EPISODE · Jan 29, 2026 · 52 MIN
Compliance in the age of surveillance.
from Caveat · host N2K Networks
On today's episode of Caveat, we are joined by Matt Hillary, Chief Information Security Officer at Drata, discussing how AI is reshaping the compliance landscape and what it takes to build trust at AI speed. Ben has the story of Immigration and Customs Enforcement and their extensive use of modern surveillance tools. Dave discusses the Supreme Court’s taking of a case involving Facebook tracking pixels and video store rentals. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney. Links to today's stories: ICE Is Going on a Surveillance Shopping Spree Supreme Court to hear Facebook pixel tracking case Get the weekly Caveat Briefing delivered to your inbox. Like what you heard? Be sure to check out and subscribe to our Caveat Briefing, a weekly newsletter available exclusively to N2K Pro members on N2K CyberWire's website. N2K Pro members receive our Thursday wrap-up covering the latest in privacy, policy, and research news, including incidents, techniques, compliance, trends, and more. This week's Caveat Briefing covers the EU launching an investigation of its own into X after the platform's AI chatbot, Grok, was able to be manipulated into generating non-consensual sexualized images. Alongside the EU's investigation, X is also facing pressures from the UK, France, Indonesia, and Malaysia over this incident. Curious about the details? Head over to the Caveat Briefing for the full scoop and additional compelling stories. Got a question you'd like us to answer on our show? You can send your audio file to [email protected]. Hope to hear from you. Learn more about your ad choices. Visit megaphone.fm/adchoices
What this episode covers
On today's episode of Caveat, we are joined by Matt Hillary, Chief Information Security Officer at Drata, discussing how AI is reshaping the compliance landscape and what it takes to build trust at AI speed. Ben has the story of Immigration and Customs Enforcement and their extensive use of modern surveillance tools. Dave discusses the Supreme Court’s taking of a case involving Facebook tracking pixels and video store rentals. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney. Links to today's stories: ICE Is Going on a Surveillance Shopping Spree Supreme Court to hear Facebook pixel tracking case Get the weekly Caveat Briefing delivered to your inbox. Like what you heard? Be sure to check out and subscribe to our Caveat Briefing, a weekly newsletter available exclusively to N2K Pro members on N2K CyberWire's website. N2K Pro members receive our Thursday wrap-up covering the latest in privacy, policy, and research news, including incidents, techniques, compliance, trends, and more. This week's Caveat Briefing covers the EU launching an investigation of its own into X after the platform's AI chatbot, Grok, was able to be manipulated into generating non-consensual sexualized images. Alongside the EU's investigation, X is also facing pressures from the UK, France, Indonesia, and Malaysia over this incident. Curious about the details? Head over to the Caveat Briefing for the full scoop and additional compelling stories. Got a question you'd like us to answer on our show? You can send your audio file to [email protected]. Hope to hear from you. Learn more about your ad choices. Visit megaphone.fm/adchoices
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Compliance in the age of surveillance.
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