Caveat
Recent Episodes
The algorithm is writing the rulebook now.
This week, we are joined by Tony Scott, CEO of Intrusion and former federal CIO, sharing his perspective on evolving regulation and the realities behind critical policy shifts. Ben has a story on the promise of AI to automate compliance. Dave's got reports that the Trump administration plans on using AI to write federal regulations.
Compliance in the age of surveillance.
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.
The expanding reach of surveillance.
Today we are joined by Brian McGinnis, partner at Barnes & Thornburg LLP, who is discussing youth protection and data privacy and the Federal Trade Commission. Ben has the story of the Supreme Court agreeing to take up a high-profile case on geofence warrants. Dave takes a look at the global question of digital sovereignty.
This week, Ben and Dave discuss the ongoing controversy surrounding Grok and its ability to generate nonconsensual nude images, raising fresh concerns about AI safeguards, consent, and accountability, before turning to a conversation with Caitlin Clarke, Senior Director for Cybersecurity Services at Venable, who breaks down the Cybersecurity Information Sharing Act of 2015 (CISA).
On today’s episode, Ben and Dave dive into the wave of new privacy legislation taking effect across the U.S., with California, Texas, and Virginia leading the way. We explore how these laws are giving consumers more control over their personal data—like California’s new “Delete Act” that lets residents remove their information from data brokers in one step.


