Further Comments

Send us Fan Mail Damien Riehl and Horace Wu welcome Ian Nelson, co-founder of Hotshot, to discuss how AI is reshaping legal training. They explore how powerful generative AI is reducing reliance on junior associates, creating downstream talent pipeline risks and making rapid upskilling an economic imperative. Ian argues for hands-on, simulated, real-work exercises and “scaffolding” that firms can run themselves, paired with short, distilled on-demand learning for foundational knowledge ...

Send us Fan Mail Damien Riehl and Horace Wu catch up across time zones ahead of ILTACON, discussing legal tech announcements and market consolidation, including Elevate’s acquisition of Lupl and partnerships linking Harvey and Legora with DeepJudge. We explore ecosystem tension among document custodians (iManage/NetDocuments), search, and AI interfaces, and debate whether tools are “features” or enduring companies. We dig into DeepJudge’s Agent Handoff Protocol as a response to MCP limitation...

Send us Fan Mail Two legal tech dudes meet outside and discuss rapid travel, conference buzz, and what we are hearing from law firms about AI. Damien describes an Am Law 50 executive board preparing for agentic AI and considering a shift from billable hours to flat fees, while noting internal incentive and compensation conflicts. We cover AI-native legal startups, how to begin adoption by mapping workflows, and concerns about attention scarcity, token spend, and low end-to-end age...

Send us Fan Mail Horace and Damien record an unedited and unfiltered episode, opening with Horace’s stressful overnight apartment move in New York while planning a two-month summer trip to Australia. We discuss legal tech execution versus announcements, discussing a link about Kirkland & Ellis’s reported $500 million AI commitment and whether it reflects real technology spend or largely lawyer hours, while noting firms and Fortune 100 legal departments are building internal AI team...

Send us Fan Mail Damien Riehl and Horace Wu record a market catch-up episode covering AI hype and positioning in legal tech. They discuss in-house self-serve AI tools for business users and whether they implicate unauthorized practice of law. They examine what remains uniquely human for lawyers — trust, intuition, integrity — arguing each may erode as AI improves, while also giving examples of human lawyers’ counseling value in Damien’s real boundary dispute. They address AI adoption barriers...