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November 5, 2025 42 mins
In this episode of the Microsoft Threat Intelligence Podcast, host⁠ ⁠⁠Sherrod DeGrippo is joined by Zack Korman, CTO of cybersecurity startup Pistachio. They explore the reality of AI in security, cutting through hype to discuss where AI is both brilliant and flawed, how vendors AI-wash outdated tech, and why Zack believes AI won’t replace jobs but instead scale human creativity. They also dive into phishing simulations, human psychology behind social engineering, AI-powered attacks, jailbreak chaining between AI systems, and the future risks and opportunities AI introduces in cybersecurity.   In this episode you’ll learn:       How to evaluate whether a vendor is truly using AI in their product  The psychology behind why people fall for phishing attacks  Why human judgment will remain essential in the era of AI-driven security.  Some questions we ask:      How can AI unlock new capabilities in cybersecurity?  What questions should people ask AI security vendors?  Why do trained security professionals still fall for phishing attacks?  Resources:   View Zack Korman on LinkedIn   View Sherrod DeGrippo on LinkedIn     Related Microsoft Podcasts:                    Afternoon Cyber Tea with Ann Johnson  The BlueHat Podcast  Uncovering Hidden Risks        Discover and follow other Microsoft podcasts at microsoft.com/podcasts     Get the latest threat intelligence insights and guidance at Microsoft Security Insider    The Microsoft Threat Intelligence Podcast is produced by Microsoft and distributed as part of N2K media network. 
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