In this special episode of The Virtual CISO Moment, Greg Schaffer shares five cybersecurity predictions for 2026 grounded in real-world patterns — not hype. From the tightening of SOC 2 audits and the rise of “vibe coding” risks, to a coming shakeout in the vCISO market, influencer-driven security shaming, and the growing dangers of contractor misclassification, this episode explores the second-order consequences many organizations are already overlooking.

If you’re a business leader, CISO, or vCISO, this episode will challenge assumptions and help you see where governance failures quietly become security failures.

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 adoption

• How to talk about risk without falling into fear, uncertainty, and doubt

• The importance of trust and partnership in security consulting

• Realistic AI use cases, guardrails, hallucination risks, and the myth of effortless automation

• Balancing stress in cybersecurity through healthy personal hobbies

• Logan’s forward-looking plans in CMMC, AI strategy, and helping organizations scale responsibly

Engaging, 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.

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 technology

A thoughtful, engaging look at technology leadership, organizational culture, and the rapidly changing role of AI in the enterprise.