Paths of Curiosity in an AI World

Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Nathan Wessler, JD

38 min · 7. apr. 2026
episode Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Nathan Wessler, JD cover

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AI, Surveillance, and Your Rights: The Case That Changed Privacy Forever Paths of Curiosity in an AI World What if the government could track everywhere you’ve been, everyone you’ve contacted, and everything you’ve searched, without ever asking permission? For years, that was dangerously close to reality. In this episode, we launch our AI, Power, Law, and Civic Life miniseries with Nathan Freed Wessler, Deputy Director of the ACLU’s Speech, Privacy, and Technology Project, who took this question all the way to the Supreme Court and won. He argued Carpenter v. United States, a landmark case that established a critical rule for the digital age: law enforcement must get a warrant before accessing your cell phone location history. But that victory is just one piece of a much larger story. Together, we explore: *  How AI-powered surveillance is transforming what governments can know about you  *  Why your phone is one of the most powerful tracking devices ever created  *  The hidden world of data brokers buying and selling your location information  *  How facial recognition can lead to wrongful arrests, especially for people of color  *  Why “I have nothing to hide” misses the point entirely  *  What’s at stake for your future if privacy laws don’t keep up with technology  Nathan also shares his journey from political organizing to arguing before the Supreme Court, and why the most important career decisions often can’t be planned. This conversation will change how you think about your phone, your data, and your rights. Because in a world where surveillance is becoming effortless, the real question is not just who is watching — but when they’re allowed to. Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

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14 episodes

episode Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life Miniseries Recap artwork

Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life Miniseries Recap

AI, Power, and the Laws That Haven't Caught Up Yet: A Miniseries Recap Paths of Curiosity in an AI World A 17-year-old boy had never been arrested. Never charged with anything. Never convicted of anything. But he was in a secret intelligence file, flagged by an algorithm as likely to become a criminal — and officers were showing up at his door before he had done a single thing wrong. This is one story from one county. Seventeen thousand kids had their data in that system. In this recap episode, Alora and I revisit all six conversations from our AI, Power, Law, and Civic Life miniseries — and ask what they add up to. Together, we work through: * Why winning a landmark Supreme Court case on digital privacy didn't actually close the door — and how law enforcement found a workaround before the ink was dry * What algorithmic wage discrimination means for anyone who has ever picked up a gig shift, and why there is currently nothing stopping platforms from using a desperation score * How a deepfake audio clip requiring minutes to generate and nothing to detect could already decide a custody case * Whose values actually get encoded into the platforms billions of people use — and what happens to democracy when algorithms replace shared reality * Why the kids being flagged by predictive policing were the same kids the system had already failed * What it means that lawyers are only reaching ten percent of the Americans who need them — and whether AI finally changes that math We also trace the career paths of all six guests, because none of them were straight. A field organizer who became a Supreme Court advocate. A clinical psychologist who went back to law school in her thirties. An engineer who spent six months on the Silk Road with cassette tapes and came back asking different questions entirely. The combination that feels random right now might be exactly what makes you irreplaceable later. This conversation is for anyone who has spent this quarter wondering where they fit in a field being rewritten in real time. Because the legal frameworks for the AI era are being written right now. The tools that courts will use are being designed right now. The policy decisions are being made right now. By people — which means students who are curious have a place in this. Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

24. juni 202627 min
episode When Algorithms Govern Your Life with Jennifer Leonard, JD artwork

When Algorithms Govern Your Life with Jennifer Leonard, JD

AI, Access, and the Future of Law: Why This Might Be the Best Time Ever to Become a Lawyer Paths of Curiosity in an AI World What if the biggest crisis in American law is also its greatest opportunity? Right now, less than ten percent of Americans who need a lawyer can actually get one. Jennifer Leonard thinks AI might finally change that. In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Jen Leonard, founder of Creative Lawyers and former Chief Innovation Officer at Penn Carey Law School, where she taught generative AI in law practice and design thinking to future lawyers and Wharton executives alike. She has spent her career asking one question the legal profession has been slow to answer: why does a system built to serve people reach so few of them? Together, we explore: * Why AI won't replace lawyers — and why the number of lawyers might actually grow * How junior associates once spent weeks in conference rooms flipping through banker's boxes, and what AI does to that reality now * Why solo practitioners and small firms could finally compete with the biggest names in Big Law * What it means that law schools are still training lawyers for a world that no longer exists * The unexpected psychological cost of learning to think like a lawyer — and how to protect yourself from it * What job titles that don't exist yet will define the next generation of legal careers Jen also shares her own winding path from a law firm she didn't love to building something entirely her own, and why the best career advice she never got was simply: don't be afraid to take the risk. This conversation will change how you think about law school, legal careers, and what it means to build a profession around access rather than exclusivity. Because in a world where AI can finally put a lawyer in everyone's pocket, the real question isn't whether the legal profession will survive — it's who it will finally be built to serve. Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

17. juni 202640 min
episode Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Clarence Okoh, JD artwork

Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Clarence Okoh, JD

Paths of Curiosity in an AI World What if the police showed up at your door — not because of anything you did, but because an algorithm predicted you might? That's not a dystopian novel. It already happened to 17,000 children in a Florida school district. And most of them never knew why. In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Clarence Okoh, Senior Attorney for Civil Rights and Technology at Tectonic Justice, co-founder of the NOTICE Coalition, and former civil rights litigator at the NAACP Legal Defense Fund, whose work exposing algorithmic injustice in schools, hiring, and courts has shaped policy at the state and federal level. Together, we explore: * The Florida school district that secretly built predictive criminal profiles on thousands of children using their grades, attendance records, and abuse histories — and used those profiles to harass families out of their communities * Why facial recognition in schools isn't just inaccurate — it's unconstitutional, and how error rates as high as 85% mean the student flagged is almost certainly innocent * What Ruha Benjamin's "New Jim Code" actually means: how AI encodes the same racial hierarchies as Jim Crow — but hides them behind the appearance of neutrality * What is likely happening to your résumé right now — before a single human being ever reads it * Why the "AI is colorblind" argument is not just wrong, but dangerous, and what proxy discrimination means for every job application you'll ever submit * What a digital underclass looks like — and why we may already be building one Okoh also shares his own path from a fourth-grader in Alabama who wanted to be both a Supreme Court Justice and the head of NASA, to one of the country's most urgent voices at the intersection of civil rights and emerging technology — and why the most important thing he learned was that the jobs worth doing often don't exist yet. This conversation will change how you think about every system quietly scoring you. Because in a world where algorithms decide who gets housing, who gets hired, and who gets policed — the question isn't just whether the system is biased. It's whether anyone is allowed to find out. Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

2. juni 202638 min
episode Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Ramesh Srinivasan, PhD, MS artwork

Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Ramesh Srinivasan, PhD, MS

Paths of Curiosity in an AI World Every time you open TikTok or YouTube, a system you didn't choose has already decided what you're going to believe today. And the people who built it? They're not thinking about you. In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Dr. Ramesh Srinivasan, Professor at UCLA and founder of the Digital Cultures Lab, whose research on algorithms, power, and democracy has taken him to nearly 80 countries and into conversations with the White House, the European Union, and governments across four continents. Together, we explore: * Why no algorithm is neutral — and what it actually means when a platform claims to just show you "what you like" * How the same platform can present two students sitting next to each other with completely different versions of reality * What people in Afghanistan, Egypt, and rural India told him they actually want from technology — and why Silicon Valley isn't listening * The bait and switch at the heart of the data economy: why these platforms would be worth nothing without your data, and why you've never been paid a cent for it * How algorithmic fragmentation is fueling nativism and authoritarianism across the globe * What transparency, accountability, and democratic governance of AI would actually look like — and why social media proves what happens when we skip that step Dr. Srinivasan also shares his own non-linear path from college radio DJ to Stanford engineer to globally recognized scholar and activist, and why the most important thing he ever learned was to stay true to who he is as a human being first. This conversation will change how you think about every feed, every recommendation, and every platform that claims to know you. Because in a world where algorithms decide what's real, the question isn't just what you're being shown — it's who decided you should see it, and why. Paths of Curiosity in an AI World Exploring tomorrow's careers through the lens of AI Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

19. maj 202644 min
episode Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Maura Grossman, JD, PhD artwork

Q2 - Power, Law, and Civic Life: When Algorithms Govern Your Life with Maura Grossman, JD, PhD

Paths of Curiosity in an AI World What if the video used to convict someone never actually happened? That's not science fiction. With today's deepfake technology, it could happen in any courtroom - and soon! In this episode, we continue our AI, Power, Law, and Civic Life miniseries with Dr. Maura Grossman, Research Professor of Computer Science at the University of Waterloo and Adjunct Professor at Osgoode Hall Law School, whose work at the intersection of AI, law, and evidence has made her one of the most sought-after experts in courtrooms on both sides of the border. Together, we explore: * Why deepfakes have changed evidence manipulation from a skilled crime to something anyone can do in five minutes for free * The nightmare scenario: what happens when fabricated audio or video shows up in family court, and no one can tell it's fake * How Dr. Grossman is building a deepfake detection tool specifically designed for the justice system — and why explainability is non-negotiable * Why "black box" AI has no place in a courtroom where someone's freedom is on the line * What metadata, physics, and shadows can reveal about whether a video is real * Whether juries will ever be able to trust video evidence again — and how soon that moment of no return might arrive Dr. Grossman also shares her remarkable non-linear path from clinical psychologist to elite litigator to computer science professor, and why the best career advice she ever received was to stop being a generalist. This conversation will change how you look at every video you've ever trusted. Because in a world where anyone can fabricate a confession, a threat, or a crime — the real question isn't just whether the evidence is real. It's whether we'll ever be able to know. Paths of Curiosity in an AI World Exploring tomorrow’s careers through the lens of AI Follow us: @pathsofcuriosity Website: https://pathsofcuriosity.com/ Youtube: youtube.com/@PathsofCuriosity X: https://x.com/PathsCuriosity LinkedIn: https://www.linkedin.com/in/paths-of-curiosity-in-an-ai-world-2117803aa/

6. maj 202635 min