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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.
27 Episodes
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Send us Fan Mail Damien and Horace open season three of “Further Comments” with Lumio co-founders Ed Sohn (Chief Product Officer and general counsel) and Jae Um (Chief Growth Officer and head of knowledge). They discuss why legal AI sits on multiple, overlapping hype cycles and why market views diverge by buyer segment, work type, incentives, and user experience, creating fatigue and people “talking past each other.” Ed and Jae describe Lumio’s focus on using AI to scale scarce expertis...
Send us Fan Mail LegalWeek Wrap: GenAI Valuations, Agentic Workflows, Build vs Buy, and the Future of Legal Work Damien and Horace record an end-of-season-two LegalWeek conversation about how AI has shifted from flashy banners to an integrated reality, alongside soaring valuations for legal GenAI platforms Harvey ($11B) and Legora ($5.5B), which they contrast with the legal-content arms of Thomson Reuters, LexisNexis, and Wolters Kluwer. They discuss agentic workflows (including runaway agen...
Send us Fan Mail 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.leg...
Send us Fan Mail 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 Buildi...
Send us Fan Mail 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 delv...
Send us Fan Mail 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 solution...
Send us Fan Mail 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 transform...
Send us Fan Mail 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 ...
Send us Fan Mail 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 an...
Send us Fan Mail 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 o...
Send us Fan Mail Join hosts Damien and Horace in their deep dive into the current state and future of AI in the legal sector. They tackle three major topics: (1) the hype cycle of AI in tech, (2) the using autonomous agentsin legal practices, and (3) the feasibility of achieving Artificial General Intelligence (AGI). Whether you're a legal professional, tech enthusiast, or just curious about the intersection of AI and law, this episode is a good pulse check on the zeitgeist. ...
Send us Fan Mail In this episode of Further Comments, Horace and Damien is joined by Nick Abrahams from Norton Rose Fulbright. Nick shares his unconventional career journey, from working in a big law firm in Sydney, studying at USC Film School, to becoming a Hollywood studio executive and then a technology lawyer in Australia. The discussion explores what it takes to be a successful lawyer, the unique perspective gained from varied career paths, and the significance of purpose. They also delv...
Send us Fan Mail Join Damien Riehl and Horace as they kick off Season 2 with an in-depth discussion about the intersection of Big Tech and Big Law. They explore the recent news of Freshfields partnering with Google for generative AI, the potential of AI to disrupt legal services, and the impacts of large language models on the industry. They also delve into the future of law firms, the evolving role of legal tech companies, and the broader societal implications of AI-driven legal servic...
Send us Fan Mail In the finale episode of season 1, Damien Riehl and Horace Wu delve deep into the impact of large language models, agents, and the rapidly evolving landscape of legal tech. Recorded live from a New York City park, they discuss their experiences from Legalweek, the future of legal startups, the role of VCs, and how AI is transforming workflows. Explore themes like knowledge management, the integration of proprietary data, and the potential revolution in providing legal s...
Send us Fan Mail In this episode of 'Further Comments,' hosts Damien and Horace welcome Helder Santos from Bird and Bird to discuss the firm's decision to roll out the Gen AI platform, Legora. They explore the pilot process, decision-making factors, and the blend of technology with traditional law practices. Helder shares insights into the cooperation between startups and established legal entities, the challenges and successes in adopting AI, and the evolving marketplace. They also tou...
Send us Fan Mail In this episode of Further Comments, hosts Damien and Horace are joined by Ben Chiriboga from Nexl to discuss how to effectively sell to lawyers in the age of artificial intelligence. They explore the dynamics of the crowded legal tech market, the role of storytelling in sales, and how Nexl’s CRM solution addresses the unique needs of law firms. The conversation delves into the complexities of relationship intelligence, the importance of data, and the intersecting roles withi...
Send us Fan Mail In this episode of Further Comments, we are joined by the 'Duchess of Document Automation', Catherine Bamford. Catherine shares her journey and expertise in legal tech, particularly in document automation. We dive into the nuances of document automation, discussing the adoption cycles within law firms, the importance of continuous improvement, and the challenges and solutions brought by large language models (LLMs). Catherine, Damien, and Horace explore how LLMs can aug...
Send us Fan Mail DeepSeek has been all the rage among the tech community in January 2025. In this episode, Damien and Horace are joined by special guest Joe Rayment, CEO of Automatise, to explore the implications of DeepSeek. The discussion covers a range of topics including the geopolitical aspects, build vs buy considerations, licensing and terms of use, cost reduction, data privacy, vendor lock-in, and the skills gap for law firms and legal tech vendors. The conversation delves into ...
Send us Fan Mail Join Horace and Damien as they return from a break to a deep dive discussion with Adrian Parlow, founder and CEO of Point One, on the significance and future of timekeeping in law firms. They explore the persistence of the billable hour, the potential shift towards flat fees, and the role of AI in automating time entries. The conversation delves into how accurate time data can transform law firm efficiency, pricing, and the overall practice, with a spotlight on standardizatio...
Send us Fan Mail In this episode of Further Comments, we welcome legal tech expert Stephanie Wilkins to discuss the highlights and transformative trends in legal technology from 2024. We reflect on the TLTF conference in Miami, explore the adoption of AI in the legal industry, and contemplate the evolving market dynamics, including the rise of the mid-market law firms. The discussion also covers the future predictions for 2025, user experiences, and the impact of generative AI on legal practi...
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