The Virtual CISO Moment

• S7E54 - Cutting Through the AI Hype: Practical Security with Logan Edmonds

  In this episode of The Virtual CISO Moment, Greg Schaffer sits down with Logan Edmonds, Chief AI Officer at ScaleSight and founder of TTS Cyber, for a lively and insightful discussion on the intersection of AI, cybersecurity, and small to mid-sized business operations. Logan shares his unique journey from studying theology to becoming an AI-driven cybersecurity leader, highlighting how early IT experiences shaped his pragmatic approach to solving business problems.Greg and Logan dive deep into how SMBs misunderstand both security and AI, including the dangers of chasing trends, the misconception that compliance equals security, and why AI can’t magically fix broken business processes. Logan emphasizes a business-first mindset: start with understanding operations, outcomes, and risks—not with the technology.The conversation also covers:Why focusing on operational efficiency is the real driver behind meaningful AI adoptionHow to talk about risk without falling into fear, uncertainty, and doubtThe importance of trust and partnership in security consultingRealistic AI use cases, guardrails, hallucination risks, and the myth of effortless automationBalancing stress in cybersecurity through healthy personal hobbiesLogan’s forward-looking plans in CMMC, AI strategy, and helping organizations scale responsiblyEngaging, humorous, and packed with practical insight, this episode is a must-listen for leaders navigating AI adoption, cybersecurity maturity, or the unique challenges of SMB environments.

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• S7E53 - A Conversation with Thomas Sweet

  In this episode, host Greg Schaffer interviews Thomas Sweet, an award-winning CIO/CTO and 2023 Tech Titan Emerging CTO, who shares his unconventional journey from civil engineering to enterprise IT and cybersecurity leadership. Tom reflects on his early days at NEC, Microsoft, GM Financial, and more, offering key lessons learned while leading global teams and driving digital transformation.The conversation covers:🔹 How Tom transitioned from civil engineering into IT🔹 The problem-solving mindset engineering instilled in him🔹 His approach to building strong, low-attrition teams through genuine leadership🔹 Why AI is already reshaping IT—and why resisting it may hinder career growth🔹 How he uses AI to accelerate secure coding, automation, and testing🔹 The emerging landscape of AI-specific attacks🔹 The importance of decompression and how Tom balances life outside technologyA thoughtful, engaging look at technology leadership, organizational culture, and the rapidly changing role of AI in the enterprise.

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• S7E52 - A Conversation with Chuck Anderson

  This Thanksgiving-week episode welcomes back Chuck Anderson, IT consultant at Reliant Managed Services, for a deep dive into some of the biggest shifts in cybersecurity and technology over the past year and a half. Chuck and Greg explore the rapid rise of AI (good and bad), the looming disruption of quantum computing—especially its impact on encryption and certificates—and the operational realities organizations face as they prepare for a post-quantum world.They also dig into change management, why empathy matters more than ever in cybersecurity, and how tech pros can better communicate and lead through major transformation. A forward-looking, practical, and enjoyable conversation for anyone navigating today’s evolving cyber landscape.

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• S7E51 - A Conversation with Dave McKenzie

  In this episode of The Virtual CISO Moment, host Greg Schaffer speaks with Dave McKenzie, co-founder and director of Damn Good Security and a seasoned cybersecurity leader based in Scotland.Dave shares his fascinating journey from aspiring pilot to IT support technician, to leading security operations for major organizations, and ultimately launching his own company. His path, driven by curiosity, adaptability, and a dislike of handwriting, reveals how technical expertise and communication skills blend to form a truly effective security professional.This wide-ranging conversation is packed with humor, practical insights, and wisdom for anyone in the cybersecurity field.

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• S7E50 - A Conversation with Peter Gregory

  In this episode of The Virtual CISO Moment, Greg Schaffer welcomes back cybersecurity expert and best-selling author Peter H. Gregory — who’s written over 50 books and helped shape many of today’s top security and certification programs.They dive deep into:💡 AI Governance — how to use AI safely, ethically, and legally (and why “shadow AI” may be your biggest unseen risk)📚 Publishing Your Technical Book — Peter’s step-by-step insights from idea to printed page⚙️ Data Governance & Privacy — why strong data management is essential before implementing AIPeter also shares details on his upcoming AI Governance Professional (AIGP) study guide and offers timeless advice for aspiring cybersecurity authors.🎧 Tune in for expert perspectives, practical insights, and a few laughs along the way.#Cybersecurity #AIGovernance #vCISO #DataPrivacy #InfoSec #PeterHGregory #GregSchaffer #VirtualCISOMoment

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