Caveat

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Caveat episodes

July 30AI’s latest security wake-up call.
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 look at the lack of any federal AI law in the US.
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:
When Reporting an AI Security Incident Is Not Mandatory.

US government targets Cop City protester over phone operating system.
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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the EU's latest fine ⁠against⁠ AliExpress, which is the regional government's largest DSA fine to date. 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.

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53 min
July 23AI’s political and copyright reckoning.
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 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:
Politicians Are Trying to Change What Chatbots Say About Them.

Copyright Is Not Enough.
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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the EU's latest fine against AliExpress, which is the regional government's largest DSA fine to date. 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.

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39 min
July 16The future of transatlantic data sharing.
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 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:
⁠Supreme Court Undermines Section 702.⁠

⁠LAPD Regularly Pulled Over Innocent People.⁠
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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the EU's recent ⁠demands⁠ for Meta to make changes to its social media platforms after the regional bloc alleged the company violated the Digital Services Act. 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.

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40 min
July 09AI sovereignty and surveillance.
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 monitoring capabilities, and raising new concerns.
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:
The EU Cloud and AI Development Act.

AI surveillance is being supercharged – and it will chill social progress.
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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠examines⁠⁠⁠ the Supreme Court's recent ruling that has allowed Texas to enforce its state law requiring age verification systems and greater parental controls be implemented in major app stores. 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.

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40 min
July 02Drawing a digital line for geofencing.
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 development.
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:
Supreme Court says police need a warrant to obtain Google location data.
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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 ⁠⁠⁠⁠⁠examines⁠⁠ the Supreme Court's recent ruling which significantly undermined geofencing and granted Fourth Amendment protections for location history data. 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.

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1 hr 5 min
June 25 Encore: HR1 and the future of U.S. tech security.
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 lawyer, the views expressed do not constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.
Policy Deep Dive
In this month's Caveat Policy Deep Dive, our conversation and analysis revolve around the One Big Beautiful Bill, or HR1. Throughout this conversation, we break down this bill and how its new initiatives are supporting the Trump administration's efforts. Some key aspects focused on during this conversation include breaking down the billions invested in improving technological capabilities, supply chain security, and defensive resiliency. Each of these efforts is reflective of President Trump's agenda to secure technological dominance for years to come.
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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 a recent ruling by the 6th Court of Appeals regarding Ohio's right to limit social media access for minors. With the ruling, the Court found that restricting social media access did not violate free speech protections. 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.

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49 min
June 18A world without Section 702.
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 cover, please contact your attorney.
Links to today's stories:
A key U.S. spying program expires Friday night. What does that mean?

Landmark German ruling declares Google's AI Overviews are Google's own words and makes it liable for false answers.
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This week's Caveat Briefing ⁠⁠⁠⁠examines⁠ how US regulators are increasing their oversight with how AI is being used within the financial sector. 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.

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46 min
June 11Changes to US AI policy landscape.
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 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:
Trump Signs Executive Order Seeking Oversight of A.I. Models.
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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 ⁠⁠⁠examines several recent bills passed by the New York state legislature that look to regulate data centers and data collection practices. 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.

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46 min
June 04Florida vs OpenAI.
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 topics we cover, please contact your attorney.
Links to today's stories:
Florida sues OpenAI and CEO Sam Altman, accusing them of putting profit over safety.

Uncovering Webloc: An Analysis of Penlink’s Ad-based Geolocation Surveillance Tech
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This week's Caveat Briefing ⁠⁠looks⁠ into the EU levying a substantial fine against Temu for breaching the bloc's DSA. Curious about the details? Head over to the ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Caveat Briefing⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for the full scoop and additional compelling stories.
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39 min
May 28The bipartisan case for CISA.
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 protecting civilian networks and critical infrastructure. Additionally, the two look at the Pope's recent warning on AI.
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:
Lawmakers from both parties say CISA cuts have gone too far.⁠

Pope Leo says AI must be 'disarmed' in first major teaching.
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This week's Caveat Briefing ⁠looks into California's new Executive Order, which aims to address concerns related to AI-related job displacement. Curious about the details? Head over to the ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Caveat Briefing⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ for the full scoop and additional compelling stories.
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36 min

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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…