Further Comments
Further Comments

Everything AI is a Walk In the Park

23 July 2026 59:48 Damien Riehl & Horace Wu

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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 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 Tour
02:04 Big Law Pricing Shift
05:15 How Firms Start AI
06:13 An 11 Year Olds AI Fears
10:42 Legal Tech Marketing Arms Race
13:38 Agentic AI Reality Check
17:49 Digital Twins And Swarms
21:55 Gen Z Learning And AI
27:21 Training Junior Lawyers
29:57 Friction Lost Skills
30:14 Law Student AI Study
31:48 Surprising Study Results
33:21 Longitudinal Experiment Idea
35:13 Old Guys Debate Progress
38:51 Judgment Data Points
41:49 Quantifying Legal Insights
47:33 Law Conflicts Equity
53:40 Ethics Faith Traditions
56:21 Optimism Closing Toast

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