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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reality of AI in security, cutting through hype to discuss where AI is both brilliant and flawed, how vendors AI-wash outdated tech, and why Zack believes AI won’t replace jobs but instead scale human creativity.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.
By Microsoft5
2222 ratings
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reality of AI in security, cutting through hype to discuss where AI is both brilliant and flawed, how vendors AI-wash outdated tech, and why Zack believes AI won’t replace jobs but instead scale human creativity.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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