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3K to 18K🎙 ~2x weekly·45 episodes·Last published yesterday - Monthly Reach
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From 12 epsHost
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E49 - Harvey and Legora vs AI First Firms, Logan Brown, Soxton
May 11, 2026
46m 16s
E48 - What Top VCs Actually Think About Legal AI with Keith Rabois, Khosla Ventures
Apr 30, 2026
45m 45s
E47 - Zach and Richard’s Excellent Legal AI Adventure: Harvey and Legora vs Claude?
Apr 28, 2026
50m 40s
E46 - AI for Judges? AAA CEO Bridget McCormack and Learned Hand CEO Shlomo Klapper
Apr 19, 2026
50m 47s
E45 - How to Get a Job at Legora, Harvey and Other Legal AI Startups, Kyle Poe, VP of Legal Innovation at Legora
Apr 3, 2026
45m 18s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 5/11/26 | E49 - Harvey and Legora vs AI First Firms, Logan Brown, Soxton | What happens when you rebuild a law firm from scratch in the age of AI? In this episode, Zach speaks with Logan Brown, founder of Soxton, an AI-first law firm serving startups as an on-demand, AI-powered general counsel. They discuss how Soxton is rethinking legal services from the ground up, why fixed pricing and automation are expanding access to legal help, and where traditional law firms still have the edge. The conversation also dives into the explosion of new startups, the rise of AI-driven litigation, and whether Big Law is facing a slow but inevitable transformation. In this episode: How AI-first law firms are redesigning legal services and pricing models Why startups are delaying hiring in-house counsel with AI-powered alternatives Where traditional law firms still win—and where they’re most vulnerable Why AI could drive both more startups and more litigation How legal careers and firm structures may fundamentally change in the next decade Learn More: Logan - https://fortune.com/2026/04/05/logan-brown-soxton-founder-2-5-million-ai-powered-law-firm-started-da-office-12-years-old/ Zach - https://www.legallydisrupted.com/ Follow Along: Logan - https://www.linkedin.com/in/logan-brown-03765552 Zach - linkedin.com/in/zachabramowitz | 46m 16s | ||||||
| 4/30/26 | E48 - What Top VCs Actually Think About Legal AI with Keith Rabois, Khosla Ventures✨ | legal AIventure capital+4 | Keith Rabois | Khosla VenturesSpellbook+1 | — | legal AIventure capital+5 | — | 45m 45s | |
| 4/28/26 | E47 - Zach and Richard’s Excellent Legal AI Adventure: Harvey and Legora vs Claude?✨ | legal AItechnology+5 | Richard Tromans | ClaudeHarvey+3 | — | legal AIClaude+6 | — | 50m 40s | |
| 4/19/26 | E46 - AI for Judges? AAA CEO Bridget McCormack and Learned Hand CEO Shlomo Klapper✨ | AI in lawjudicial decision-making+3 | Bridget McCormackShlomo Klapper | American Arbitration AssociationLearned Hand | MichiganNew York | AI for judgeslegal AI+3 | — | 50m 47s | |
| 4/3/26 | E45 - How to Get a Job at Legora, Harvey and Other Legal AI Startups, Kyle Poe, VP of Legal Innovation at Legora✨ | legal AIcareer transition+4 | Kyle Poe | LegoraBig Law+3 | — | legal AIcareer transition+5 | — | 45m 18s | |
| 3/26/26 | E44 - Building a Law Firm and a Product: LawPro.ai Co-Founder and Zirkin Schmerling Partner, Josh Schmerling✨ | law firm technologypersonal injury practice+4 | Josh Schmerling | Zirkin & SchmerlingLawPro.ai | — | law firmlegal technology+5 | — | 31m 56s | |
| 3/19/26 | E43 - AI and the Future of In-House Legal, Sandstone Co-Founder Jarryd Strydom✨ | AI in legalin-house legal teams+5 | Jarryd Strydom | SandstoneCLM | United States | AIin-house lawyers+6 | — | 39m 46s | |
| 3/11/26 | E42 - Is Legal AI in Trouble or Just Getting Started? Cosmonauts Founder, Timo Karakashev✨ | legal AItechnology adoption+4 | Timo Karakashev | HarveyLegora+2 | Australia | legal AItechnology+5 | — | 44m 11s | |
| 3/3/26 | E41 - The Future of AI is People: Legal Quants Founders Jamie Tso & Raymond Sun✨ | AI in lawlegal technology+3 | Jamie TsoRaymond Sun | Legal QuantsLegally Disrupted | — | AIlegal quants+5 | — | 1h 17m 18s | |
| 2/25/26 | E40 - Lawyer Value in an AI World: Litigator, Coder & AI Evangelist Damien Riehl✨ | AI in lawlegal technology+4 | Damien Riehl | All the MusicTED+1 | — | AIlawyers+6 | — | 41m 05s | |
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| 2/19/26 | E39 - AI vs Legacy SaaS in Legal: Min-Kyu Jung, CEO Ivo✨ | AI in legal techlegacy SaaS+4 | Min-Kyu Jung | IvoCLM+1 | — | AI startuplegal tech+6 | — | 52m 21s | |
| 2/12/26 | E38 - How Will SaaSpocalypse Affect AI For Legal: Spellbook CEO Scott Stevenson✨ | AI in legalSaaSpocalypse+3 | Scott Stevenson | SpellbookBigLaw+2 | — | AI for legalSaaSpocalypse+6 | — | 1h 00m 04s | |
| 2/5/26 | E37 - Zach and Richard’s Excellent Legal AI Adventure: Claude and the Legaltech Apocalypse✨ | Legal AIAI in law+5 | Richard Tromans | Artificial LawyerAnthropic+5 | — | Legal AIAnthropic+5 | — | 41m 35s | |
| 1/14/26 | E36 - Too Much FOMO: Why I'm Back on the Legal AI Startup Investor Train with Sandstone CEO Nick Fleisher | Zach announces that, for the first time since ChatGPT launched, he's investing in a legal AI startup. In this episode, he's joined by Nick Fleisher, CEO of Sandstone, to unpack why in-house legal teams, not law firms, may be the biggest winners of the AI era. Drawing on Nick's background at McKinsey where he advised law firms on AI, the conversation explores why legacy tools are failing lawyers and how AI can solve a problem that plagues in-house teams: working seamlessly with their business without slowing them down and being a bottleneck. In this episode: Why Zach decided to invest in a legal AI startup now What in-house legal teams actually need from AI Why CLM tools struggle with adoption and ROI How AI changes legal’s relationship with the business Measuring success beyond “time to contract” Why vertical legal software beats generic AI tools What makes Sandstone different from Harvey, Legora, and CLMs References: $10M Seed Round Announcement Learn More:Zach - legallydisrupted.comNick - sandstone.com Follow Along:Zach - linkedin.com/in/zachabramowitzNick - https://www.linkedin.com/in/nicholas-fleisher | 50m 36s | ||||||
| 1/13/26 | E35 - Are Legal AI Assistants Moving In-House? GC AI Founder Cecilia Ziniti | Zach speaks with Cecilia Ziniti, founder and CEO of GC AI, about why in-house legal teams are often ahead of law firms when it comes to adopting AI - and what that signals for the future of the profession. Drawing on her experience as a former general counsel and AI leader, Cecilia explains why legal AI must be purpose-built for real workflows, how trust and precision shape adoption, and why lawyers who learn to work with AI will gain a lasting edge. In this episode: Why in-house legal teams are leading AI adoption The limits of generic AI tools for legal work What lawyers actually need from AI systems Trust, accuracy, and citations in legal AI How AI is reshaping legal workflows and roles What it means to be an “AI-native” lawyer Learn More:Zach - legallydisrupted.comCecilia - https://gc.ai/company/about Follow Along:Zach - linkedin.com/in/zachabramowitzCecilia - https://www.linkedin.com/in/ceciliaziniti | 32m 31s | ||||||
| 12/4/25 | E34 - How Will AI Work with Document Management? NetDocuments CPO Dan Hauck | Zach sits down with NetDocuments Chief Product Officer Dan Hauck to unpack how AI is truly being used inside law firms and in-house legal teams today - from large-scale document profiling to agentic assistants that search, summarize, and edit directly within the DMS. Recorded live at ND Inspire conference, Dan explains why lightweight models are unlocking new automation, how in-house teams are often leading on adoption, and why the real ROI of legal AI goes beyond efficiency to include better onboarding, less isolation, and more confident decision-making for lawyers at every level. In This Episode The biggest changes Dan has witnessed after 8 years of the Inspire conference How firms are using AI at scale — not just on pilot use cases Why automated document profiling is now possible across millions of docs Understanding small models vs. large models in legal workflows How AI pipelines classify, extract, and enrich metadata instantly New use cases emerging inside the DMS (repapering, diligence, discovery, onboarding) Why in-house teams are often ahead of firms in AI adoption How agentic AI assistants reduce loneliness and cognitive overload The ROI debate: real numbers vs. intangible benefits What lawyers gain: better focus, faster context loading, and stronger client service Why this moment feels like a once-in-a-generation shift in legal technology Learn More:Zach - legallydisrupted.comDan - https://www.netdocuments.com/company/our-people/dan-hauck/ Follow Along:Zach - linkedin.com/in/zachabramowitzDan - https://www.linkedin.com/in/danhauck | 34m 03s | ||||||
| 11/13/25 | E33 - Building the AI-First Law Firm: Jen Berrent on Covenant and the Next Era of Legal Services | Zach talks with Jen Berrent, former WeWork executive and founder of Covenant, an AI-first law firm reimagining how deals get done. They dive deep into what it means to build a law firm from the ground up around artificial intelligence — not as a tool, but as the foundation. Jen shares her perspective on why too much work still runs through Big Law, how AI is transforming the middle tier of legal work, and what it takes to balance human expertise with machine efficiency. In this episode: What an “AI-first” law firm actually looks like How Covenant is redesigning legal workflows from scratch The problem with Big Law’s “too much work, too few alternatives” model Why reading comprehension is AI’s legal superpower Building client trust in the age of automation How AI can accelerate deals — without sacrificing rigor The difference between a “relationship ramp” and a “SaaS snowball” The challenges (and advantages) of raising funding in legal AI Lessons from Robin AI’s struggles — and why clarity of business model matters Why this is a once-in-a-generation moment for lawyers who want to innovate Learn More:Zach – legallydisrupted.comJen – https://covenant.co/about Follow Along:Zach – linkedin.com/in/zachabramowitzJen – https://www.linkedin.com/in/jenniferberrent | 51m 12s | ||||||
| 11/4/25 | E32 - Harvey Co-Founder Gabe Pereyra on Building the Fastest-Growing Legal AI Company in History | Zach sits down with Harvey cofounder Gabe Pereyra to talk about what changed after “Attention Is All You Need,” why partners - not juniors - are driving Harvey’s adoption, and how AI is teaching law firms to learn faster than ever. In this episode: The origin story of Harvey and how it became the “Dallas Cowboys of Legal Tech” Lessons from the early days of AI at Google Brain and DeepMind Why the real opportunity isn’t automation — it’s amplification How top law firms are already using AI for high-level strategic work The emerging hybrid model of AI + human legal reasoning Why firm size and structure could shift dramatically in the next decade Rethinking ROI: morale, retention, and client trust as key performance drivers How Harvey is helping firms pitch, collaborate, and win new business The future of AI-first law firms — from pricing models to client partnerships Learn More: Zach - https://www.legallydisrupted.com/ Gabe - https://www.harvey.ai/blog/author/gabe-pereyra Follow Along: Zach - linkedin.com/in/zachabramowitz Gabe - https://www.linkedin.com/in/gabepereyra | 44m 34s | ||||||
| 10/30/25 | E31 - Zach and Richard's Excellent Legal AI Adventure: Robin AI's Struggles and the Future of LegalTech | Zach and Richard delve into the recent challenges faced by Robin AI, a pioneering legal tech company that has laid off staff and is seeking a buyer due to disappointing growth. They explore the significance of this news within the broader AI and legal tech industry, discussing whether Robin AI's struggles signal larger issues in the AI market. In this episode: Robin AI's Struggles Personal Connections and Reflections Speculations and Broader Implications Comparing AI Legal Tech Companies Legal Experts in Tech Companies Investment in AI-Driven Legal Services The Importance of Expertise with AI Legal Innovators London Event Preview The Future of AI in Law Firms Learn More: Zach - https://www.legallydisrupted.com/ Richard - tromansconsulting.com, artificiallawyer.com Follow Along: Zach - linkedin.com/in/zachabramowitz Richard - linkedin.com/in/artificiallawyer, https://x.com/ArtificialLawya | 37m 43s | ||||||
| 10/16/25 | E30 - Is AI Disrupting ALSPs? Axiom CSO Catherine Kemnitz | In Episode 30 of 'Legally Disrupted,' Zach engages in a thought-provoking discussion with Catherine Kemnitz, Axiom's Chief Strategy Officer. They address a LinkedIn debate on how AI will disrupt both Contract Lifecycle Management (CLM) and Alternative Legal Service Providers (ALSPs). Katherine offers insights from her extensive legal industry experience, including her tenure at Axiom and Thomson Reuters, highlighting major transactions and strategic pivots influenced by technological advancements. In this episode: Catherine Kemnitz's Career Journey Axiom's Strategic Moves and Innovations The Impact of AI on Legal Services Generative AI and Legal Tech Evolution AI Adoption in Legal Departments vs. Law Firms Axiom's Approach to AI and Future Outlook Learn More: Zach - https://www.legallydisrupted.com/ Catherine - https://www.axiomlaw.com/about-us/our-team Follow Along: Zach - linkedin.com/in/zachabramowitz Catherine - https://www.linkedin.com/in/catherinekemnitz | 33m 06s | ||||||
| 10/8/25 | E29 - Why Firms Are Buying Niche AI, Centari Founder Kevin Walker | Zach sits down with Centari founder Kevin Walker to unpack the opportunities and obstacles of selling AI to law firms when it isn’t a generalized assistant like ChatGPT or Harvey. Kevin makes the case for why tackling highly specialized problems, such as Deal Intelligence, delivers unique, lasting value to firms. In this episode: Understanding Centari's Vision Unique Market Insights and Adoption Challenges and Opportunities in Legal Tech Building Trust with Law Firms Future of Legal Practices Fried Frank Partnership Navigating Market Noise First Principles and Differentiation AI Adoption in Law Firms Reddit Thread Controversy Building a Strong Company Culture Learn More: Zach - https://www.legallydisrupted.com/ Kevin - https://www.centari.com/about-us Follow Along: Zach - linkedin.com/in/zachabramowitz Kevn - https://www.linkedin.com/in/kpwalker1, https://x.com/_kevinwalker?lang=en | 48m 35s | ||||||
| 9/14/25 | E28 - Zach and Richard's Excellent Legal AI Adventure: Inside Eudia's Groundbreaking AI-First Law Firm | Zach and Richard break down AI-first legal services, ALSPs, and the EUDIA announcement. Asking who really owns legal AI, whether ROI even matters, and how these new firms might rewrite the rules of the industry. In this episode: Non-Lawyer Ownership of Law Firms AI in Transactional Work The Business Model of AI-First Law Firms Measurable ROI in Legal Tech The IKEA Catalog Scenario AI-First Firms vs. Incumbents Market Saturation and Future Predictions References: https://www.artificiallawyer.com/2025/09/03/eudia-opens-ai-augmented-law-firm-for-ma/ Learn More: Zach - https://www.legallydisrupted.com/ Richard - tromansconsulting.com, artificiallawyer.com Follow Along: Zach - linkedin.com/in/zachabramowitz Richard - linkedin.com/in/artificiallawyer, https://x.com/ArtificialLawya | 43m 35s | ||||||
| 8/19/25 | E27 - Zach and Richard's Legal AI Adventure: Big Deals and AI Revolution | In this episode of 'Legally Disrupted,' host Zach Abramowitz introduces a new recurring segment called 'Zach and Richard's Legal AI Adventure' with Richard Tromans from Artificial Lawyer. They discuss the rapid evolution in the legal tech sphere, particularly focusing on big deals and announcements from legal AI companies like Harvey and Legora. The duo debates the impact of generative AI productivity platforms on the legal market, the notion of a 'land grab' as firms race to adopt AI, and the potential for AI to become universally adopted in legal workflows. They also touch on the pricing dynamics of legal tech and the challenges faced by legacy companies in incorporating AI. In this episode: Summer Surge in Legal AI Deals Generative AI Platforms for Lawyers Market Share and Productivity Tools Global Legal Market and Pricing Strategies Emerging Competitors and Market Dynamics The Battle for Legal AI Dominance The Future of Legal Tech Giants: Mergers and Acquisitions The Role of Investors in Legal Tech The Importance of Specialization in Legal Tech The Future of AI in Legal Tech: Assistants vs. Automators Learn More: Zach - https://www.legallydisrupted.com/ Richard - tromansconsulting.com, artificiallawyer.com Follow Along: Zach - linkedin.com/in/zachabramowitz Richard - linkedin.com/in/artificiallawyer, https://x.com/ArtificialLawya | 36m 59s | ||||||
| 8/15/25 | E26 - Exploring Legal Tech Investments in the Post-ChatGPT World with Chris Fisher and Jonathan Levy | In episode 26 of 'Legally Disrupted,' host Zach Abramowitz brings us a live conversation from the Legal Innovators California Conference in San Francisco. The discussion features Chris Fisher of Myriad Ventures and Jonathan Levy of Y Combinator, two prominent investors in the legal tech space. They delve into the shifts in legal tech investments from the pre-ChatGPT era to the post-ChatGPT world, the impact of AI on legal services, and the emerging talent in the field. The investors also share insights on their investment strategies, the importance of domain expertise, and their vision for the future of legal tech. In this episode: Investing in Legal Tech: Pre and Post ChatGPT The Talent Surge in Legal Tech AI's Impact on Legal Practices Future of AI in Legal: Opportunities and Challenges AI in Legal Apprenticeship AI as a Junior Associate Investment Strategies in Legal Tech Specialized Legal Tech Solutions VC Model and AI Startups Evaluating Legal Tech Startups Productizing Legal Services Learn More: Chris - https://www.myriadventures.com/profile/chris-fisher Jonathan - https://www.ycombinator.com/people Zach - https://www.legallydisrupted.com/ Follow Along: Chris - https://www.linkedin.com/in/chris-fisher-111a9025 Jonathan - https://www.linkedin.com/in/jon-levy-b98986b3 Zach - linkedin.com/in/zachabramowitz | 39m 23s | ||||||
| 8/9/25 | E25 - Are Lawyers Adopting AI? With David Wong and Raghu Ramanathan | E25 - Are Lawyers Adopting AI? With David Wong and Raghu Ramanathan In episode 25 of 'Legally Disrupted,' host Zach Abramowitz sits down with David Wong, Chief Product Officer at Thomson Reuters and Ragunath (Raghu) Ramanathan, President of Legal Professionals and Government at Thomson Reuters, to discuss the 2025 Future of Professionals Report. The conversation explores AI's increasing adoption and its impact on the legal industry. In this episode: Discussing the Future of Professionals Report AI Adoption and Productivity Insights Comparing In-House Legal Departments and Law Firms AI Strategy and Leadership in Law Firms Understanding the ROI in Law Firms Time Savings and Efficiency Gains Quality Improvements and Creative Benefits Adoption Strategies in Small vs. Large Firms Thomson Reuters' AI Strategy and Market Position Domain-Specific AI vs. General AI References: 2025 Future of Professionals Report - https://www.thomsonreuters.com/content/dam/ewp-m/documents/thomsonreuters/en/pdf/reports/future-of-professionals-report-2025.pdf Learn More: David - https://www.thomsonreuters.com/en/about-us/executive-team Raghu - https://www.trust.org/people/ragunath-ramanathan/ Zach - https://www.legallydisrupted.com/ Follow Along: David - https://ca.linkedin.com/in/dfwong Raghu - https://www.linkedin.com/in/raghunathr Zach - linkedin.com/in/zachabramowitz | 47m 39s | ||||||
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