Épisodes

  • A Moat Big Enough For A Boat
    Feb 10 2026

    In this episode of Further Comments, we discuss the latest developments in legal tech, AI, and the challenges and opportunities they present. From the impact of Claude's new legal plugin and the concept of vibe coding, to the evolving roles of lawyers and coders. We also explore the implications for access to justice and the need for reliable and useful AI tools in legal practice.

    We also promised the listeners the link to Anna Guo's studies. Here it is!
    https://www.legalbenchmarks.ai/home

    00:00 Current Events
    01:06 Rule of Law
    02:43 Claude
    04:16 Moat and Competitive Edge
    06:33 Workflows
    14:02 Accuracy
    22:16 Market Impact and Future of Legal Tech
    24:52 Customer Needs vs. Wants
    25:54 Innovative Legal Tools: From Queries to AI Agents
    27:47 The Innovator's Dilemma in Legal Tech
    30:42 Vibe Coding: Revolutionizing Legal Tech
    35:27 The Future of Coding and Legal Practice
    42:09 The Role of Managers in the Age of AI

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    47 min
  • The Fast and the Curious
    Dec 27 2025

    After a two month unplanned hiatus, in this episode, Damien and Horace wrap up 2025 discussing the latest trends in legal tech and AI.

    From encoding morality to vibe coding by legal professionals, we cover recent developments that we should be watching. Along the way, we tackle the transformation in law firms towards AI adoption and debate the future of legal services in the context of accessible and open data.

    00:00 AI and Human Values at the Vatican
    01:32 Building a Moral Knowledge Graph
    03:02 Recent Developments in Legal Tech
    05:22 Joining Clio and Industry Insights
    06:51 AI Strategy and Law Firm Transformation
    20:42 Trust, Intuition, and Integrity in Legal Practice
    27:41 The Ethical Dilemma of Paywalls
    34:08 The Future of Open Source and Open Access
    41:29 The Philosophical Debate on Open Source and AI

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    50 min
  • To Burst, Or Not To Burst (ft Ken Crutchfield)
    Nov 3 2025

    In this episode of 'Further Comments', hosts Damien Riehl and Horace Wu chat with legal tech industry veteran Ken Crutchfield about navigating the future. The discussion revolves around the potential 'bubble' in legal technology and the impact of generative AI on the legal industry. The trio explores whether current trends mirror previous economic bubbles, the nuances of legal tech adoption amidst such uncertainties, and the future of AI in reshaping legal services. They delve into topics ranging from the trust factor in legal services to the implications of AI on legal practices, providing insights for both tech enthusiasts and legal professionals.

    Tune in for a thought-provoking conversation on navigating the evolving landscape of legal tech.

    00:00 Introducing Ken Crutchfield
    00:51 Discussion on Market Bubble
    01:27 Historical Parallels and AI Growth
    03:18 Legal Tech and AI Integration
    05:20 Economic Bubbles and Legal Tech Market
    08:12 Big Tech's Role in Legal Tech
    15:16 Geopolitical and the Macro Backdrop
    24:29 The Importance of Data and Relationships in AI
    27:31 Trust, Integrity, and Intuition
    31:16 Economic Indicators and Legal Tech Adaptation
    34:57 Productization and Incentive-Aligned Fees in Law Firms
    40:48 Adoption and Transformation Tips

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    46 min
  • Sharp Turns at Full Speed (ft Ted Theodoropoulos)
    Sep 29 2025

    Join hosts Damien Riehl and Horace Wu on this episode of Further Comments as they welcome special guest Ted Theodoropoulos to discuss the recently concluded ILTACON 2025.

    The trio delve into a variety of thought-provoking topics including the growing influence of large language models and AI on the legal industry, the prospect of non-lawyer ownership in law firms through alternative business structures (ABS), and the importance of interoperability in legal tech solutions. They also explore the potential future scenarios for law firms, including challenges and opportunities presented by technological advancements. Whether you're a skeptic or an enthusiast about the AI hype, this is an episode filled with insights and reflections you won't want to miss.

    00:00 ILTACON Reflections and AI Hype

    03:39 Venture Capital and AI in Law

    07:25 Interoperability and Legal Standards

    10:48 Data Management in Law Firms

    14:06 Innovation and the Role of Lawyers

    22:41 Empathy and User Experience

    24:12 Challenges in AI Adoption

    27:57 The Importance of Problem-Solving in Solutions

    28:54 The Flawed Partnership Model in Law Firms

    30:39 The Rise of Alternative Business Structures (ABS)

    35:01 The Role of AI in Modern Law Firms

    36:22 Challenges in Adopting New Technologies

    39:50 The Future of Law Firms and AI Integration

    49:30 Optimism for the Future of Legal Services


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    54 min
  • Gunderson: Lessons from the Edge of Tomorrow (ft Joe Green and Stephanie Goutos)
    Aug 27 2025

    In this episode of Further Comments, Damien and Horace are joined by Joe Green and Stephanie Goutos from Gunderson to discuss the integration of AI and technology in legal practice. The conversation covers Gunderson's innovative approaches, the adoption of tools like ChatGPT and Perplexity, and the challenges and opportunities in modernizing legal workflows. From humorous anecdotes to insights on future tech, this episode provides a comprehensive look into how AI is transforming the legal industry.

    00:00 Introduction and Guest Introduction

    02:28 AI and Technology in Law Firms

    04:49 The Impact of ChatGPT

    08:52 Developing Internal AI Tools

    15:46 Client Inspiration and Innovative Tools

    19:43 First Impressions of the Agentic Browser

    20:22 Legal Applications of Agentic Tools

    21:19 Evolution of Legal Tech and Tool Building

    22:27 Introducing ChatGD Plus

    23:41 Challenges and Integration in Legal Tech

    25:06 The Role of AI in Legal Practice

    26:39 Future of Agentic Tools and Legal Tech

    31:50 Balancing Risks and Embracing AI

    32:22 Advice for Law Firms on AI Adoption

    41:28 Optimism for the Future of Legal Tech

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    44 min
  • A Brief History of Everything DMS (ft Mark Denner)
    Aug 9 2025

    Take a deep dive into the evolution of document management systems in law firms with hosts Damien Riehl and Horace Wu. Featuring expert insights from Mark Denner of Fireman & Co., this episode explores the history, current landscape, and future of DMS. Learn why systems like iManage and NetDocuments dominate the market, how AI could be poised to revolutionize DMS, and the unique challenges and innovations in the legal industry. Don't miss this comprehensive look into the essential tools that law firms use to manage their vast data securely and efficiently.

    00:00 Recent Travels
    01:08 The Gen AI Landscape in Law Firms
    01:42 Introducing Mark Denner: Document Management Systems Expert
    02:32 The Evolution of Document Management Systems
    05:43 Challenges and Solutions in DMS Adoption
    13:06 The Rise of Cloud-Based DMS
    21:07 The Future of DMS and AI Integration
    36:55 Closing Thoughts

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    38 min
  • Mind in the Mirror (ft Dr Megan Ma)
    Jun 22 2025

    In this riveting episode of 'Further Comments', hosts Damien Riehl and Horace Wu welcome Dr. Megan Ma from Stanford to delve into the intersection of AI and legal practice. They discuss Megan's work on multi-agent simulations for training young attorneys, the significance of personas in AI models, and the future of AI in legal professions.

    This episode offers a wealth of knowledge on how cutting-edge AI research is reshaping the legal field.

    00:00 Introduction and Welcome
    00:41 Guest Introduction: Dr. Megan Ma
    01:31 Personal News and AI Analogies
    05:09 Research on Multi-Agent Simulations
    09:02 Training and Customization of AI Agents
    16:34 Risk Mitigation and Future Directions
    22:55 Challenges and Collaborations in AI Research
    25:52 Introduction to Generative Agents
    26:15 Simulating Human Behavior in AI
    27:18 Applying AI in Legal Domain
    29:10 Innovative Legal Tools
    31:53 Personality and Subjectivity in Law
    34:15 Evaluating AI and Human Collaboration
    37:03 Future of AI in Legal Practice
    43:33 Challenges and Opportunities in AI Training
    44:27 AI as Companions and Counselors
    49:34 Conclusion and Final Thoughts

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    50 min
  • Legal Knowledge and the Magic Easy Button
    Jun 4 2025

    In this episode of Further Comments, hosts Damien and Horace dive into the state of knowledge management (KM) in the legal industry, discussing why traditional KM practices fall short and how artificial intelligence (AI) can revolutionize the field. Horace shares insights from interviews with KM leaders and discusses the implications of AI innovations like large language models on the future of legal practice. The episode covers the challenges of data organization, the role of AI in legal support, and the importance of capturing data exhaust. They also explore the concept of 'good enough' AI tools and the potential for open-source solutions to democratize access to sophisticated legal technologies. Tune in for a deep exploration of KM and AI's transformative potential, set against the backdrop of an industry ripe for innovation.

    00:00 Introduction and Greetings
    00:32 Upcoming Seminar Announcement
    01:25 Why Your KM Sucks
    01:45 Interviews with KM Leaders
    02:07 AI and Knowledge Management
    02:37 Misconceptions About AI in Legal Tech
    03:49 The Role of AI in Legal Work
    05:38 The Future of Legal Contracts and AI
    13:53 Binding Bot Arbitration and Access to Justice
    15:39 AI's Impact on Legal Support Staff
    19:19 KM Teams and AI Integration
    21:24 The Goal of Knowledge Management
    21:55 Taxonomically Tagging 'It Depends'
    22:10 SALI and FOLIO's Collection Efforts
    22:55 Top-Down and Bottom-Up Ontologies
    24:03 Creating an Expert System
    24:47 Challenges in Knowledge Management
    25:36 The Role of Large Language Models
    28:46 Data Exhaust and Its Value
    33:38 The Future of Context Windows
    34:55 The Importance of Tagging and Quality Control
    40:06 Optimism in Open Source
    42:16 Upcoming Guests and Closing Remarks

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    43 min