Modern CTO

ProSeries Media
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Oct 6, 2025 • 47min

Scale Differently in the Age of AI with Robert Duffy, CTO at HealthEdge

Robert Duffy, CTO at HealthEdge, shares insights on scaling engineering and operations in the age of AI. He emphasizes the importance of quickly building trust in merged organizations and transforming leadership dynamics through positive intent. Duffy highlights how AI is reshaping traditional scaling strategies, allowing for lower costs in bespoke software development and enabling personalized, on-demand dashboards. He also discusses the significance of cultural fit in mergers and the impact of AI on customer economics.
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4 snips
Oct 2, 2025 • 51min

Working with Steve Jobs & Becoming a Wiser Guy with Guy Kawasaki, Chief Evangelist at Canva

In this engaging conversation, Guy Kawasaki, Chief Evangelist at Canva and former Apple evangelist, shares his unique experiences with Steve Jobs, who he describes as both inspiring and terrifying. He humorously recounts their infamous trust exchange and reflects on how his hearing loss shaped his perspective on life. Guy discusses the importance of humor in leadership and his mission-driven approach at Canva. He also touches on personal growth, his late-life surfing adventures, and the lessons outlined in his book, 'Wiser Guy'.
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Sep 29, 2025 • 49min

From Nothing to a $10 Billion Rocket Ship with Jeff Buzzelli, Regional SVP at Comcast

Jeff Buzzelli, Regional SVP at Comcast, shares his journey of transforming Comcast Business from a startup to a $10 billion giant. He discusses the importance of employee engagement and the strategic scaling of services. Buzzelli emphasizes lessons learned from early hiring mistakes and the necessity of cultural fit in building a resilient team. He also reveals insights into disaster preparedness, particularly for hurricane season in Florida, highlighting swift restoration efforts and community support. Plus, he delves into the future of AI in content delivery.
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Sep 25, 2025 • 50min

How GoFundMe is Changing Fundraisers in the Age of AI with Arnie Katz, CPTO

Arnie Katz, the Chief Product & Technology Officer at GoFundMe, shares his insights on leveraging AI to transform fundraising. He emphasizes the importance of understanding the psychology of asking for help and discusses the barriers people face in philanthropy. Arnie highlights how AI-generated enhancements can streamline story creation for fundraisers, and he reflects on his past startup failure as a vital leadership lesson. The conversation touches on fostering a culture that embraces failure to increase innovation velocity.
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Sep 24, 2025 • 48min

Leading Superworkers in the Public Sector with Denise Hemke, CPO at NEOGOV

Denise Hemke, Chief Product Officer at NEOGOV, shares her passion for developing AI-powered solutions in the public sector. She discusses how tailored products can meet unique government needs and the role of gamification in training 911 operators through innovative tools like Power Recall. Denise also highlights the importance of using AI to enhance hiring and improve compliance within public safety, ensuring fairness and transparency. Her insights into building a personal advisory board and mentoring future leaders offer valuable guidance for those in tech and beyond.
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Sep 22, 2025 • 49min

Why Agility is Your Greatest Business Survival Skill with Robert Parsons, VP of Hardware Portfolio at TOSHIBA

Robert Parsons, VP of Hardware Portfolio at Toshiba Global Commerce Solutions, leads the charge in transforming retail technology. He discusses the significance of agility as a survival skill in the rapidly changing retail landscape. Parsons highlights how modular systems are revolutionizing checkout experiences and the importance of data-driven decision-making for tech leaders. He also delves into the intersection of software and hardware, emphasizing the role of AI in enhancing customer experience while maintaining innovation safeguards.
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Sep 18, 2025 • 43min

Capitalize on Chaos & Lead Through Toxic Workplaces with Rob Kalwarowsky

Rob Kalwarowsky, an executive coach and TEDx speaker, shares insights on thriving amid chaos. He discusses the alarming rise in the World Uncertainty Index and emphasizes the importance of self-leadership for navigating turbulent times. Kalwarowsky introduces the idea of 'parts vs. self,' explaining how understanding this can reshape leadership approaches. He also highlights destructive leadership patterns and offers practical tools to enhance personal effectiveness. Tune in for actionable strategies to transform challenges into opportunities!
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Sep 15, 2025 • 56min

Shifting From Career Mode to Coaching Mode with Nick Calver, VP at Palo Alto Networks

In this insightful discussion, Nick Calver, VP of Financial Services at Palo Alto Networks, opens up about the journey from personal ambitions to empowering others. He shares gripping stories of resilience, including lessons learned from mentoring athletes and facing adversity. Nick emphasizes the importance of core values in shaping career paths and balancing work with family. Through impactful anecdotes, he reveals how true leadership comes from empathy and prioritizing what matters most.
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Sep 11, 2025 • 45min

His Worst Coach Made Him Into a Great Leader with Damon Lembi, CEO at LearnIt

Damon Lembi, CEO at LearnIt and author of 'The Learn It All Leader', discusses how a negative coaching experience shaped his leadership style. He highlights the power of focusing on strengths over weaknesses and shares strategies for overcoming impostor syndrome. Lembi also dives into the balance of personal relationships and accountability in leadership, and introduces a four-step framework for personal growth. His insights on self-discipline and making tough decisions underline the transformative journey of becoming an effective leader.
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21 snips
Sep 8, 2025 • 48min

Why AI Is Stalling in the Enterprise, and How Leaders Can Fix It with Greg Shewmaker, CEO at r.Potential

In this conversation with Greg Shewmaker, CEO of r.Potential, they dive into why AI projects in enterprises often falter. Greg emphasizes the importance of having a clear vision that goes beyond technology, reshaping leadership and decision-making. He shares insights on the challenges of AI adoption in larger organizations and the significance of fostering meaningful human connections amid automation. The discussion also touches on redefining wealth and the need for purposeful work in an AI-driven world.

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