Life of a CISO with Dr. Eric Cole

Ransomware isn't a technical problem—it's a leadership test. In this episode of Life of a CISO, Dr. Eric Cole welcomes back bestselling author and cybersecurity leader Zachary Lewis to break down the real-world realities of responding to a ransomware attack. Drawing from firsthand experience, they discuss why executive relationships, preparation, and credibility matter more than tools, how CISOs survive high-pressure incidents, and what separates leaders who thrive after a breach from those who don't. If you're a CISO, security leader, or aspiring executive, this episode offers practical insight into what ransomware response really looks like when everything is on the line.  

In this episode of Life of a CISO, Dr. Eric Cole sits down with cybersecurity leader Matthew Webster to explore what it really takes to succeed in the modern CISO role. Matthew shares his journey from IT into federal and commercial cybersecurity, the lessons that shaped his leadership approach, and why technical skills alone aren't enough at the executive level. Together, they discuss the importance of communication, influence, and business alignment, how CISOs can navigate compliance and legal challenges, and why building strong relationships with executives and legal teams is critical. This conversation offers practical insights for current and aspiring CISOs on translating cyber risk into business value, earning a seat at the table, and leading with clarity in an increasingly complex security landscape.  

In this episode of Life of a CISO, Dr. Eric Cole explains why intellectual property is becoming the most important cybersecurity priority for organizations as artificial intelligence accelerates innovation and imitation. As AI makes products, services, and content easier to replicate, traditional approaches to data security are no longer enough. Dr. Cole breaks down why trademarks, copyrights, patents, and trade secrets are now the true differentiators in the market and how failing to protect them directly impacts company valuation and competitiveness. Looking toward 2030 and beyond, this episode challenges outdated security models and shows how cybersecurity, AI, cloud, and IT must align around protecting intellectual property as a unified strategy. Dr. Cole shares practical guidance on identifying an organization's most valuable IP, closing gaps between legal policy and technical controls, and using AI defensively to stay ahead of competitors and emerging threats. This episode is essential listening for CISOs, executives, and board leaders focused on long term growth, security, and business value.  

In this New Year's episode of Life of a CISO, Dr. Eric Cole reflects on the challenges of 2025 and delivers a powerful reset framework for CISOs entering 2026. Drawing from real-world coaching, executive leadership principles, and personal experience, Dr. Cole challenges security leaders to stop thinking like technologists and start acting like true chief officers. This episode breaks down three essential pillars every world-class CISO must define: who you need to become, your single top priority, and your North Star. Dr. Cole explains why consistency, discipline, and executive alignment matter more than tools, why most CISOs struggle with focus, and how habits, planning, and accountability can rapidly transform your impact and credibility. From redefining the CISO role as a future CEO pipeline, to practical strategies like executive one-on-ones, time blocking, and choosing a guiding North Star such as Zero Trust or data protection, this episode provides a clear roadmap to leadership growth. If you want to reset your mindset, elevate your influence, and lead cybersecurity as a business function in 2026, this episode is a must-listen.  

As we close out 2025 and prepare for 2026, Dr. Eric Cole breaks down what it truly takes to be a world-class CISO in the year ahead. In this episode of Life of a CISO, Dr. Cole shares hard-earned lessons on leadership, health, resilience, and why taking care of yourself is foundational to protecting your organization. From personal reflection to executive-level strategy, this episode goes far beyond technical controls. Dr. Cole then dives deep into the three forces reshaping cybersecurity in 2026: artificial intelligence, cloud reliability, and ransomware, all centered around one core principle that too many organizations ignore: data protection. You will learn why AI is an augmentation tool, not a replacement for humans, how unrestricted AI use is creating massive new risks, why recent cloud outages are a warning sign for every executive, and how CISOs can regain trust, influence, and a permanent seat at the boardroom table. This episode is essential listening for CISOs, security leaders, executives, and anyone responsible for protecting critical data in an increasingly unstable digital world. Part two of this series continues next week.  

In this episode of Life of a CISO, Dr. Eric Cole explains why world-class CISOs must think like chief officers—not technicians. Drawing from boardroom experience and real-world cyber events, he breaks down the three threats executives are most concerned about heading into 2026: ransomware, cloud failures, and AI. Dr. Cole unpacks why the Land Rover Jaguar ransomware attack marked a turning point in cybersecurity, showing how a single breach can impact an entire national economy. He also highlights the growing over-reliance on cloud providers, referencing major AWS and Microsoft outages, and warns that organizations are rolling out AI without understanding data leakage, hallucinations, or business risk. At the core of the discussion is a powerful, concise definition of cybersecurity—and why most organizations still get it wrong. Dr. Cole explains why not knowing your critical data is the root cause behind ransomware exposure, cloud outages, and reckless AI adoption. He closes with what he believes should be the #1 cybersecurity priority for 2026: a complete data and asset inventory. This episode is a must-watch for CISOs, executives, and board members who want clarity, credibility, and control in an increasingly risky digital world.  

In this powerful episode of Life of a CISO, Dr. Eric Cole shifts the focus from strategy, roadmaps, and organizational security, and puts the spotlight directly on YOU. Instead of asking what you want or why you want it, Dr. Cole explains that the real key to becoming a world-class CISO is asking: Who do you need to become? Dr. Cole breaks down the three types of CISOs, the difference between tactical and true strategic leadership, and what it really means to operate as a corporate officer. From proximity and communication to compensation models, risk tolerance, leadership habits, and even physical health, this episode lays out a blueprint for designing the ultimate version of yourself, the version capable of sitting with executives, influencing business outcomes, and driving organizational success. If you're ready to elevate from technical expert to business leader, this episode will give you the mindset, targets, and tools to build your future.  

In this special Thanksgiving episode of Life of a CISO, Dr. Eric Cole delivers one of his most personal and powerful messages yet. Before diving into the technical skills of executive briefings and CISO strategy, he shifts focus to something far more foundational: gratitude, giving, and appreciation—the mindset pillars that shape world-class cybersecurity leaders. Dr. Cole shares why gratitude isn't just nice to have — it's essential for peak performance, mental resilience, and long-term success in cybersecurity. He breaks down the five levels of appreciation every CISO should practice (yourself, family, business, country, and the world) and explains why self-gratitude is the non-negotiable first step. Dr. Cole closes with actionable homework and a reminder to make yourself, your family, and your mission a priority this season.   Access Dr. Cole's $299 course deal here: https://ar407.infusionsoft.app/app/storeFront/showProductDetail?productId=135  

In this episode of Life of a CISO, Dr. Eric Cole explains the top priorities every CISO must focus on as we move into 2026. He begins by highlighting the importance of personal health and why nutrition, hydration, and daily habits directly impact your ability to lead and make smart decisions in cybersecurity. After facing his own health challenges and losing friends in the industry, he shares why health must be the starting point for any world-class CISO. Dr. Cole also breaks down what it means to operate as a true chief officer. He covers why CISOs need to work in person with other executives, ask better questions, and always be prepared with the three slides that guide clear risk decisions. He also discusses the lessons learned from recent cloud outages and why understanding risk posture and critical data is essential for 2026. The episode encourages listeners to begin planning now, build their CISO roadmap, reduce noise, and strengthen their executive mindset.   Access Dr. Cole's $299 course deal here: https://ar407.infusionsoft.app/app/storeFront/showProductDetail?productId=135  

In this episode of Life of a CISO, Dr. Eric Cole sits down with Attila Torok, CISO at GoTo (formerly LogMeIn), to unpack what it really takes to move from security engineer to strategic leader.  Attila shares his journey, the advice that shaped his career, and why "relationships matter more than engineering skills."  From mastering executive communication in three bullet points to building your personal brand and navigating AI in the enterprise, this conversation is packed with practical insight for anyone aspiring to the C-suite in cybersecurity.  

In this urgent and eye-opening episode of Life of a CISO, Dr. Eric Cole dives into one of the most consequential moments in U.S. cybersecurity history: the expiration of the Information Sharing Act of 2015, which quietly lapsed the same day the government shut down. Dr. Cole explains how this coincidence has effectively cut off the flow of critical cyber threat intelligence between the U.S. government and private sector, leaving organizations blind to emerging attacks and operating at a major disadvantage. He breaks down the data-driven realities every CISO must communicate to their executive teams: The collapse of formal information sharing protections and the resulting liability risks for companies. The severe reduction of federal cybersecurity capacity, with 65% of CISA furloughed. The surge in cyberattacks from foreign adversaries exploiting U.S. vulnerability. Practical strategies for regaining the upper hand—reducing attack surfaces, deploying AI-based threat detection, and reassessing over-reliance on cloud providers following suspicious AWS and Microsoft outages. Dr. Cole urges CISOs to lead with data, not emotion, and to act decisively in this new era of "cyber wartime." Whether you're an executive or a security professional, this episode delivers the critical insights and strategic playbook you need to safeguard your organization when the nation's early warning system has gone dark.  

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.  

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.  

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.  

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.  

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.  

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.

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.

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.  

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.