Caveat
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
May 1, 2025 • 42 mins
Please enjoy this encore episode of Caveat.
This week on Caveat, Dave and Ben are thrilled to welcome back N2K’s own Ethan Cook for the second installment of our newest policy deep dive segment. As a trusted expert in law, privacy, and surveillance, Ethan is joining the show regularly to provide in-depth analysis on the latest policy developments shaping the cybersecurity and legal landscape.
While this show covers legal topi...
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April 24, 2025 • 49 mins
This week we are joined by Avani Desai, CEO of Schellman, who is talking about what we can expect now that Digital Operational Resilience Act (DORA) is in effect. Ben’s got the story of how a federal judge ruled that Google broke antitrust laws to maintain its dominance in online advertising, marking the second major legal blow in a year that could lead to a dramatic restructuring of the tech giant. Dave’s got the story of a Nevada...
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April 17, 2025 • 43 mins
This week on Caveat, Dave and Ben welcome back N2K’s own Ethan Cook for our latest policy deep dive segment. As a trusted expert in law, privacy, and surveillance, Ethan is joining the show regularly to provide in-depth analysis 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 l...
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April 10, 2025 • 57 mins
We've got something special for you this week! We are excited to share our very first Caveat Live event. Host Ben Yelin recently headed to the FBI and KU Cybersecurity Conference at the University of Kansas for a live session of Caveat. During the episode, Ben covered the importance of public/private partnerships with Dr. Perry Alexander. Ben and Professor John Symons spoke about the philosophical issues in AI and how those should ...
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April 3, 2025 • 48 mins
This week, we are joined by Daniel Barber, CEO and Co-Founder of DataGrail, to discuss why data privacy should matter to companies in 2025. Ben has the story of a California lawmaker’s proposal to regulate kids’ use of AI companions. Dave's got the story of a reporter's 300 mile trek through rural Virginia in search of license plate readers.
While this show covers legal topics, and Ben is a lawyer, the views expressed do not const...
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March 27, 2025 • 45 mins
This week, we are joined by Tara Wisniewski, EVP for Advocacy, Global Markets and Member Engagement at ISC2 discussing their work on "Navigating Global Transitions: Cybersecurity's Role Amid Political Change?" Ben and Dave both tackle the questionable and potentially illegal use of Signal by high level Trump officials after a text message got sent to the wrong person.
While this show covers legal topics, and Ben is a lawyer, the v...
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March 20, 2025 • 47 mins
This week, we are joined by David Wiseman, Vice President of Secure Communications at BlackBerry, discussing making CISA's encrypted communications guidelines actionable. Ben's got the story of the UK’s Online Safety Act kicking in, with Big Tech companies like Musk’s X facing massive fines and potential shutdowns for failing to remove harmful content, despite Musk’s hopes that Trump will intervene to water it down. Dave's got the ...
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March 13, 2025 • 43 mins
This week on Caveat, Dave and Ben welcome back N2K’s own Ethan Cook for the third installment of our newest policy deep dive segment. As a trusted expert in law, privacy, and surveillance, Ethan is joining the show regularly to provide in-depth analysis 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 leg...
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March 6, 2025 • 46 mins
Please enjoy this encore episode of Caveat.
This week on the show, Dave and Ben are excited to welcome N2K's very own Ethan Cook, a trusted policy expert, who will be joining regularly for a new segment. Starting this month, Ethan will be contributing every second week to dive deep into the world of law, privacy, surveillance, and more, offering insightful analysis on the latest policy stories.
While this show covers legal topics,...
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February 27, 2025 • 52 mins
This week, we are joined by Adam Marré, Arctic Wolf CISO, who is talking about banning TikTok and increasing regulations for social media companies. Ben has an update on the fate of Apple’s end-to-end encryption in the UK, as well as the story of a lawsuit against DOGE for getting unauthorized access to personal data. Dave looks at a call from congress members for input on privacy legislation.
While this show covers legal topics, ...
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February 20, 2025 • 52 mins
This week, we are joined by Donna Grindle, CEO at Kardon, sharing her insights on HIPAA and possible changes for 2025. Ben has the story of a new frontier in the encryption wars coming from the UK. Dave looks at the latest spree of firings from DOGE.
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 y...
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February 13, 2025 • 42 mins
This week on Caveat, Dave and Ben are thrilled to welcome back N2K’s own Ethan Cook for the second installment of our newest policy deep dive segment. As a trusted expert in law, privacy, and surveillance, Ethan is joining the show regularly to provide in-depth analysis 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 n...
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February 6, 2025 • 60 mins
This week, we are joined by Jeff Williams, former Global Chairman of OWASP and Founder and CTO of Contrast Security, who is discussing what could happen to "Secure by Design" in the next administration and how to secure software through regs. Ben has the story of Elon Musk’s and DOGE’s incursion into federal databases. Dave's got the story of a man who was wrongly convicted of identity theft.
While this show covers legal topics, an...
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January 30, 2025 • 54 mins
This week, we are joined by Max Shier, Optiv's CISO, to discuss the newly-released CMMC 2.0, Cybersecurity Maturity Model Certification, and how to ensure compliance. Ben discusses a federal court’s decision holding warrantless queries of the Section 702 database unconstitutional. Dave looks at a murder case in Cleveland that’s been derailed by the prosecution’s use of AI.
While this show covers legal topics, and Ben is a lawyer...
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January 23, 2025 • 52 mins
This week, we are joined by Shiva Nathan, Founder & CEO of Onymos, talking about why data privacy is a critical priority for companies, yet a major challenge for them. Ben and Dave look at some of the early actions of the Trump administration and what they portend for the future.
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 top...
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January 16, 2025 • 46 mins
This week on the show, Dave and Ben are excited to welcome N2K's very own Ethan Cook, a trusted policy expert, who will be joining regularly for a new segment. Starting this month, Ethan will be contributing every second week to dive deep into the world of law, privacy, surveillance, and more, offering insightful analysis on the latest policy stories.
While this show covers legal topics, and Ben is a lawyer, the views expressed do ...
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January 9, 2025 • 51 mins
Caleb Barlow is joining Ben and Dave to discuss executive protection and the intersection with cybersecurity. They dive into the recent killing of UnitedHealthcare CEO Brian Thompson, and how it has alarmed corporate America, prompting companies to reassess security measures and protect executives amid concerns of copycat attacks. Security firms report a surge in requests for protection, as experts warn of increased risks tied to p...
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January 2, 2025 • 46 mins
Please enjoy this encore episode of Caveat.
This week Dave shares a story on new documents revealing Jacobs Technology's role in equipping local law enforcement with advanced cell-site simulators (CSS), and discreetly integrating it into vehicles like the Chevrolet Silverado. Ben shares the story of a bipartisan effort to penalize platforms for hosting harmful deepfakes.
While this show covers legal topics, and Ben is a lawyer, th...
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December 26, 2024 • 50 mins
Please enjoy this encore episode of Caveat.
Michael Razeeq, 2024 New America #SharetheMicinCyber Fellow, is discussing his research on the ways that laws governing civilian cyber corps (C3s) in states like Maryland, Michigan, Ohio, and others can help or hinder those organizations. Ben covers the groundbreaking anti-trust Court decision against Google. Dave looks at a new bill that would elevate ransomware to a terrorist threat.
W...
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December 19, 2024 • 59 mins
This week, we are joined by Casey Bleeker, CEO of SurePath AI, who is speaking with Ben Yelin on how AI/GenAI regulation could roll out in the US in 2025. Ben's story focuses on a Texas mother, after suing Character.ai after discovering that AI chatbots encouraged her son, who has autism, to self-harm and even suggested violence against his parents, sparking concerns over the safety of AI companions for children. Dave's story is on...
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