
Advertise on podcast: Caveat
Rating
4.8from
This podcast has
368 episodes
Language
EnglishPublisher
N2K NetworksExplicit
No
Date created
2019/10/21
Latest episode
2026/11/05
Average duration
44 min.
Release period
8 days
Description
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.
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Who owns your AI conversations?
2026/11/05
This 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 other story looks at a lawsuit involving ChatGpt being sued after its chatbot allegedly contributed to a woman's seizure.
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:
DOJ raises privacy concerns over potential sale of Character.AI chats
Parents of woman who died of seizure after ChatGPT misguidance sue OpenAI
Get the weekly Caveat Briefing delivered to your inbox.
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 looks at the recent Binance hack where North Korean hackers stole over $6 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
The AI election.
2026/10/29
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 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:
US political candidates tailor messages for AI models used by voters.
Someone Opened a CashApp In Her Name. She Faces Years in Prison.
Get the weekly Caveat Briefing delivered to your inbox.
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 looks at recent research that has discovered how Starlink exploited by spyware firms. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
The wearable wiretap.
2026/10/22
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.
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:
Always on, always listening: New AI devices are pushing legal limits and could put users in jeopardy.
Nothing to Remove: Ninth Circuit Holds Copilot Creates New Code, Not Stripped Copies.
Get the weekly Caveat Briefing delivered to your inbox.
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 looks recent reports that banking regulators are looking to step up their AI oversight efforts. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Who’s liable when AI goes rogue?
2026/10/15
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 and former CISA Homeland security exec for quantum, to discuss post-quantum migration efforts and the impact that it will have on organizations.
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:
House proposal would clarify liability rules for AI agents.
Her AI-Generated Video Swayed the Judge. The Court Said it Carried 'Undue Emotional Weight.'
Get the weekly Caveat Briefing delivered to your inbox.
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 looks recent reports that banking regulators are looking to step up their AI oversight efforts. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Expanding the digital evidence trail.
2026/10/08
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 considered as acts of terrorism.
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 woman used Claude as a diary, then Anthropic reported an entry to police.
A police search using Flock was a form of ‘mass surveillance,’ judge rules.
Get the weekly Caveat Briefing delivered to your inbox.
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 looks at the recent arrests of alleged ShinyHunters after the group targeted the FBI. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Anthropic’s court battles.
2026/10/01
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. For official legal advice on any of the topics we cover, please contact your attorney.
Links to today's stories:
D.C. Circuit Upholds the Anthropic Ban: What It Means for Federal Contractors.
Reading Prompt History as Evidence.
Get the weekly Caveat Briefing delivered to your inbox.
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 looks at the latest instance of an OpenAI model going rogue and this time targeting several US government sites. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
When digital tools get it wrong.
2026/09/24
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 looks at Governor Newsom's latest executive order that looks to boost the state's oversight of AI. 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
The battle for AI regulation.
2026/09/17
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:
The push for AI regulation gains unlikely allies. Trump and Congress aren’t among them.
As Fears of A.I. Catastrophe Magnify, Washington Stirs, but Mostly Slumbers
AI safety has swiftly become Washington’s most combustible political snarl
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Addressing the social media algorithms.
2026/09/10
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Flipping AI’s kill switch.
2026/09/03
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Breaking big tech’s hold.
2026/08/27
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
When companies can hack back.
2026/08/20
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?
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Surveillance rulings and social media scrutiny.
2026/08/13
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you
Learn more about your ad choices. Visit megaphone.fm/adchoices
Tracking people, training AI.
2026/08/06
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:
Chinese military researchers tap US AI models to train defence systems.
How rogue officers turned a nationwide camera network into a tool for stalking.
Get the weekly Caveat Briefing delivered to your inbox.
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 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 [email protected]. Hope to hear from you.
Learn more about your ad choices. Visit megaphone.fm/adchoices
AI’s latest security wake-up call.
2026/07/30
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.
Get the weekly Caveat Briefing delivered to your inbox.
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 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.
Learn more about your ad choices. Visit megaphone.fm/adchoices
Podcast reviews
Read Caveat podcast reviews
Maocol99 2025/09/01
Insightful and relevant
This is one of my favorite podcast with a lot of regulation and privacy content that is not very common
Geohi78 2024/02/10
Good content but with a nauseating liberal bias
Cyberwire Pro subscriber. The cases and discussions are informative but when it comes to the opinions expressed they are overwhelmingly left-leaning i...
[REDACTED] USER 2023/09/13
I now can listen again! Great podcast! It now plays using VPNs with anti malware/anti tracking VPNs.
I now can listen again! Great podcast! It now plays using VPNs with anti malware/anti tracking VPNs.
spider280 2022/05/02
Great resource
I’ve assigned several episodes to students in my Cyber Law, Policy, and Ethics class for review. They all really enjoy the podcast. Thanks
BlindNotBroken84 2021/09/23
Would be 5 stars
Dave is good, the lefty-lawyer needs to have more centered opinions.
StinaMasFina 2021/01/13
Great job! Great information!!
Really appreciate the topics covered! Great job! Thank you!!
Fistcaster 2021/01/04
Accessible enough despite complex subjects
Dave and Ben do a great job.
Meatball_army 2020/11/09
Finally! A show for me.
As a law student - this side naturally fascinates me! Cyber law and policy - perfect. Love Ben as a co-host, really knowledgeable and funny.
GottaRun21 2020/10/28
Perfect for privacy Pros and neophytes alike
Whether you are a lawyer, privacy advocate, policy wonk or someone who wants to be aware of the intricacies and implications of digital privacy issues...
@rdecker99 2020/07/30
Smart, funny, educational
The show explores the fascinating intersection of law and cyber in a casual conversational style that illuminates the complexities of security and pri...
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