About this podcast
Join us for thought provoking conversations on surveillance, digital privacy, and cybersecurity law and policy in the information age. Each week, hosts Dave Bittner and Ben Yelin break down the headlines, legal cases, and policy battles that matter most.
Episodes
The newest 50 of 369 episodes
- The blue shift. · 41 min · Season 7 Episode 333This week, Dave and Ben sit down with Ethan Cook to discuss the recent US midterm elections where the Democratic party was able to win numerous races at both the state and…
- Who owns your AI conversations? · 41 min · Season 7 Episode 332This week, Dave and Ben look at two AI-related stories. The first involves the recent bankruptcy of Character.AI and the DoJ's privacy concerns related to the sale of AI chats…
- The AI election. · 55 min · Season 7 Episode 331This week, Dave and Ben look at how political campaigns are looking to utilize AI chatbots in their campaign messaging efforts alongside another story involving a woman who is…
- The wearable wiretap. · 54 min · Season 7 Episode 330This week, Dave and Ben look at a story that discusses the potential conflict between the next-generation of wearable technology and current state wiretapping laws. The two also…
- Who’s liable when AI goes rogue? · 48 min · Season 6 Episode 329This week, Dave and Ben look at two stories with the first involving a recent bill introduced into the US House of Representatives that looks to clarify the confusion around AI…
- Expanding the digital evidence trail. · 50 min · Season 6 Episode 328This week, Dave and Ben look at two court cases where one involves a judge ruling that law enforcement's use of Flock cameras was unconstitutional and another where the AI chat…
- Anthropic’s court battles. · 37 min · Season 6 Episode 327This week, Dave and Ben look at the recent court ruling which has supported the Trump administration's reclassification that Anthropic was a supply chain risk. Additionally, the…
- When digital tools get it wrong. · 35 min · Season 6 Episode 326This week, Dave and Ben sit down to look at a recent court ruling which has rejected limits on cell phone border searches. Additionally, the two look at another case where a…
- The battle for AI regulation. · 49 min · Season 6 Episode 325This week, Dave and Ben sit down with N2K's lead analyst Ethan Cook to look at the growing calls to enact AI regulations both within the US and across the globe. Spurned on by…
- Addressing the social media algorithms. · 38 min · Season 6 Episode 324This week, Dave and Ben look at how AI and social media are coming under greater regulatory scrutiny. For AI, conversations people are having with their chatbots are beginning to…
- Flipping AI’s kill switch. · 37 min · Season 6 Episode 323This week, Dave and Ben look at two major AI stories. The first involves Anthropic winning one of its legal challenges regarding the Pentagon designating the company as a supply…
- Breaking big tech’s hold. · 39 min · Season 6 Episode 322This week, Dave and Ben look at California's latest effort to restrict social media companies further by banning design features that are considered harmful to minors…
- When companies can hack back. · 40 min · Season 6 Episode 321This week, Dave and Ben discuss how the Trump administration has dramatically changed the cybersecurity landscape after signing a new memorandum, which allows private companies…
- Surveillance rulings and social media scrutiny. · 40 min · Season 6 Episode 320This week, Ben and Ethan discuss two major stories. The first looks deeper into the Supreme Court's recent ruling on the Chatrie case and the long-term impacts this decision…
- Tracking people, training AI. · 40 min · Season 6 Episode 319This week, Ben and Ethan discuss two major stories. The first involves an incident where a police officer was abusing his access to Flock camera databases to track a former…
- AI’s latest security wake-up call. · 53 min · Season 6 Episode 318This week, Dave and Ben discuss two major stories. The first story assess the recent incident where a rogue OpenAI agent escaped its environment and successfully targeted Hugging…
- AI’s political and copyright reckoning. · 39 min · Season 6 Episode 317This week, Dave and Ben look at two stories centered around AI. The first involves how politicians are trying to combat how AI chatbots spread inaccurate or incomplete…
- The future of transatlantic data sharing. · 40 min · Season 6 Episode 316This week, Dave and Ben look at how the Supreme Court's recent decision could impact data-sharing efforts with the European Union (EU). Additionally, they discuss how the LA…
- AI sovereignty and surveillance. · 39 min · Season 6 Episode 315This week, Dave and Ben examine two developments shaping the future of technology policy. First, they break down the European Union's proposed Cloud and AI Development Act and…
- Drawing a digital line for geofencing. · 1 h 4 min · Season 6 Episode 314This week, Dave and Ben take a look at the Supreme Court's recent ruling that has significantly changed how the law enforcement must approach collecting user location data…
- Encore: HR1 and the future of U.S. tech security. · 48 min · Season 5 Episode 277We hope you enjoy this encore of Caveat while our team is away. This week on Caveat, Dave and Ben welcome back N2K’s own Ethan Cook for our latest policy deep dive…
- A world without Section 702. · 46 min · Season 5 Episode 313This week, Dave and Ben take a look at a recent ruling against Google by a German court holding them liable for any false statements generated by its AI Overviews. Additionally…
- Changes to US AI policy landscape. · 46 min · Season 6 Episode 312This week, Dave and Ben sit down with N2K's lead analyst Ethan Cook to examine President Trump's recent Executive Order centered on AI. With this order, the Trump administration…
- Florida vs OpenAI. · 38 min · Season 6 Episode 311This week, Dave and Ben sit down to Florida's recent lawsuit against OpenAI and Sam Altman. In the suit, Florida alleges that the company placed profits over safety needs…
- The bipartisan case for CISA. · 35 min · Season 6 Episode 310This week, Dave and Ben sit down to discuss a growing bipartisan effort to support CISA. Throughout the conversation, the two look at how lawmakers from both sides of the aisle…
- Scam ads, AI hallucinations, and legal implications. · 41 min · Season 6 Episode 309This week, Dave and Ben sit down to discuss two legal cases. The first case involves Santa Clara suing Meta over alleged scam ads. The second story looks at a now dismissed case…
- Sony's failed attempt to stop piracy. · 48 min · Season 6 Episode 308This week, Dave and Ben sit down to discuss how Sony's failed lawsuit could have major impacts on other copyright lawsuits alongside how the EU's AI approach might be grounded in…
- Trump’s AI Preemption Playbook. · 52 min · Season 6 Episode 307This week, Dave and Ben look at how the Trump administration is reshaping federalism through AI policy alongside looking at a lawsuit filed by a college student against a dating…
- All rise for the Chatrie. · 44 min · Season 6 Episode 306This week, Dave and Ben sit down with N2K's Lead Analyst Ethan Cook to look at the Supreme Court's new case examining geofencing. In the conversation, the three break down the…
- Section 702 survives for now. · 42 min · Season 6 Episode 305This week, Dave and Ben revisit several key stories including the Senate reauthorizing Section 702 and top White House officials meeting with Anthropic's CEO. Alongside these…
- Anthropic vs Washington. · 42 min · Season 6 Episode 304This week, Dave and Ben revisit Anthropic’s lawsuits against the Pentagon after the company was reclassified as a supply chain risk. Additionally, Dave and Ben also take a look…
- Privatizing cyberspace. · 38 min · Season 6 Episode 303This week, Dave and Ben look into two stories. The first involves how cyberwarfare has become increasingly privatized and the dangers this trend can pose. The second looks into…
- Reversing the risk label. · 41 min · Season 6 Episode 302This week, Dave sits down with N2K's Lead Analyst, Ethan Cook, to talk about the ongoing lawsuits between Anthropic and the federal government after the Trump administration…
- Round three: The fight over AI preemption. · 39 min · Season 6 Episode 301This week, Ben sits down with N2K's Lead Analyst, Ethan Cook, to discuss the Trump administration's new national AI framework. The framework covers a variety of key areas such as…
- Section 702: The debate continues. · 36 min · Season 6 Episode 300In this milestone 300th episode, Ben has the story on the latest legislative battle over reauthorizing Section 702, as lawmakers once again debate the future of a key U.S…
- The SBOM where it happens. · 43 min · Season 6 Episode 299This week, Dave talks with Jean-Paul Bergeaux, CTO for Federal for GuidePoint Security, about OMB rescinding two Biden era orders, which had mandated that agencies require a…
- The Pentagon's AI ultimatum. · 38 min · Season 6 Episode 298This week, Ben sits down with N2K's Lead Analyst, Ethan Cook, to discuss the recent fallout between the Pentagon and Anthropic. The deal between the two soured over the past…
- Trump's tariff battle. · 51 min · Season 6 Episode 297This 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…
- Wired for the future. · 46 min · Season 6 Episode 296This 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…
- Another week, another AI story. · 42 min · Season 6 Episode 295This week, Ben has a story on An AI-run social network exposed API keys, raising fears of agent hijacking and corporate data breaches. Dave's got the story of a judge tossing a…
- The algorithm is writing the rulebook now. · 60 min · Season 6 Episode 294This 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…
- Compliance in the age of surveillance. · 53 min · Season 6 Episode 293On 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…
- The expanding reach of surveillance. · 53 min · Season 6 Episode 292Today 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…
- Consent is not optional. · 46 min · Season 6 Episode 291This week, Ben and Dave discuss the ongoing controversy surrounding Grok and its ability to generate nonconsensual nude images, raising fresh concerns about AI safeguards…
- Your data, your rules. · 36 min · Season 6 Episode 290On 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…
- The existing state of regulation. [CISOP] · 40 min · Season 17 Episode 112While our team is out on winter break, please enjoy this episode of CISO Perspectives. Regulation is a double-edged sword. While it helps create structure, establish…
- Caveat Live: FBI and KU Cybersecurity Conference. · 55 min · Season 5 Episode 257While our team is out on winter break, please enjoy this episode of Caveat. We've got something special for you this week! We are excited to share our very first Caveat Live…
- Cyber lessons from the frontlines. · 43 min · Season 6 Episode 289On today’s episode, we welcome back cybersecurity expert Caleb Barlow. Caleb joins us to explore lessons learned from conflicts in Ukraine and Gaza, with a focus on emerging…
- One nation, two AI futures. · 37 min · Season 6 Episode 288This week on Caveat, Dave and Ben welcome back N2K’s own Ethan Cook for our latest policy deep dive segment. As our lead analyst, Ethan shares his knowledge of law…
- Jumping into a time machine. · 46 min · Season 6 Episode 287This week, Ben Yelin discusses the new California Opt Me Out Act that requires web browsers to offer a one-click “opt-out” setting that stops companies from selling or sharing…







