, and trailblazer Rania Anderson for a conversation that crosses continents, careers, and the personal pursuit of purpose.Anthony and Rania discuss her early journey from the Middle East to college in the U.S. at 16, her rise through the banking world, and her bold transition into coaching and global leadership. Rania then opens up about the pivotal moments that shaped her path, the importance of taking risks, and the power of allies and sponsors—especially as a woman navigating male-dominated environments.You’ll hear how she ultimately found fulfillment by aligning her skills, sense of purpose, and drive to make a difference, offering invaluable lessons for anyone contemplating a career pivot or striving for a “zero to prove” mindset. This episode is full of candid stories, practical advice, and inspiration for charting your own unique journey.If you’re interested in diving deeper into Rania Anderson’s groundbreaking work, check out her highly acclaimed books:Undeterred: The Six Success Habits of Women in Emerging Economies WE: Men, Women, and the Decisive Formula for Winning at Work(Described by Dominic Barton, Global Managing Partner Emeritus at McKinsey & Company, as “remarkably lucid…a subtle gem” and an essential playbook for leaders looking to change their workplace for the better.)You can learn more and connect with Rania Anderson at RaniaAnderson.com or https://www.linkedin.com/in/rania-anderson/ Tune in to this conversation about success, authenticity, and the freedom that comes with having zero to prove.

Welcome to the very first episode of Zero to Prove—a podcast dedicated to leaders who have reached a turning point in their lives and careers, where the motivation shifts away from chasing titles, status, or external validation, and toward pursuing their passions on their own terms. In this pilot episode, Lane Taylor introduces the show and its host, Anthony Bay, diving into the inspiration behind Zero to Prove and what listeners can expect from future episodes.You’ll hear Anthony Bay share his personal “zero to prove” moment stemming from a storied career in tech, and how that realization led him to chart a new path—one centered on fulfillment, contribution, and redefining success. Together, Lane and Anthony Bay explore the challenges many professionals face as they transition away from traditional roles, discussing the need for a new playbook, actionable insights from guest stories, and the power of finding (or creating) a collective of like-minded individuals.With rapid-fire questions, candid reflections, and an emphasis on lessons that can be put to use right away, this episode sets the stage for Zero to Prove’s unique blend of inspiration, life wisdom, and practical advice for anyone ready to embrace the next chapter. So whether you’re thinking about your own “what’s next” or simply looking for a dose of motivation, tune in to Zero to Prove and discover what it means to blaze your own trail.⁠⁠https://www.zerotoprove.org/

Zero to Prove is the podcast for leaders and builders redefining success on their own terms. Hosted by Anthony Bay — entrepreneur, tech executive, and unapologetic advocate for rewriting the rules of midlife — this show explores the pivotal moment when you realize you have nothing left to prove…and everything left to create.