EPISODE · Jul 23, 2026 · 59 MIN
Everything AI is a Walk In the Park
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Send us Fan MailTwo 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 agent pass rates, with ideas like swarms of bots and “digital twins.” Horace shares a picnic conversation with an AI-savvy 11-year-old raises fears about ASI alignment and societal refusal to use AI, echoed by reported Gen Z pilot sabotage. We debate learning “friction”, Berkeley Law’s restrictive AI guidance, a law-student study where AI users performed as well or better, risks to junior-lawyer training and judgment, extracting expertise into artifacts, and optimism driven by more sophisticated, practical AI discussions and a client-win story using AI for pricing strategy.00:00 Whirlwind Conference Tour02:04 Big Law Pricing Shift05:15 How Firms Start AI06:13 An 11 Year Olds AI Fears10:42 Legal Tech Marketing Arms Race13:38 Agentic AI Reality Check17:49 Digital Twins And Swarms21:55 Gen Z Learning And AI27:21 Training Junior Lawyers29:57 Friction Lost Skills30:14 Law Student AI Study31:48 Surprising Study Results33:21 Longitudinal Experiment Idea35:13 Old Guys Debate Progress38:51 Judgment Data Points41:49 Quantifying Legal Insights47:33 Law Conflicts Equity53:40 Ethics Faith Traditions56:21 Optimism Closing Toast
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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...
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Everything AI is a Walk In the Park
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