Caveat

Caveat

A weekly conversation on surveillance, digital privacy, cybersecurity law and policy. Hosted by Dave Bittner and Ben Yelin.
Join Pro Today
To get access to ad-free episodes, exclusive podcasts, unlimited briefings, stories, and transcripts, and other valuable bonus features sign up today.

Recent Episodes

Ep 297 | 2.26.26

Trump's tariff battle.

This week, Ben and Dave sit down with N2K's Lead Analyst, Ethan Cook, to discuss the Supreme Court's decision to overturn the Trump administration's tariffs, imposed under the International Emergency Economic Powers Act (IEEPA). Additionally, Dave sits down with Jeff Williams, Founder of OWASP and Co-Founder/CTO of Contrast Security, to discuss how NIST is rethinking its role in analyzing software vulnerabilities as the EU launches GCVE.

Ep 296 | 2.19.26

Wired for the future.

This week, Ben and Dave sit down with N2K's Lead Analyst, Ethan Cook, to discuss the 21st annual State of the Net conference. This conference is a series of roundtable panels and interviews where industry experts and lawmakers meet to discuss the most pressing challenges facing the technology environment today. Throughout this conversation, our team breaks down AI, electricity grid stability, and media mergers. We also have some follow up from a friend of the show and former federal law enforcement officer, who notes that administrative subpoenas can provide quick, lawful wins without overburdening courts, but cautions that the full story is always more nuanced than it first appears.

Ep 295 | 2.12.26

Another week, another AI story.

This week, Ben has a story on the legal implications of Moltbook. Dave's got examples of AI providing headaches for the legal system.

Ep 294 | 2.5.26

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.

Ep 293 | 1.29.26

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.

Load More
Caveat
Host(s)
Dave Bittner
Ben Yelin
Dave Bittner is a security podcast host and one of the founders at CyberWire. He's a creator, producer, videographer, actor, experimenter, and entrepreneur. He's had a long career in the worlds of television, journalism and media production, and is one of the pioneers of non-linear editing and digital storytelling.
Ben Yelin, JD, is the Program Director for Public Policy & External Affairs at the University of Maryland Center for Cyber Health and Hazard Strategies, where he consults public and private entities on homeland security, cybersecurity and emergency management policy. He is also an adjunct faculty member at the University of Maryland Francis King Carey School of Law, where he teaches courses on electronic surveillance and the Fourth Amendment.
Schedule: Wednesdays
Creator: N2K Networks, Inc.
N2K logo