N2K Networks

Caveat

News EN ↓ 367 episodes

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. 

Be sure to visit the podcast's website and support the creator: www.thecyberwire.com

Author

N2K Networks

Category

News

Podcast website

www.thecyberwire.com

Latest episode

Oct 29, 2026

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Episodes

The AI election. 29.10.2026

This 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 facing years in prison after she was a victim of identity theft. Additionally, Ben meets with ⁠Gary Barlet, Illumio’s public sector CTO, to discuss election security. While this show covers legal topics, and Ben is a lawyer,...

The wearable wiretap. 22.10.2026

This 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 look at a recent legal victory for AI coders. Additionally, Dave meets with Danny Manimbo, the ISO and AI Practice Leader at Schellman, to discuss why companies waiting for AI regulatory clarity are already falling behind....

Who’s liable when AI goes rogue? 15.10.2026

This 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 liability. The second story involves a court case where an AI generated video was able to sway a judge's opinion. Additionally, Dave sits down with ⁠Garfield Jones, Senior Vice President of Research and Strategy at QuSecure...

Expanding the digital evidence trail. 08.10.2026

This 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 logs were used as evidence to levy felony charges. Additionally, Dave sits down with Meredith Burkart, Senior Director of Government Affairs and Public Policy at Halcyon, to discuss how ransomware attacks could be considere...

Anthropic’s court battles. 01.10.2026

This 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 two look at how AI chat prompts are being increasingly used for gathering evidence for AI-related investigations. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitute legal advice...

When digital tools get it wrong. 24.09.2026

This 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 woman was falsely accused of bank robbery after an AI facial recognition system misidentified her and is now suing for $10 million. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitut...

The battle for AI regulation. 17.09.2026

This 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 recent model escapes, policymakers and AI developers alike have steadily begun to call for greater legislative oversight; however, the federal government shows little signs of taking meaningful action. While this show covers...

Addressing the social media algorithms. 10.09.2026

This 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 find their way into court cases while Australia looks to continue its crackdown on how social media platforms engage with their users. While this show covers legal topics, and Ben is a lawyer, the views expressed do not c...

Flipping AI’s kill switch. 03.09.2026

This 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 chain risk. The second story looks at a recent law introduced in Congress that seeks to give CISA the power to force AI kill switch adoption. While this show covers legal topics, and Ben is a lawyer, the views expressed do...

Breaking big tech’s hold. 27.08.2026

This 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. Additionally, the two discuss recent calls on the Maryland government to investigate data brokers which could be violating state privacy laws. While this show covers legal topics, and Ben is a lawyer, the views expressed do not cons...

When companies can hack back. 20.08.2026

This week, Dave and Ben discuss how the Trump administration has dramatically changed the cybersecurity landscape after signing a new memorandum, which allows private companies to hack malicious threat actors. Additionally, the two look at the concept of "AI constitutions," and what these policies entail. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitu...

Surveillance rulings and social media scrutiny. 13.08.2026

This 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 could have on privacy within the nation. The second dives into another court case decision, which exposes social media companies to greater liability for allegedly addictive design features on their platforms and those feature...

Tracking people, training AI. 06.08.2026

This 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 partner's movement. The second looks at recent research that found that Chinese military research units have been accessing US frontier AI models to train their own models through a process called model distillation. While this...

AI’s latest security wake-up call. 30.07.2026

This 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 Face. Additionally, the two also look at an incident where a man was targeted after he reportedly wiped his phone using GrapheneOS. Afterwards, Dave sits down with Asha Palmer, SVP of Compliance Solutions at Skillsoft, to...

AI’s political and copyright reckoning. 23.07.2026

This 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 information on their campaigns to voters. The second story looks at how existing copyright laws are not robust enough to handle how AI models are ingesting content. While this show covers legal topics, and Ben is a lawyer, the views...

The future of transatlantic data sharing. 16.07.2026

This 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 Police Department has let its contract with Flock expire after reports emerged that the company was found to be investigating and surveilling innocent people. While this show covers legal topics, and Ben is a lawyer, the views...

AI sovereignty and surveillance. 09.07.2026

This 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 what it means for technological sovereignty and global competition. Then, they turn to the US, where advances in surveillance, facial recognition, and digital tracking are rapidly expanding government and commercial monitori...

Drawing a digital line for geofencing. 02.07.2026

This 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. Alongside this conversation, Ben also sits down with former Congressman and current President of Americans for Responsible Innovation (ARI) Brad Carson to talk about how US/China trade relations could shape the future of AI dev...

Encore: HR1 and the future of U.S. tech security. 25.06.2026

We 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 segment. As our lead analyst, Ethan shares his knowledge of law, privacy, and surveillance on the latest policy developments shaping the cybersecurity and legal landscape. While this show covers legal topics, and Ben is a lawy...

A world without Section 702. 18.06.2026

This 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, the two examine how Congress failed to extend Section 702. 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 cov...

Changes to US AI policy landscape. 11.06.2026

This 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 is looking to increase its oversight of new AI models to better account for potential security vulnerabilities before public releases, marking a key development in the administration's AI policy stance. While this show cov...

Florida vs OpenAI. 04.06.2026

This 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. Additionally, the two cover a story on an ad-based surveillance network. 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 topic...

The bipartisan case for CISA. 28.05.2026

This 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 are showing greater support for CISA after the Trump administration cut its budget and workforce. Both Representatives Don Bacon and James Walkinshaw voiced their support for the agency, emphasizing that it was essential to...

Scam ads, AI hallucinations, and legal implications. 21.05.2026

This 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 where the lawyers could potentially face consequences for allegedly using fake AI citations in their filings. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitute legal advice. Fo...

Sony's failed attempt to stop piracy. 14.05.2026

This 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 nuclear deterrence strategies. Additionally, our team sits down with Dr. Liz James, a managing security consultant at the NCC Group to discuss the EU's new cybersecurity regulations that were instituted as a part of new v...

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