Shows / Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal News is a daily briefing on the stories reshaping the practice of law. Each weekday morning, two hosts walk through the day's most important legal and legal-AI developments — court rulings, regulatory shifts, big-firm moves, and the fast-changing tools redefining how attorneys work — synthesized from real reporting and ready before your first coffee. Built for lawyers, legal-ops teams, bar-preppers, and anyone who needs to stay current without billing the hours to do…
Episodes
- Rabbit Hole Brief: Legal News
AI in Court, in Congress, and in Courtrooms: Legal & Legal-AI News for October 29, 2026
A deep dive into the biggest legal and legal-AI stories of the day: the sharpening allegations in the ChatGPT epilepsy death lawsuit, the launch of FluxCap by…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief – Legal & Legal-AI News, Wednesday October 28 2026
A wrongful-death lawsuit against OpenAI over AI-guided medication tapering, a massive Legora funding round, the Third Circuit's fair-use ruling in Thomson…
- Rabbit Hole Brief: Legal News
Anthropic's IPO, AI in BigLaw, and the Limits of Executive Power
A deep dive into the legal and regulatory news of October 27, 2026: Anthropic's landmark S-1 filing and its extraordinary risk disclosures, a federal judge's…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — October 26, 2026
A two-host audio briefing covering the biggest stories at the intersection of law and artificial intelligence this week: the OpenAI copyright MDL heating up in…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — October 23, 2026
A two-host audio briefing covering the week's biggest legal and legal-AI stories: the FTC's landmark subpoenas to OpenAI and Anthropic, Character.AI's…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Legora's $550M Raise, Supreme Court Surprises, and the Plaintiff's Bar Organizes Around AI
A packed episode covering the landmark Legora funding round and its rivalry with Harvey, two surprising Supreme Court decisions, the Anthropic supply-chain…
- Rabbit Hole Brief: Legal News
xAI in Court, Harvey Gets Smarter, and Where the Legaltech Money Is Going
A federal judge keeps the NAACP's Clean Air Act suit against xAI alive despite a dramatic DOJ intervention, Harvey absorbs Midpage's legal research library via…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: The Research Data Arms Race, In-House AI Battles, and Florida vs. OpenAI
A deep dive into the biggest stories shaping law and legal AI: Harvey and Legora racing to own the in-house legal stack through new data integrations and…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Conflicts, Governance, and the Courts
A deep dive into the week's biggest legal and legal-AI developments, including a novel law firm conflict-of-interest fight at the heart of AI litigation, Hogan…
- Rabbit Hole Brief: Legal News
Copilot for Legal, Eight States vs. OpenAI, and the Week's Biggest Legal-AI Moves
Microsoft launches Copilot for Legal with 20-plus purpose-built skills baked into Word and its agentic workspace, becoming the fourth major AI platform in five…
- Rabbit Hole Brief: Legal News
Freshfields' Accidental IPO Leak, Apple vs. OpenAI, and the AI Legal Revolution
Today's episode digs into the week's biggest legal and legal-AI stories: a leaked internal email revealing Freshfields' secret plans to spin off and…
- Rabbit Hole Brief: Legal News
Legal AI Product Wave, Copyright Wars, and the VPPA at the Supreme Court
Three major legal AI product launches dropped on the same day, signaling a shift from general-purpose AI tools to workflow-integrated legal solutions…
- Rabbit Hole Brief: Legal News
AI Liability, Supreme Court Sentencing Arguments, and the Legal Industry's Trust Gap
A packed legal news briefing covering the AI Agent Accountability Act's push for criminal liability, a novel class action against DraftKings for algorithmic…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Agents, Accountability, and the Supreme Court's New Term
A deep dive into the biggest stories in legal AI and law for the week of October 12, 2026 — from Harvey and LexisNexis shipping the first jointly built agentic…
- Rabbit Hole Brief: Legal News
AT&T's AI Legal Lab, OpenAI's Court Play, and a SCOTUS Climate Showdown
A deep dive into the week's biggest legal and legal-AI stories: AT&T and OpenAI teaming up to reimagine in-house legal work, OpenAI launching a document review…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Big Money, Bigger Questions
A deep dive into the week's most significant legal and legal-AI developments: a jaw-dropping $60 million seed round for a secretive startup, BigLaw's struggle…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: AI Liability, Supreme Court Updates, and the Future of Legal Tech
A deep dive into the week's biggest legal and legal-AI stories: bipartisan legislation targeting AI agent accountability, Justice Alito's surprising stance on…
- Rabbit Hole Brief: Legal News
AI in the Courtroom and the Capitol: Legal & Legal-AI News Roundup
A fast-moving week in legal and legal-AI news: the Thomson Reuters v. ROSS Intelligence copyright battle heads toward a potential Supreme Court showdown…
- Rabbit Hole Brief: Legal News
AI Copyright, Agent Accountability, and the Courts: Legal News Briefing
A two-host audio briefing covering the week's biggest legal and AI-law developments: the Third Circuit's landmark ruling in Thomson Reuters v. ROSS…
- Rabbit Hole Brief: Legal News
California's AI Law, Fake Citations, and the Supreme Court's Climate Showdown
A deep dive into the week's biggest legal and legal-AI developments: California becomes the first state to put lawyer AI obligations into statute with SB 574…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Connecticut's CART Act, OpenAI's Legal AI Push, and a New Supreme Court Term
A deep dive into the biggest legal and legal-AI stories of the day: Connecticut's landmark CART Act takes effect, OpenAI makes its most direct legal market…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — September 30, 2026
A fast-moving briefing on the biggest stories in law and legal AI: a partner-only firm hitting 300 partners by replacing associates with AI, Harvey's pro bono…
- Rabbit Hole Brief: Legal News
Florida vs. OpenAI, AI Antitrust, and the Hallucination Sanction Surge
A deep dive into the most consequential legal stories in AI right now: Florida's unprecedented injunction motion to halt OpenAI's model development, a growing…
- Rabbit Hole Brief: Legal News
AI Trade Secrets, Environmental Lawsuits, Supreme Court Voter Rolls, and the Legal Brain Drain to AI Labs
A packed legal and legal-AI news rundown covering: a Swiss startup suing Perplexity AI over alleged trade secret theft tied to wake-word technology; one of the…
- Rabbit Hole Brief: Legal News
AI Antitrust Wars, Settlement Secrets, and the Liability Frontier
A deep dive into the week's most consequential legal and legal-AI developments: a new federal antitrust lawsuit alleging AI giants colluded to slow…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — September 24, 2026
A packed legal-AI roundup covering the music industry's major copyright lawsuit against Anthropic, OpenAI's BigLaw partnerships for its new Astra for Law…
- Rabbit Hole Brief: Legal News
AI in the Courtroom: California's Legal Guardrail Bill and the Wild West of Attorney AI Use
A deep-dive into California's Senate Bill 574, the first comprehensive state law governing attorney AI use, plus antitrust suits against AI labs, the UN's new…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — September 22, 2026
A two-host audio briefing covering the week's biggest stories in legal and legal-AI news: the collision of two very different federal AI bills, California's…
- Rabbit Hole Brief: Legal News
OpenAI Goes Vertical in Legal, California's AI Blitz, and the Agentic Liability Gap
OpenAI launches Astra for Law with a specialized legal search index and early big-firm adopters, challenging Westlaw and Lexis head-on. California keeps…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News — Friday, September 18, 2026
A deep dive into the week's biggest legal and legal-AI stories: Sony and Warner's sweeping copyright lawsuit against Anthropic, CLOC's first professional…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — September 17, 2026
A two-host audio briefing covering the week's biggest legal and legal-AI developments, including the NYT v. OpenAI copyright trial, DOJ's pro-OpenAI stance…
- Rabbit Hole Brief: Legal News
AI in the Courtroom, the Boardroom, and the Legislature — All at Once
A whirlwind global tour of AI legal news: India's Delhi High Court escalates the ANI vs. OpenAI copyright case, Microsoft pushes a fair-use defense in New…
- Rabbit Hole Brief: Legal News
SCOTUS Mail Ballots, Morgan & Morgan's Billion-Dollar AI Bet, and Global AI Regulation
A packed legal and legal-AI news day: the Supreme Court blocks new USPS mail-ballot rules for the 2026 midterms, Morgan & Morgan makes an unprecedented AI…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: September 14, 2026
A deep dive into the week's biggest legal AI stories, including a landmark lawsuit between two legal organizations over AI training data, California's sweeping…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: EU Cyber Resilience Act Goes Live, A GC-Backed VC Fund Emerges, and Phantom Citations Keep Piling Up
A packed Friday digest covering the EU Cyber Resilience Act's first enforcement phase, a new legal-tech venture fund backed by 50-plus sitting general…
- Rabbit Hole Brief: Legal News
Harvey's $550M Raise, AI Hallucinations in Court, and the Legal Tech Arms Race
A deep dive into today's biggest legal and legal-AI news: Harvey's massive new funding round and Guardrails acquisition, Thomson Reuters entering the…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: GPT-6 Astra, the Trust Gap, and California's AI Bill Deadline
A deep dive into the biggest stories in legal AI and law this week: OpenAI's GPT-6 Astra and what it means for lawyers, the growing trust crisis in legal AI…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News
Sidley Austin mandates AI training for every London trainee, California's AI lawyer bill heads to Newsom's desk, Brazil sets a Senate vote date on…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: California's AI Bill, Global Regulation, and the Nvidia-Hugging Face Deal
A roundup of the biggest stories at the intersection of law and artificial intelligence, including California's sweeping attorney AI regulation bill heading to…
- Rabbit Hole Brief: Legal News
AI, Copyright, and Courtrooms: The Legal Landscape Heats Up
A deep dive into the biggest legal and legal-AI stories of the week: the DOJ's landmark fair use brief in the OpenAI copyright case, California's sweeping new…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Google, Thomson Reuters, and the Race to Own the Legal AI Stack
A deep dive into the biggest legal AI developments of the week, including Google Cloud's launch of Gemini Enterprise for Legal, Thomson Reuters' new…
- Rabbit Hole Brief: Legal News
Rogue Agents, Patent Wars, and the AI Courtroom: Legal News Briefing
A two-host audio briefing covering the biggest legal and legal-AI stories of the moment: OpenAI's rogue agent incidents reshaping corporate liability, a…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News — September 1, 2026
A deep dive into the day's biggest legal and AI-law developments: a federal court ruling that judicial immunity survives even total AI outsourcing of a ruling…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — August 31, 2026
A two-host audio briefing covering the biggest legal and legal-AI stories of August 31, 2026: California's SB 574 floor vote, the landmark individual-liability…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News — August 28, 2026
A two-host audio briefing covering the week's biggest stories at the intersection of law and AI: State Farm's hallucinated citations scandal, California's SB…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: Legal & Legal-AI News
Google Cloud enters the legal AI market with a purpose-built Gemini platform, Pablo Arredondo moves from Casetext to Clio, Thomson Reuters launches its own…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: ILTACON 2026, The Meta AI Layoff Lawsuit, and the Mail-In Voting Fight
A deep dive into the week's biggest legal and legal-AI stories: the AI arms race on display at ILTACON 2026 in Nashville, the landmark Meta AI-assisted layoff…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Thomson's Proprietary LLM, Supreme Court Mail Ballot Stay, and AI in the Courtroom
Thomson Reuters launches its first in-house large language model trained on Westlaw and other proprietary legal content; LexisNexis upgrades its flagship…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: August 24, 2026
A roundup of the week's biggest stories at the intersection of law and artificial intelligence, including AI hallucinations in a high-profile insurance case, a…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News Briefing — Friday, August 21, 2026
A packed week in legal AI and law firm business: Opus 2 launches its agentic Ingenuity platform, Harvey open-sources a benchmark corpus, Goodwin Procter…
- Rabbit Hole Brief: Legal News
Harvey Gets a Memory, Claude Gets a Watermark, and AI Ends Up in Court
A deep dive into the biggest legal AI and legal tech stories of the week: Harvey II's memory-powered platform overhaul, Anthropic's invisible text watermarks…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: ILTACON Preview, Breaches, and the Race to Govern AI
A deep dive into the biggest stories shaping the legal technology world ahead of ILTACON 2026, covering mounting law firm data breaches, Big Tech's pivot from…
- Rabbit Hole Brief: Legal News
Rabbit Hole Brief: EU AI Act Enforcement, Hallucinations in Court, and the Wild West of Legal AI
A two-host audio briefing covering the biggest legal and legal-AI developments for August 18, 2026 — from the EU AI Act entering live enforcement, to AI…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News — Monday, August 17, 2026
A roundup of the week's biggest stories at the intersection of law and artificial intelligence: Goodwin Procter's $25M annual AI bet, a new interoperability…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News — August 14, 2026
A packed digest covering the week's biggest developments in legal tech and law: DeepJudge's new Agent Handoff Protocol and what it means for AI…
- Rabbit Hole Brief: Legal News
California's AI Vote Day, the Perplexity Ruling, and the Work-Product Split
A two-host briefing covering the most consequential legal and legal-AI developments of the day: California's historic AI suspense votes, the Ninth Circuit's…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Harbor Deploy, AI Sanctions Hit $2.5M, and the Adoption Boom
A deep dive into the biggest legal and legal-AI stories of August 2026, including Harbor's new embedded AI deployment arm, Mayer Brown's Scissero partnership…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News — August 11, 2026
A lively two-host discussion of today's top legal stories: Todd Blanche's confirmation as Attorney General, Alabama's new AI ethics opinion, the state of legal…
- Rabbit Hole Brief: Legal News
AI in the Courtroom and the Boardroom: Legal-AI News Briefing
A two-host discussion covering the biggest stories at the intersection of law and artificial intelligence, including Anthropic's new legal vertical hire, a…
- Rabbit Hole Brief: Legal News
Legal & Legal-AI News: Thomson Reuters' Homegrown LLM, Paravo's Revenue Engine, DISCO's Pivot, and More
A roundup of the biggest legal and legal-AI stories for the week of August 7, 2026: Thomson Reuters stuns the industry with benchmark results for its…