UnHack with Drex DeFord

March 25, 2026: Gerry Miller, Founder and CEO of Cloudticity, has spent 15 years helping healthcare organizations harness the cloud securely. In this live conversation at HIMSS 2026, Gerry breaks down why health systems are accelerating their move to the cloud and how multi-cloud strategies are shifting from redundancy plays to service optimization.
Key Points:
02:33 Multi Cloud Strategy
04:39 ROI and Security
08:24 Future Data and AI

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March 24, 2026: Steven Ramirez, VP, CTO and CISO at Renown Health, joins Drex DeFord to pull back the curtain on how a mid-large health system keeps security at the center of everything — without becoming the department of no. From board-level briefings and identity-first defenses to a Databricks cloud buildout and a governance framework that puts security review on every DocuSign, Steven breaks down why good relationships and strong intake processes beat politics every time. This is a candid, tactical conversation healthcare IT leaders won't want to miss.
Key Points:
01:49 Speed vs Security
05:20 Board Updates and Identity Proofing
10:17 AI Reality Check
18:57 Burnout and Identity Focus

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March 23, 2026: Bill Russell, Drex DeFord, and Sarah Richardson are back with a packed Newsday covering three big conversations: the AI security crisis no one is talking loudly enough about, what HIMSS 2026 actually delivered for healthcare leaders, and the real question facing every CIO and CMIO right now: Is your time worth attending two major conferences each spring?
Key Points:
01:03 AI Chatbot Security
04:25 MIT AI Strategy Class
06:55 HIMSS Takeaways and Trends
10:40 Conference Value and Wrap Up

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Drex unpacks a signal hiding across several recent stories: we may be deploying AI well ahead of our ability to secure it. From an autonomous AI agent that breached a consulting firm's internal chatbot in two hours, gaining access to 46 million employee messages, to a multi-agent experiment where AI systems escalated privileges, forged credentials, and disabled antivirus software entirely on their own, the pattern is unsettling. Add a publicly available AI prescribing tool in Utah that researchers convinced to triple an opioid dose and reveal its own system prompts, and the picture gets clearer. Prompts are the new attack surface and the security model hasn't caught up yet.

March 20, 2026: Recorded live at HIMSS 2026, Ryan Witt, VP of Industry Solutions at Proofpoint, cuts through the AI hype to expose what's actually driving healthcare's most damaging cyber events. Ryan breaks down why identity and credential theft remain the primary attack vector, how threat actors exploit collaboration tools and email to compromise trusted relationships, and why the rise of ambient AI in clinical settings is creating new data security risks.
Key Points:
What Proofpoint Does
Top Threat: Credential Abuse
Ambient AI Expands Risk
AI Social Engineering Takeaways

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