Legaltech Week

06/04/26: Ironclad founder joins OpenAI to develop products for legal, and more 11.06.2026 47min

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: 00:00 Panelist introductions 17:05 Can a Legal AI Platform Be Powerful, Fun and Free All at the Same Time? Lavern Surely Thinks So. (Selected by Bob Ambrogi) 24:48 Ironclad Founder Jason Boehmig Joins OpenAI To Develop Products for the Legal Sector (Selected by Bob Ambrogi) 33:30 A Data Breach Lawsuit Against a Law Firm With a Slightly New Twist (Selected by Stephen Embry) 41:29 The Em Dash Is Dead. Long Live the En Dash! (Selected by Stephanie Wilkins)

Naming Unnamed Fornicating Judges: How ATL used AI to unmask a judge anonymously disciplined, and more 02.06.2026 55min

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: (00:00) Panelist introductions (2:00) Judiciary Tried To Hide 'Sex In Chambers' Judge's Name. It Left A Roadmap To Identify Eleanor Ross Instead. (Selected by Joe Patrice) (22:34) Florida Supreme Court Tackles AI Hallucinations with New Rule Applicable to All State Courts (Selected by Bob Ambrogi) (25:02) In Banning AI, Is Berkeley Law Shortchanging Its Students — and Endangering Their Future Clients? (Selected by Bob Ambrogi) (39:54) McMahon, WWE Leaders Sanctioned for Deleting Signal Messages (Selected by Victor Li) (44:20) Kirkland Announces $500M Spend to Build Internal AI Platform (Selected by Joe Patrice)

05/22/26: ChatGPT confesses to crime it didn't commit, Smart glasses in courtrooms, and more 27.05.2026 54min

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: (07:31) Are hallucinations now a new Scarlet Letter? (Selected by Stephen Embry) (14:28) ChatGPT Confesses to a Crime It Didn't Commit (Selected by Joe Patrice) (18:30) How Much Legal Research Can You Actually Do Via Claude for Legal? (Selected by Stephanie Wilkins) (25:30) Claude for Legal and Access to Justice: The Good, the Bad, and the Unknown (Selected by Bob Ambrogi) (29:32) The Claude-pocalypse Bypassed Legal Aid; LawDroid's New Plugin Remedies That, with 15 Targeted Skills (Selected by Bob Ambrogi) (32:29) Company Hands Law Firm Hiring Over To AI Bot -- What Could Possibly Go Wrong? (Selected by Joe Patrice) (39:16) Banning smart glasses in courtrooms (Selected by Stephen Embry) (50:00) Relativity Adds Collection of Claude Enterprise Data with Claude Compliance API Integration (Selected by Stephanie Wilkins)

05/15/26: Anthropic Unveils 'Claude for Legal', and more 21.05.2026 1val

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: (00:00) Panelist introductions (04:03) Anthropic Unveils 'Claude for Legal' With 12 New Plugins, 20+ MCP Connectors & More (Selected by many) (04:42) A Timeline of Anthropic's Entry Into Legal (Selected by Stephanie Wilkins) (10:14) Two Legal Research Providers Launch MCP Integrations with Claude: Thomson Reuters and Free Law Project Connect Their Data to AI (Selected by Bob Ambrogi) (44:22) NetDocuments Unveils Legal Context Graph to Map Legal Knowledge, Alongside A 'Reimagined' Platform (Selected by Bob Ambrogi) (48:29) Neal Katyal draws criticism over TED Talk revealing AI use in SCOTUS tariffs case (Selected by Victor Li)

05/08/26: The Legal Tech giants powering ICE, and more 14.05.2026 57min

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: 00:00 Panelist introductions 3:09 A new open source legal AI tool vibe coded by former Latham & Watkins associate William Chen is causing market excitement, with end users claiming it will change their negotiation strength. (Selected by Caroline Hill) 17:22 The Legal Tech Giants Powering ICE, Part 1 — How Thomson Reuters and LexisNexis Helped Support America's Immigration Surveillance Machine / The Legal Tech Giants Powering ICE, Part 2 — The Pushback: Employees, Shareholders, Lawyers and the Fight Over May 31 (Selected by Bob Ambrogi) 28:17 Google's AI Summary Invents State Ethics Rules… And It's Not A Hallucination Problem (Selected by Joe Patrice) 38:36 Prosecutor suspended by state supreme court for artificial intelligence use in court docs (Selected by Victor Li) 49:31 Rethinking How We Train the Next Generation of Lawyers (Selected by Niki Black)

04/17/26: Jude Law enters... the law, Claude Legal, and more 18.04.2026 1val

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: 00:00 Panelist introductions 3:16 Legal tech company Legora announces global ad campaign featuring actor Jude Law (Selected by Victor Li) Victor introduces the episode's first major story, using it as a "big news" kickoff. The panel discusses Legora's decision to use a major Hollywood actor in its marketing and what that signals about the maturation and competitiveness of the legal tech market. 15:44 Legal Tech Funding: 2026 Is on Track to Outpace 2025 (Selected by Stephanie Wilkins) Victor pivots directly to Stephanie, who outlines how 2026 funding is trending ahead of 2025, with outsized rounds concentrating capital among a small group of leading companies and reshaping the competitive landscape. 26:27 Inside an "AI-Native Law Firm" Started by Cooley, Fenwick and Thomson Reuters Veterans (Selected by Rhys Dipshan) Victor hands off to Rhys, who describes a new AI-native firm built by industry veterans. The discussion focuses on what "AI-native" actually means in practice and whether this model represents a fundamental shift in law firm structure. 40:44 Claude Legal Is Here, and It's Worth a Closer Look (Selected by Niki Black) Victor introduces Niki's segment on Claude Legal. She walks through its capabilities and potential impact, emphasizing how it fits into legal research workflows and enhances analytical depth. 50:59 Lawsuits are and will proliferate against LLM providers based on potential product liability theories (Selected by Stephen Embry) Victor transitions to Stephen, who explains how traditional product liability theories could apply to AI systems, predicting an increase in litigation as reliance on LLMs grows. 57:09 The latest AI hallucination involved zero AI (Selected by Joe Patrice) Victor closes with Joe's story, a humorous but pointed example of a so-called "AI hallucination" that had nothing to do with AI, illustrating how the term is often misused.

04/10/26: Help for self-represented litigants, no consensus on on privilege of AI materials, and more 15.04.2026 49min

Each week, our panelists discuss their favorite stories from the week's legaltech news. This week's topics: 00:00 Introductions 2:50 Three Decisions, No Consensus: The Current State of Privilege for GenAI Materials (Selected by Stephanie Wilkins) The episode opens with a discussion of three recent court decisions addressing whether generative AI outputs are protected by privilege. The rulings reach different conclusions, highlighting a lack of consensus and creating uncertainty for lawyers using AI in their workflows. 17:52 Courtroom5 Launches The LAW Accelerator, a Structured Program to Help Self-Represented Litigants Navigate Civil Court (Selected by Bob Ambrogi) Courtroom5 introduces a structured accelerator program aimed at helping self-represented litigants navigate civil court. The panel discusses its potential to close access-to-justice gaps by providing scalable, tech-enabled legal guidance. 24:41 LawNext Podcast: Learned Hand's Shlomo Klapper on Why Courts Are the Next Frontier for Legal AI (Selected by Bob Ambrogi) Building on a LawNext interview, this segment explores why courts may become the next major arena for AI adoption, including opportunities for efficiency as well as risks around fairness and reliability. 32:18 NY Balances Tradition and Innovation in Legal Services Regulation (Selected by Niki Black) New York's evolving regulatory approach reflects an effort to modernize legal services while preserving core professional principles. The discussion focuses on how incremental reform may shape innovation and access. 38:27 How far should courts go in the use of AI (Selected by Stephen Embry) A broader policy conversation about the appropriate limits of AI in the judicial system, including transparency, accountability, and whether courts should lead or follow in adoption. 44:55 Jones Day Hack (Selected by Joe Patrice) A reported cybersecurity incident involving Jones Day prompts discussion about law firm vulnerabilities, client data risks, and the growing importance of cybersecurity preparedness. 47:42 Penalties stack up as AI spreads through the legal system (Selected by Victor Li) Courts are increasingly sanctioning improper uses of AI, particularly where lawyers rely on hallucinated or unverified outputs. The panel emphasizes the importance of competence and oversight. 50:36 Penalties stack up as AI spreads through the legal system (Selected by Julie Sobowale) Further discussion expands on the consequences of AI misuse, including how enforcement actions may shape professional norms and expectations going forward.

04/03/26: AI experience becomes firm career selling point, NFL partners with legaltech brand, & more 06.04.2026 58min

Each week, our panelists discuss their favorite stories from the week's news in legal technology. This week's topics: 00:00 Panelist introductions 04:30 Reflections on recent conferences 17:38 The NFL Has a New Official Professional Services Partner, and Yes, It's a Legal Tech Company (Selected by Bob Ambrogi) A surprising partnership signals how mainstream legal tech has become, with even major sports leagues investing in legal service innovation. 26:02 Survey Finds Majority of Federal Judges Have Used AI in Their Work, But Daily Use Remains Rare (Selected by Bob Ambrogi) A new survey reveals that while many judges have experimented with AI, routine adoption remains limited—highlighting both curiosity and caution within the judiciary. 34:03 Why Our Firm Still Prohibits Generative AI for Legal Research and Written Advocacy (Selected by Steve Salkin) A law firm takes a firm stance against generative AI in core legal work, raising questions about risk, reliability, and professional responsibility. 46:13 Firm hiring of associates with AI experience up 106% since last year, new report says (Selected by Victor Li) Demand for AI-savvy lawyers is surging, suggesting a fundamental shift in how firms evaluate talent and future-proof their workforce. 47:30 Some Federal Judges Are Embracing Gen AI, Though Many Are Split on Its Potential for Courts (Selected by Rhys Dipshan) Judicial perspectives on AI remain divided, with some embracing its efficiency and others wary of its implications for fairness and accuracy. 49:33 Demand for Legal Engineers Skyrockets in the AI Age (Selected by Rhys Dipshan) The rise of "legal engineers" reflects the growing intersection of law and technology, as firms seek professionals who can bridge both worlds.

03/13/2026: Legalweek Post-Mortem, Clio launches Clio Capital law firm financing, and more 19.03.2026 55min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week we're all getting home from Legalweek, where there was no shortage of news being announced. Decompress with us as we sort through some of the conference's biggest news.

02/20/2026: Law firm recruiting turns to AI bots, Harvey partners with Harvey, and more 05.03.2026 57min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. 00:00 Introductions 03:16 Judge threatens AI glass wearers with contempt during Mark Zuckerberg's testimony (Selected by Niki Black) 13:29 'No End in Sight': 5th Circuit Expresses Concern Over AI Hallucinations in Briefs (Selected by Julie Sobowale) 27:21 Your next law firm recruiting interview may be with a bot or be a simulation (Selected by Stephen Embry) 34:53 AltaClaro & Verbit Partner to Launch DepoSim, an Immersive AI Deposition Simulator (Selected by Stephanie Wilkins) 44:59 Harvey Partners with … well, Harvey, Its Namesake, As Brand Spokesperson (Selected by Bob Ambrogi) 49:03 Arizona Republic Investigation Finds Consumer Harm, Loopholes, and Conflicts of Interest in Arizona's Legal Regulatory Reform (Selected by Victor Li)

02/13/2026: Legal tech rushes to integrate Claude's legal plugin, CA rules on outsourcing work to AI 19.02.2026 57min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. 00:00 Introductions 05:10 SDNY Rules AI-Generated Documents Are Not Protected by Privilege (Selected by Stephanie Wilkins) 21:38 Legal Tech Companies Rush to Integrate Claude's Legal Plugin (Selected by Rhys Dipshan) 27:58 Baker McKenzie Blamed AI For Massive Layoff, But The Problem Is Much More Complicated (Selected by Joe Patrice) 32:41 Instead Of Replacing Departing Associate, Firm Leaned On AI. Costs Are Down 27 Percent And Profits Are Up. (Selected by Julie Sobowale) 36:41 New Lawyers Are Expected to Be AI Savvy, New Study Shows (Selected by Victor Li) 41:37 Law Firms and Legal Departments Dip Toes Into Agentic AI as Gen AI Use Surges (Selected by Rhys Dipshan) 42:04 California's Warning Shot: Lawyers Can't Outsource Responsibility to AI (Selected by Niki Black) 46:05 OpenAI Tests Skills – In-house Legal Teams Are Being Contacted – This Isn't Yet Public Domain (Selected by Stephen Embry and Caroline Hill)

02/06/2026: Claude's legal plugin causes legal industry meltdown, and more 13.02.2026 57min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. 00:00 Introductions 5:43 Claude/Anthropic "Claudepocalypse" legal plugin triggers market/legal-industry meltdown (Selected by Bob Ambrogi / Caroline Hill / Stephanie Wilkins) 27:52 AI agents gone wild: AI agents forming their own social network (Selected by Julie Sobowale) 33:16 AI agents can now "rent a human" for mundane tasks (Selected by Stephen Embry) 38:01 Epstein Files: discovery/redaction problems and what it reveals (Selected by Joe Patrice) 44:35 LSC Innovation Conference + blueprint for narrowing the justice gap through technology (Selected by Bob Ambrogi) 51:05 Should AI companies be held liable for deepfakes? (Selected by Victor Li)

01/23/2026: OpenAI Wants your IP, a conversation with Harvey cofounders, and more 29.01.2026 59min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. 00:00 Introductions 2:56 Law firm Phishing over christmas (Selected by Joe Patrice) 11:18 How much do legal leaders trust artificial intelligence in high-stakes decisions? New study sheds light (Selected by Victor Li) 18:06 Are mandatory hyperlinks a solution to the lawyers' hallucination problems? (Selected by Stephen Embry) 30:01 LawNext: From Roommates to Billionaires: Harvey's Founders Gabriel Pereyra and Winston Weinberg on Building AI Infrastructure for Law (Selected by Bob Ambrogi) 39:44 OpenAI wants your IP (Selected by Joe Patrice) 49:38 Alexi Fires Back at Fastcase Lawsuit with Counterclaims Alleging Anticompetitive Conduct Following Clio's $1B Acquisition (Selected by Bob Ambrogi)

01/16/2026: Cybersecurity training gone wrong, Supreme Court gets hacked, and more 21.01.2026 58min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. 00:00 Introductions 7:12 NYC on the Ethics of Using AI Tools During Client Meetings (Selected by Niki Black) 22:25 Supreme Court hacked (Selected by Joe Patrice) 31:20 Proposed California law on the use of AI. (Selected by Stephen Embry) 40:56 LTH GenAI Legal Tech Map: December 2025 (Selected by Stephanie Wilkins) 48:09 AI Startup AlphaLit Raises $3.2M Seed Round To Screen and Score Smaller Cases and Route them to Lawyers (Selected by Bob Ambrogi)

01/09/2026: Special 2026 Predictions Episode 14.01.2026 1val

This week is a special episode for us. Watch to hear our panelists predictions about what 2026 will hold for legal technology, and how our 2025 predictions played out. Topics include: 00:00 Introductions 20:46 Lawyers increasingly supplementing AI functionality in trusted products with General-use AI tools (Selected by Niki Black) 27:54 In-house teams will be eating law firms' lunch (Selected by Caroline Hill) 44:31 Chances of federal regulation depends on what China does (Selected by Victor Li) 48:14 Serious one from beyond legal... the AI industry crashes unless the federal government embarks on a financially brutal bailout (Selected by Joe Patrice) 49:06 My conceit was predictions that should come true but won't. I can do Death of Billable Hour OR The end of Hallucinations (Selected by Joe Patrice)

12/19/2025: Year in Review - Our Top Picks from 2025 14.01.2026 1val 1min

Our favorite episode of the year, today's episode is our annual year in review, where we look back at the trends that defined 2025, and our favorite stories.

12/12/2025: Harvey's Reddit AMA, Pentagon's own AI flags Hegseth, Trump blocks AI regulation 15.12.2025 56min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: 00:00 Introductions 02:34 Harvey Cofounders Answer Tough Questions in Reddit AMA: Valuation, Competition and the Future of Legal AI (Selected by Bob Ambrogi) 20:21 Amid Legal Tech's Funding Frenzy, Don't Sleep on the Bootstrapped Builders (Selected by Stephanie Wilkins) 24:30 Trump signs executive order aimed at preventing states from regulating AI (Selected by Victor Li) 38:01 Pentagon Unveils New GenAI Platform, It Immediately Starts Flagging Pete Hegseth's War Crimes (Selected by Joe Patrice) 42:14 2025 tech gift ideas for legal professionals (Selected by Niki Black)

12/05/2025: Fastcase lawsuit against Alexi, the implications of AI's energy consumption, and more 11.12.2025 56min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: 00:00 Introductions 03:12 Fastcase Files Lawsuit Against Alexi Over Alleged Data Misuse and Trademark Infringement (Selected by Bob Ambrogi) 15:30 Amid all the AI hoopla, Theres still a fundamental question. Do we have the energy capacity to serve all potential needs? And what happens if we dont? (Selected by Stephen Embry) 33:34 The Courtroom Tech Maze Noone Asked For (Selected by Niki Black) 42:25 ICE Using ChatGPT To Write Use-Of-Force Reports, As Fascism Meets Laziness (Selected by Joe Patrice) 50:04 A 30-year-old lawyer quit Big Law. Days later, she had a term sheet to raise $2.5 million for an AI law firm (Selected by Victor Li)

11/21/2025: TLTF Summit takeaways, AI training for young lawyers, and more 26.11.2025 58min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: 00:00 Introductions 03:26 From 'Who Luck' to 'Who's Here?': The TLTF Summit Continues to Excel, Even As It Expands (Selected by Bob Ambrogi) 20:36 Why "AI Essentials" Still Matter — Even for the Smartest People in the Room (Selected by Stephanie Wilkins) 21:25 Discussion on AI expectations, in-house vs. law-firm dynamics (Related to Rhys Dipshan's TLTF Summit Takeaways story) 25:48 McDermott acknowledges 'fielding inbound interest' from outside investors as it listens to new ideas (Selected by Caroline Hill / Victor Li) 31:11 Discussion on MSOs, private equity influence, and law-firm structural changes (Related to Rhys Dipshan's TLTF Summit Takeaways story) 51:47 Cohere is Canada's Biggest AI Hope. Why is it so American? (Selected by Julie Sobowale)

10/31/2025: Law school runs mock trial before AI Jury, Harvey's newest raise, and more 06.11.2025 56min

Each week, the leading journalists in legal tech choose their top stories of the week to discuss with our other panelists. This week's topics: 00:00 Introductions 03:31 - Robin AI listed for distressed sale — Bob Ambrogi 05:46 - Harvey Raises $150M, Pushing Its Valuation to $8B — Stephanie Wilkins / Rhys Dipshan 20:20 - Biglaw Firm Signs Deal, Proving Clio's Enterprise Play Already Has Legs — Joe Patrice 27:59 - Law School Runs Mock Trial Before Jury Of AI Chatbots As Dystopian Nightmare Accelerates — Joe Patrice 38:32 - These people ditched lawyers for ChatGPT in court — Julie Sobowale 45:14 - Are Lawyers Next on AI's Chopping Block? — Niki Black