E56 - AI-Pilled, Not AI-First: Arlo Devlin-Brown, Founding Principal, TDB Law

What happens when a veteran litigator starts treating AI less like a chatbot and more like an operating system for his cases? In this episode, Zach speaks with Arlo Devlin-Brown, founder of TDB Law, about how AI is changing the way he actually practices law. They discuss why AI may be particularly powerful for litigators, how Arlo has built an AI-powered system that continuously tracks his cases, and why the technology is more useful for exploring arguments and strategy than simply generating finished work. The conversation also explores the future of junior lawyers, why big law’s leverage model may be under pressure, and why Arlo rejects the idea that firms should sell themselves as “AI-native” rather than simply being excellent lawyers who use AI well.

In this episode:

• Why AI may be more transformative for litigation than transactional law

• How Arlo uses AI as an operating system and shared memory for his cases

• Why AI can make junior lawyers more valuable, not obsolete

• How AI could fundamentally reshape the Big Law leverage model

• Why “AI-native” law firms may be missing the point

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