AI in Practice

How to Run a Law Firm Like a Tech Startup with Kyle Westaway


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Kyle Westaway has run his firm for 17 years without ever tracking a billable hour. In this conversation, he breaks down why he believes 75% of a lawyer's value has nothing to do with documentsโ€”and why that makes AI a tailwind, not a threat, for firms built around outcomes instead of time. He also shares how he prices work without defaulting to hourly estimates, why clarity with clients takes courage, and what it means to design a law firm from first principles.

๐Ÿ“Œ ๐—ง๐—ต๐—ฒ ๐—ฅ๐—ฒ๐—ฑ๐—น๐—ถ๐—ป๐—ฒ ๐—ก๐—ฒ๐˜„๐˜€๐—น๐—ฒ๐˜๐˜๐—ฒ๐—ฟ:

Get the latest news, trends, and tactics in legal AIโ€”straight to your inbox. โžž join free: https://www.spellbook.legal/newsletter

๐Ÿ’Ž ๐—ฆ๐—ฝ๐—ฒ๐—น๐—น๐—ฏ๐—ผ๐—ผ๐—ธ:

Draft and review contracts 10x faster โžž try it free: https://www.spellbook.legal

https://ca.linkedin.com/company/spellbookaiย https://www.linkedin.com/in/mikewhelanjrย https://ca.linkedin.com/in/scottas

๐—ง๐—ถ๐—บ๐—ฒ๐˜€๐˜๐—ฎ๐—บ๐—ฝ๐˜€:

0:00 - Introduction 1:14 - Meet Kyle Westaway 2:30 - Starting a firm fresh out of law school 4:00 - Designing a firm for startups from first principles 5:00 - What do lawyers actually sell? 7:00 - Why the billable hour persists 10:45 - Flat fees only: How Kyle prices work 13:00 - Why clarity with clients takes courage 15:00 - Why they've never tracked a single hour 17:00 - The "market for lemons" problem in legal 19:30 - Why AI helps flat-fee firms (and hurts hourly ones) 22:00 - Purpose and the future of law practice 23:30 - Connect with Kyle

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AI in PracticeBy Mike Whelan