In this episode of the Leaders in Tech podcast, host David Mansilla sits down with Kin Lee-Yow, CIO of CAA Club Group. Kin oversees the technological backbone of an organization obsessed with member safety—from roadside assistance to complex insurance underwriting through CAA Insurance and Echelon Insurance.

Kin shares his personal "immigrant success story," moving from the tropical climate of Mauritius to the University of Waterloo, and how his early love for "tinkering" evolved into a high-stakes career in Cybersecurity and AI.

Key Takeaways:

• The Mission of Safety: Learn how a simple mission statement—"obsessed with member safety"—drives every technical decision at CAA.
• Leadership is Psychology: Kin explains why his high school psychology course ended up being more valuable than his coding classes when it came to managing people.
• The 5 Principles of Success: A deep dive into Kin’s framework for a healthy corporate culture: Respect, Learning, Collaboration, Innovation, and Commitment.
• Collaboration Over Competition: Discover the definition of true collaboration—working to make your partner look good rather than trying to outshine them.
• The AI & Internet Parallel: Insights on why Generative AI is a powerful research tool that still requires human discernment and the "Clarify and Verify" method.
• Sharing is Growing: Why the "old school" mentality of hoarding knowledge is a "horrible lie" that keeps your career stagnant.

About the Guest: Kin Lee-Yow is the CIO for CAA Club Group, focusing on digital transformation, cybersecurity, and the ethical implementation of AI. He is a mentor to students and a firm believer in the "Golden Rule" of business: doing unto others as you would have them do unto you.

Follow for more insights from the giants of the tech industry!

#LeadersInTech #CAACanada #CIO #TechLeadership #CyberSecurity #GenerativeAI #ServantLeadership #BusinessStrategy #Mentorship #TechInnovation

In 1998, Miloš Topić arrived in the U.S. with two suitcases and zero English. Today, he is the VP and Chief Digital Officer at a major university, leading thousands. How do you close that gap?

In this episode, we explore the "Refugee Grit" mindset—an unfair advantage that allows leaders to thrive in chaos and innovate when there is no roadmap. We’re breaking down a "golden nugget" from the Leaders in Tech podcast that reveals the exact strategies Miloš used to scale the executive ladder by focusing on people, problem-solving, and the "Machete Principle."

This story is just the beginning. If you want to hear the full, deep-dive conversation about the future of tech leadership and Miloš's incredible journey, you can watch the complete episode here:

https://youtu.be/arkNzF6GyGM

[What You’ll Learn]

🔑 The Machete Principle: Why entrepreneurs don't need a map, they need a blade.

🔑 The Insomnia Hack: The fastest way to get noticed by your CEO.

🔑 Wartime Leadership: How to handle a massive tech crisis without losing your team.

🔑 The Power of the Second Choice: Why your "passion" might be hiding behind an accidental opportunity.

If you’re building your own path right now, drop a "Machete" 🪓 in the comments. We’d love to hear which of Miloš’s lessons resonated most with your journey. Don't forget to Like and Subscribe to join our community of tech leaders and entrepreneurs.

In this episode of "Leaders in Tech," host David Mansilla sits down with Vivek Vaidya, General Partner at Superset, to pull back the curtain on the "Company Builder" model. Vivek shares his 25-year journey from surviving the .com crash to overseeing massive exits to Microsoft and Salesforce.

If you are a founder or tech leader, this conversation is a masterclass in Founder-Market Fit, "clock speed," and the grit required to turn a raw idea into a durable, data-driven enterprise.

In this episode, you’ll learn:

• The difference between an incubator and a Company Builder Studio.
• How to identify "Painful Business Problems" before writing code.
• The secret to surviving a "Hard Right Turn" (Pivot) in a volatile market.
• Why building technology is easy, but building companies is the ultimate challenge.

Whether you're a first-time founder or a seasoned CTO, this episode will change the way you think about resilience and market adaptation.

#LeadersInTech #AI #Startups #TechLeadership #VivekVaidya #LeadersInTech #VivekVaidya #Superset #CompanyBuilder #AIStartups #TechLeadership #Entrepreneurship #VentureStudio #DataScience #ScaleUp #FounderGrit #TechPivots #MicrosoftAcquisition #SalesforceMarketingCloud

The world is changing at an exponential rate. By 2030, two billion jobs will be transformed or displaced. Are you prepared to bridge the gap between innovation and adoption, or will you fall into it?

In this "Golden Nuggets" highlight, we’re extracting the high-level leadership blueprint from John Rathje, VP and CIO of Kent State University. John oversees the tech strategy for a top-tier R1 research powerhouse—the same place that birthed the liquid crystal technology in your smartphone.

From writing code on a borrowed computer to leading global tech shifts, John shares why "looking up" is the most important skill an entrepreneur can have in the next decade.

Key Takeaways:

(1) Stop Hunting, Start Solving: Don't build a product and look for a market; find a massive pain point and obsess over it.

(2) Environment is Everything: You are the architect of your team's creativity. Build an "Innovation Hub," not just a workspace.

(3) Human Impact to Code: Technology is built by people, for people. If you lose the human element, you lose your competitive edge.

Listen To The Full Podcast Episode Here: https://www.youtube.com/watch?v=2vr-_ybTrFI

#FutureOfWork #EntrepreneurMindset #LeadershipTips #TechInnovation #GoldenNuggets #JohnRathje #2030Vision #BusinessGrowth #StartupAdvice

What does it take to lead through forty years of digital revolution? In this episode of Leaders in Tech, host David Mansilla sits down with technology consultant Adrian Smith to trace his journey from the "school of hard knocks" to the high-stakes world of global consulting.

Adrian shares the incredible story of how he went from a summer job loading half-inch tapes to building the groundbreaking videotex systems that powered the London Stock Exchange. We dive deep into the mindset required to survive in an industry where you are judged solely on your deliverables.

In this episode, you’ll discover:

👍 The "Invaluable" Intern: How Adrian turned a boring entry-level role into an essential business asset by mining data for leadership.

👍 Disruptive Tech: The 1980s "Netflix" style technology that gave retailers a massive edge.

👍 The Consultant’s Creed: Why over-delivering and maintaining a "bug-free" reputation is the only way to scale a consulting business.

👍 The Accidental Meeting: A hilarious and insightful story about a breakfast meeting with Bill Gates that happened by total mistake.

👍 The Golden Rule of Leadership: Why you should never burn bridges and why your junior staff might be your most important resource.

#TechLeadership #BusinessStrategy #Entrepreneurship #ConsultingLife #TechEvolution #LeadersInTech #DigitalTransformation #BillGates #LondonStockExchange #CareerGrowth #BusinessIntegrity #OverDeliver

In this episode of Leaders in Tech, host David Mansilla talks with Adrian Smith, the tech head (CIO) of the London business consulting firm AdSatis. Adrian, who has helped banks and financial companies for decades, shares a strong warning about modern technology: it's incredibly fast, but also surprisingly easy to break.

Key Topics Discussed:

• The Power of Experience: Why managers who have seen years of booms and crashes are crucial for making level-headed decisions today.
• The Weekly Fixes Problem: Adrian asks why big software makers release hundreds of fixes every week, creating unstable systems that are always at risk.
• One Mistake, Global Chaos: We look at how a single technical failure can stop major airlines or shut down a bank for days, showing how vulnerable we all are.
• Work from Home vs. Office: A deep dive into why people need to be social, and why key jobs (like doctors and drivers) prove that society still needs people to physically show up.
• The Fight for Privacy: A discussion on why governments asking for secret entry points (backdoors) into our phones is a serious threat to personal freedom and security.

#AdrianSmith #TechVulnerability #CIO #PrivacyMatters #FutureOfWork #HyperConnectedWorld #BusinessAdvice #ExperienceCounts

In this episode of Leaders in Tech, we sit down with George London, Chief Technology Officer at Upwave, to explore how data and science are transforming the world of brand advertising. From his early career at Bridgewater Associates to leading Upwave’s engineering and data teams, George shares how curiosity, adaptability, and people-centered leadership shaped his journey.

Discover how Upwave brings “science to the top of the funnel”, why George believes AI is underhyped, and what meaningful leadership looks like in today’s tech world.

👉 Topics Covered:

• How Upwave measures brand advertising scientifically
• George’s journey from Philosophy to CTO
• Leadership lessons in managing technical teams
• The transformative power of AI
• Why meaningful work and relationships drive long-term success

📍 Guest: George London, CTO at Upwave

📍 Host: David Mansilla, Founder of ISU Corp

🎧 Subscribe for more inspiring conversations with today’s leading tech innovators.

#LeadershipInTech #Upwave #DataScience #AIInnovation #CTOInsights #LeadersInTechPodcast

In this episode of Leaders in Tech with David Mansilla, we sit down with Jonathan Cook (JC), a pioneering technology leader with over 25 years of experience in cloud innovation, healthcare data platforms, and enterprise-scale system design.

From his early days as a “coding cowboy” to becoming a visionary CTO, Jonathan shares how he bridges the gap between technology and business value, builds strong cultures, and leads teams through the toughest challenges.

🚀 What you’ll learn in this episode:

• Why technology must always serve measurable business value
• How to scale from individual contributor to leader of leaders
• The power of culture in driving innovation
• Lessons from overcoming impossible deadlines and legacy systems
• Jonathan’s simple yet powerful leadership mantra: “Be useful. Do less harm. Rinse and repeat.”

Whether you’re a tech leader, entrepreneur, or aspiring innovator, Jonathan’s story will inspire you to lead with clarity, purpose, and resilience.

👉 Don’t forget to subscribe for more inspiring conversations with today’s top leaders in tech.

#TechnologyLeadership #TechInnovation #CloudComputing #AIandData #DigitalTransformation #LeadershipDevelopment #BusinessGrowth #CTOInsights #VisionToExecution #ScalingLeadership