UnHack with Drex DeFord

In a stunning betrayal of trust, two cybersecurity professionals—an incident response manager and a ransomware negotiator—pled guilty to operating as affiliates of the AlphaV/BlackCat ransomware gang. Between May and November 2023, they attacked five U.S. companies, including healthcare organizations, while simultaneously working in roles designed to help ransomware victims recover. The FBI's seizure of the gang's infrastructure exposed chat logs and payment records that led to their arrests. Both face up to 20 years in prison, with sentencing scheduled for March 12th. This case highlights the critical importance of vetting third-party incident response providers and understanding insider threats in cybersecurity.
Remember, Stay a Little Paranoid
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January 19, 2026: Bill Russell, Drex DeFord, and Sarah Richardson unpack OpenAI's two major healthcare announcements that could fundamentally reshape how patients interact with their health data—and how health systems govern AI. ChatGPT Health promises to finally deliver on the personal health record dream, letting patients aggregate everything from Apple Health to medical records in one secure place. Meanwhile, ChatGPT for Healthcare gives CIOs the governed sandbox they've been desperate for. Hear why patient data monetization, clinical trial recruitment, and the shift from provider liability to patient empowerment could make this time actually different.
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Key Points:
05:00 ChatGPT Health Announcement
17:40 Personalized GPT and Analytics in Healthcare
22:05 Wearable Health Tech and Personal Health Records
25:35 Community Events and LinkedIn Series

As healthcare organizations deploy AI agents across clinical, business, and research operations, we're creating a new class of insider threat—one that works 24/7, follows instructions perfectly, and moves at machine speed. Drexel explores why AI agents with tool access become de facto insiders and why we need clear boundaries, tight access controls, and human approval workflows before these powerful assistants cause unintended damage. The key insight: the moment an AI agent gets tools, it becomes an insider that must be governed like one.
Remember, Stay a Little Paranoid
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January 12, 2026: Epic is defending three simultaneous lawsuits while CIOs grapple with vendors imposing staggering price increases—some as high as 600%. Bill, Sarah, and Drex tackle the uncomfortable truth about AI leadership: it's time to figure it out or risk getting left behind. They explore why AI with context is transformative while AI without it looks foolish, discuss whether board members know how to hire AI-savvy CIOs, and predict a major shift in how healthcare organizations approach their EHR relationships. Could we see a return to building custom solutions powered by modern AI?
Key Points:
02:44 Predictions for 2026
14:18 Staffing and Workforce Implications
21:10 Epic's Legal Troubles

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Drex breaks down ISC2's 2025 cybersecurity workforce study and explains why healthcare's security staffing problem isn't about finding more people—it's about broken operating models and unrealistic expectations. He covers the critical skills gap in translating cyber risk to business risk, the burnout driving away mid-career talent, and why third-party risk management has become more complex than ever. Plus, practical solutions healthcare CISOs are using: growing security teams internally by hiring from other departments and strategically leveraging managed services. The workforce gap won't be fixed by traditional hiring—it requires designing better systems and building resilience instead of just buying more tools.
Remember, Stay a Little Paranoid
X: This Week Health
LinkedIn: This Week Health
Donate: Alex’s Lemonade Stand: Foundation for Childhood Cancer