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Further Comments

Further Comments

By: Damien Riehl & Horace Wu
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Join legal technology experts Damien Riehl and Horace Wu as they explore the intersection of law and technology. In each episode, they discuss the latest trends, tools, and innovations shaping the future of legal practice, from litigation tech to transactional solutions.

© 2025 Further Comments
Economics
Episodes
  • 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 mins
  • 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 mins
  • 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 mins
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