Life of a CISO with Dr. Eric Cole

Dr. Eric Cole
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Oct 30, 2025 • 35min

Lessons in Trust, Training, and Threat Intelligence with Michael Centrella

In this episode of Life of a CISO, Dr. Eric Cole sits down with Michael Centrella, a 25-year veteran of the U.S. Secret Service turned cybersecurity executive, to discuss how lessons from protecting presidents translate into protecting digital infrastructure. Centrella shares his journey from investigating counterfeit currency to leading global cyber investigations, emphasizing how human error remains the biggest security vulnerability despite technological advances. Together, they explore the evolving ransomware landscape, the challenges of balancing security with business friction, and the vital need for public-private collaboration, especially in light of the expiration of the CISA Information Sharing Act of 2015. Centrella also highlights the importance of supply chain visibility and continuous monitoring in today's interconnected world, sharing insights from his new role at SecurityScorecard. The conversation closes with timeless advice drawn from both law enforcement and cybersecurity: "Trust but verify." Whether you're leading a security team or steering a business through today's cyber threats, this episode is packed with actionable wisdom on resilience, leadership, and the power of informed vigilance.
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Oct 23, 2025 • 29min

From Good to World-Class: Aligning Cybersecurity with Business Success

In this episode of Life of a CISO, Dr. Eric Cole breaks down what truly separates good CISOs from world-class ones — the ability to align cybersecurity strategy with the core business mission. He explains that understanding what business your organization is really in is the foundation of effective security leadership. Using real-world examples, Dr. Cole highlights how CISOs must adapt their security priorities based on organizational goals, whether it's stabilizing growth, driving acquisitions, or enhancing customer experience. He challenges the outdated view that security and business efficiency are at odds, emphasizing instead that cybersecurity should be a business enabler — efficient, cost-effective, and even profitable. Dr. Cole also explores critical areas like asset visibility, reducing attack surfaces through simplification, and aligning budgets to the CIA triad (confidentiality, integrity, availability). The episode wraps up with actionable insights on executive communication, including how to present cyber risk in business language using a simple, four-column "magic slide": what could happen, likelihood of occurrence, cost if it happens, and cost to fix it. Dr. Cole's message is clear — world-class CISOs think like executives first, technologists second.
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Oct 16, 2025 • 36min

From Race Cars to Risk: Dual CISO-CTO Leadership with Ben Wilcox

In this high-speed episode of Life of a CISO, Dr. Eric Cole welcomes Ben Wilcox, a rare dual-role executive serving as both CISO and CTO at ProArch — and a race car driver to boot. Ben shares his 30-year journey from building websites in the early internet days to leading enterprise security and technology strategy today. Dr. Cole and Ben dive into the challenges and opportunities of balancing technical innovation with cybersecurity, how to win executive support for security investments, and how to leverage AI for productivity. Ben also drops valuable advice for aspiring CISOs, emphasizing the power of saying "yes" to new challenges, building business-aligned security strategies, and continuously learning. This episode is packed with practical insights on executive communication, risk quantification, AI in cybersecurity, and even how lessons from the racetrack apply to the boardroom.
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Oct 9, 2025 • 31min

The Essential Guide to Becoming a CISO

In this solo episode, Dr. Eric Cole steps back into the spotlight after several interview-focused sessions, responding to listeners' requests to hear directly from him. The result is a powerful, insightful, and foundational deep dive into what it truly means to be a CISO—not just in title, but in mindset, skillset, and strategic execution. This episode isn't just about definitions—it's a wake-up call to the cybersecurity industry and professionals aspiring to leadership roles. Dr. Cole challenges conventional thinking, dismantles industry myths, and offers a battle-tested blueprint for what makes a world-class CISO.
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Oct 2, 2025 • 36min

Satellite Communications, AI, and the Future of Secure Connectivity with Guest Brett Miller

In this episode of Life of a CISO, Dr. Eric Cole sits down with Brett Miller, a Marine Corps veteran, former Hollywood creative, and now a leader at Galileo, a cutting-edge satellite communications company. Together, they explore the critical role of secure communications in cybersecurity, disaster response, and everyday life. Brett shares his fascinating journey from running encrypted radio systems in the military to building an app that seamlessly bridges satellite, cellular, and AI-powered emergency planning—all designed to provide redundancy, reliability, and privacy when traditional networks fail. The conversation dives into why cell networks are increasingly unreliable, the future of wearable and embedded devices, and why CISOs must rethink their organization's communications strategies before a crisis strikes. They also tackle pressing topics like TikTok, foreign data collection, and why adversaries are targeting telecom networks over banks—making this a must-listen for cybersecurity leaders, executives, and anyone interested in the future of secure connectivity.
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Sep 25, 2025 • 35min

The Journey to Becoming a CISO: Lessons Learned with Azunna Anyanwu

In this episode of Life of a CISO, Dr. Eric Cole interviews Azunna Anyanwu, a fractional CIO, discussing his career journey, the importance of soft skills in cybersecurity leadership, and the challenges of managing budgets and risk. They delve into the complexities of ransomware, the evolving roles of CIOs and CISOs, and the impact of AI on the cybersecurity workforce. Azunna shares valuable insights on training employees to recognize threats and the necessity of establishing a risk tolerance with the board. He emphasizes the importance of continuous learning and setting goals for aspiring cybersecurity professionals.
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Sep 18, 2025 • 36min

Cybersecurity, AI, and Communication: Dr. Eric Cole with Dr. Jill Schiefelbein

In this episode of Life of a CISO, Dr. Eric Cole sits down with communication strategist and tech-human behavior expert Dr. Jill Schiefelbein. Together, they explore the critical intersection of cybersecurity, leadership, and communication—diving into why technical solutions alone aren't enough without clear messaging to executives, employees, and end users. From making the case for two-factor authentication to understanding how AI is transforming daily workflows, Dr. Jill shares powerful insights on bridging the gap between technical experts and business leaders. Whether you're a CISO, aspiring leader, or simply curious about the future of cybersecurity and AI, this episode offers practical advice to level up both your technical and communication game.
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Sep 11, 2025 • 30min

Building a World-Class CISO Career with Guest Shannon Brewster

In this episode of Life of a CISO, Dr. Eric Cole sits down with Shannon Brewster, CISO at LevelBlue, to discuss what it takes to become a world-class CISO. From transitioning from technical roles into strategic leadership, to earning a seat at the executive table, managing technical teams, navigating risk tolerance, and building your personal brand, Shannon shares real-world insights from decades of experience in telecommunications and cybersecurity. If you've ever wondered how to go from technical expert to trusted business leader—or how to balance cybersecurity priorities with business enablement—this conversation delivers the answers.
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Sep 4, 2025 • 37min

Communicating Cybersecurity to Executives with Guest Shashank Shekhar

In this episode of Life of a CISO, Dr. Eric Cole sits down with CEO and entrepreneur Shashank Shekhar to dive into the mindset of business leaders and how CISOs can better communicate with executives. From navigating the 2008 financial crisis to building successful companies in mortgage, AI, and fintech, Shashank shares powerful insights on what CEOs really value, how they view cybersecurity, and the mistakes most security leaders make when pitching solutions. If you want to learn how to put yourself in the CEO's shoes, align security with business growth, and earn a seat at the executive table—this episode is a must-listen.
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Aug 28, 2025 • 35min

Cybersecurity Leadership Across the Globe with Chris & Damian

In this episode of Life of a CISO, Dr. Eric Cole explores what it truly means to be a cybersecurity leader in today's interconnected world. Drawing on insights from Hong Kong to London, Dr. Cole breaks down the unique challenges CISOs face globally and reveals the leadership principles that remain universal no matter where you are. You'll discover why strong cybersecurity leadership is no longer optional but essential for organizations navigating modern threats. Learn how cultural perspectives, evolving threats, and executive communication all play a role in shaping a successful CISO. Tune in to uncover practical lessons, global perspectives, and strategies to lead with confidence in the ever-changing world of cybersecurity

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