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PODCAST

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.

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All Episodes

48:03

HR1 and the future of U.S. tech security

Caveat ·

2025/09/11

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

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48:13

Two seconds to safer online spaces.

Caveat ·

2025/09/04

Today we are joined by Elad Schindler, Product Manager of AU10TIX, sharing some details about their free assessment tool and readiness guide to help organizations navigate child safety age assurance compliance. Ben discusses some unintended consequences of age verification laws. Dave's got a look at the government’s recent acquisition of a stake in Intel.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

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47:36

Ransomware readiness at risk.

Caveat ·

2025/08/28

This week, Ben speaks with John Anthony Smith, Founder and CSO at Fenix24, about why law firms are falling behind on recovery readiness as human-operated attacks continue to rise. Ben also shares insights on a hack impacting the federal court system, while Dave takes a look at a Michigan Supreme Court ruling on digital device fishing.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,

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55:04

Installment plans for your privacy.

Caveat ·

2025/08/21

On today’s show we are joined by Ron Zayas, CEO of Ironwall by Incogni, to discuss the massive data sharing and privacy risks in the leading Buy Now Pay Later apps. Ben’s got the story of Illinois banning the use of AI in mental health therapy, joining Nevada and Utah in restricting chatbots amid growing concerns about their safety and effectiveness. Dave's got the story of former President Trump threatening an executive order to ban mail-in voting and voting machines—claims experts say are

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45:52

Governments go on the offensive

Caveat ·

2025/08/14

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. Complete our annual

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38:42

Protecting or policing?

Caveat ·

2025/08/07

On today’s show Ben’s got the story of how the UK’s new Online Safety Act, billed as a way to protect children, may actually end up doing more harm than good—with mandatory age checks, privacy concerns, and a growing backlash from users. Dave’s got the story of how Flock Safety is expanding its controversial license plate surveillance network into schools—raising serious concerns from privacy advocates about student monitoring, data use, and the growing reach of law enforcement tech on

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46:55

Trump’s AI race against China.

Caveat ·

2025/07/31

While Ben is on vacation this week, Dave welcomes back Ethan Cook to the show. On today’s episode, Ethan breaks down former President Trump’s recently released AI action plan, highlighting key priorities and what it could mean for the future of U.S. tech policy. Dave takes a closer look at the growing bipartisan support for AI regulation in Congress, exploring how lawmakers from both parties are approaching concerns around transparency, accountability, and national security as AI capabilities

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40:43

The clock’s ticking and the bots are clicking.

Caveat ·

2025/07/24

This week, Ben's story is on the looming expiration of the Cybersecurity Information Sharing Act (CISA 2015), a widely supported but currently stalled law that enables cyber threat data sharing between the private sector and government, now at risk of lapsing by September 30 due to congressional inaction and conflicting priorities. Dave’s got the story of how a Georgia court's AI-fueled legal blunder has sparked growing concern that overworked judges nationwide could increasingly miss fake citations

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45:52

Cybersecurity in the states.

Caveat ·

2025/07/17

This week, we are joined by Gary Barlet, former Federal CIO and Air Force Cyber Operations Officer and current Public Sector CTO at Illumio, to discuss how this approach to cybersecurity leaves some states much more at risk than others. Ben has the story of a Virginia case relating to reverse key word searches. Dave's got a highly unusual move by the DOJ against Maryland’s district courts. While this show covers legal topics, and Ben is a lawyer, the views expressed do not constitute legal advice

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49:55

Who’s the boss of AI?

Caveat ·

2025/07/10

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. Complete our annual

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42:29

A nation divided can’t stand secure.

Caveat ·

2025/07/03

This week, we are joined by Gary Barlet, former Federal CIO and Air Force Cyber Operations Officer and current Public Sector CTO at Illumio, to discuss how this approach to cybersecurity leaves some states much more at risk than others. Ben discusses some major Supreme Court decisions from the just concluded 2025 term. Dave's got the story of a license plate reader company dialing back access after media reports reveal potential oversharing. While this show covers legal topics, and Ben is a lawyer,

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37:28

Cyber offense in the hot seat.

Caveat ·

2025/06/26

This week on Caveat, Dave and Ben sit down with Andy Boyd, former Director of the CIA’s Center for Cyber Intelligence (CCI) and now an operating partner at AE Industrial Partners, a private equity firm focused on national security and aerospace. With decades of experience leading cyber operations at one of the most secretive U.S. intelligence agencies, Andy shares candid insights on the state of offensive cyber operations in the United States.While this show covers legal topics, and Ben is a

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53:05

Answering the cybersecurity call.

Caveat ·

2025/06/19

Please enjoy this encore of Caveat. Camille Stewart Gloster, Former Deputy National Cyber Director at the White House, is sharing a retrospective of her public service career. Ben discusses a new lawsuit in Illinois challenging automatic license plate readers. Dave's got the story of an AI hotline between the US and China. 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

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46:21

The art of the breakup: Trump’s antitrust surge.

Caveat ·

2025/06/12

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 legal advice on any of the topics we cover, please contact your

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41:03

Deep in the tech of Texas.

Caveat ·

2025/06/05

This week on Caveat, Ben’s got the story of Texas becoming the second—and largest—state to pass a law requiring Apple and Google to verify users' ages on app stores and get parental consent before kids and teens can download apps or make purchases, signaling a broader push toward stricter online age checks. Dave dives into the story of President Trump’s 2026 budget proposal, which calls for slashing over 1,000 jobs at CISA and cutting the agency’s budget by nearly half a billion dollars, raising

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48:59

When AI serves up trouble.

Caveat ·

2025/05/29

This week on Caveat, Ben’s got the story of a federal judge rejecting Google and Character.AI’s claim that their chatbot’s messages are protected free speech, allowing a wrongful death lawsuit over a teen’s suicide linked to the chatbot to move forward. Dave’s story is on the growing challenges of assigning legal and financial responsibility when autonomous AI agents, increasingly deployed by tech giants like Google and Microsoft, make costly mistakes due to miscommunication or errors in multi-agent

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39:41

Take it down or shut it down?

Caveat ·

2025/05/22

This week on Caveat, Ben covers growing backlash to a federal proposal that would block states from enforcing their own AI laws for the next decade—a move critics call unconstitutional and a gift to Big Tech. Meanwhile, Dave unpacks the newly signed Take It Down Act, which criminalizes the distribution of nonconsensual intimate images, including AI deepfakes, and requires platforms to remove them within 48 hours. While the law has broad support, civil liberties groups warn it could lead to

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46:49

Diving deep into critical infrastructure.

Caveat ·

2025/05/15

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 legal advice on any of the topics we cover, please contact your

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38:05

iSpy and iDefy.

Caveat ·

2025/05/08

This week, Ben and Dave tackle two major policy stories making headlines. Ben unpacks the Fourth Circuit’s long-awaited ruling in United States v. Chatrie, where the court failed to reach a majority decision on whether geofence warrants violate the Fourth Amendment. Instead, the panel affirmed the lower court’s decision based solely on the good-faith exception, leaving key constitutional questions unanswered. Then, Dave covers the latest twist in the Epic Games v. Apple saga: a federal judge ruled

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42:56

The AI policy divide.

Caveat ·

2025/05/01

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 topics, and Ben is a lawyer, the views expressed do not constitute legal

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328 results

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