Caveat

Latest Episodes:

When digital tools get it wrong. Sep 24, 2026

Show notes

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 constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.

Links to today's stories:

Second Circuit Rejects Limits on Border Searches of Cell Phones.

US woman falsely charged with bank theft sues for $10m over AI facial recognition.

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Got a question you'd like us to answer on our show? You can send your audio file to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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The battle for AI regulation. Sep 17, 2026

Show notes

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 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:

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠looks⁠⁠⁠ at OpenAI's calls for the UK to establish new, binding requirements on AI developers. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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Addressing the social media algorithms. Sep 10, 2026

Show notes

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 constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.

Links to today's stories:

⁠They confided in ChatGPT. Their secrets ended up in court.⁠

⁠‘Global reckoning for big tech’: Australia to force social media platforms to allow users to opt out of algorithms.⁠

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠⁠looks⁠ at the upcoming US and China AI summit and the implications it could have on global AI policy. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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Flipping AI’s kill switch. Sep 03, 2026

Show notes

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 not constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.

Links to today's stories:

⁠AI firm Anthropic wins case challenging Pentagon blacklisting.

The AI Kill Switch Act is repeating the Clipper Chip’s mistakes.

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at Meta's recent agreement to settle a lawsuit for $18 billion regarding its social media design features. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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Breaking big tech’s hold. Aug 27, 2026

Show notes

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 constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.

Links to today's stories:

Why this U.S. state is trying to ban ‘addictive’ social media features to protect teens.

Privacy advocates call on Maryland to investigate data brokers.

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks the Ukraine and UK signing a new international deal that will allow the countries to work together to develop new AI-related military capabilities. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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When companies can hack back. Aug 20, 2026

Show notes

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 constitute legal advice. For official legal advice on any of the topics we cover, please contact your attorney.

Links to today's stories:

Trump Administration Announces New "Hacking Back" Program.

Who Writes the AI Constitution?

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the major lawsuit filed by several states against Meta, which seeks to impose major platform design changes and to fine the company $200 billion. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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Surveillance rulings and social media scrutiny. Aug 13, 2026

Show notes

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 features impacts on users.

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 Fourth Amendment After Chatrie.

US court rules Meta, other tech firms must face thousands of lawsuits over social media addiction.

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This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the recent research, published by Google, that looks an emerging trend that targets private equity companies and their employees through social media companies.. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you

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Tracking people, training AI. Aug 06, 2026

Show notes

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 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:

⁠⁠Get the weekly Caveat Briefing delivered to your inbox.⁠⁠

This week's Caveat Briefing ⁠⁠⁠⁠⁠⁠⁠looks at the recent cyberattacks against US water utilities across several states. 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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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AI’s latest security wake-up call. Jul 30, 2026

Show notes

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:

⁠Get the weekly Caveat Briefing delivered to your inbox.⁠

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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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Show notes

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:

Get the weekly Caveat Briefing delivered to your inbox.

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 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠caveat@thecyberwire.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Hope to hear from you.

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