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 services. Whether you’re from a law firm, in-house counsel, or a legal tech vendor, this episode offers key insights into navigating the future of the legal industry.

00:00 Introduction and Welcome
00:10 Reflections on Legal Week
00:31 Marketing Highlights and Critiques
01:17 The Role of Large Language Models
01:53 VC Expectations and Industry Challenges
03:01 Differentiation in Legal Tech
04:24 Importance of Proprietary Data
06:39 Capturing Expert Knowledge
08:13 The Future of Legal Workflows
17:48 In-House Counsel and Knowledge Management
20:43 The Buzz Around Agents and Workflows
23:49 Pivoting to Jane on Day 30
24:27 The Role of AI in Legal Tech
25:42 Public vs. Private Data in Legal Tech
26:46 The Value of Legal Tech Products
28:13 Buyer Behavior in the Legal Tech Market
31:04 The Competitive Landscape of Legal Services
32:57 Core, Cream, and Commodity Legal Work
35:31 Future Actions for Legal Tech Players
38:14 Optimism and Pessimism in AI Development
42:35 Legal Information vs. Legal Advice
44:41 Conclusion

Everything We Didn't Learn at Legalweek 2025