In this episode, host Kim Jones examines the rapid rise of enterprise AI and the tension between innovation and protection, sharing an RSA anecdote that highlights both excitement and concern. He outlines the benefits organizations hope to gain from AI while calling out often-overlooked risks like data quality, governance, and accountability. Kim is joined by technologist Tony Gauda to discuss why AI represents a fundamental shift in how systems and decisions are designed. Together, they explore AI-driven operations, cultural barriers to experimentation, and how CISOs can adopt AI responsibly without compromising security.
Want more CISO Perspectives?
Check out a companion blog post by our very own Ethan Cook, where he breaks down key insights, shares behind-the-scenes context, and highlights research that complements this episode.
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Jon DiMaggio: Two roads diverged. [Strategy] [Career Notes]
Please enjoy this encore of Career Notes.
Chief security strategist from Analyst1, Jon DiMaggio shares his story on how he grew to become a part of the cybersecurity world. He describes different jobs that paved the way to the knowledge he has in the industry right now, and he even shares about an experience that led him to a path that split and which decision he would make, would be crucial in his career. He explains which way he ended up going and how a critical part of his career helped to determine that path. He says "there's two paths when you have that happen, you can either let it defeat you, or you know, you come back swinging." We thank Jon for sharing his story.
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When macOS gets frostbite. [Research Saturday]
Jaron Bradley, Director of Jamf Threat Labs, is sharing their work on "ChillyHell: A Deep Dive into a Modular macOS Backdoor." Jamf Threat Labs uncovers a newly notarized macOS backdoor called ChillyHell, tied to past UNC4487 activity and disguised as a legitimate applet.
The malware showcases robust host profiling, multiple persistence mechanisms, timestomping, and flexible C2 communications over both DNS and HTTP. Its modular design includes reverse shells, payload delivery, self-updates, and a brute-force component targeting user credentials.
The research can be found here:
ChillyHell: A Deep Dive into a Modular macOS Backdoor
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