#206 - How lawyers are using AI in 2026

<p>By the end of this episode, you'll understand how lawyers are actually AI maxxing in 2026, and how you can, too.</p><p>Timestamps:</p><p>0:00 Intro</p><p>1:58 Why it's the best time to be a lawyer</p><p>3:03 Hallucinations and cognitive surrender </p><p>5:33 Quality over efficiency</p><p>8:13 Why AI upends legal work</p><p>15:20 60% of contracts filed to EDGAR have mistakes</p><p>20:04 How LLMs actually work</p><p>25:59 Zero data retention, explained</p><p>29:16 The privacy risk beyond training</p><p>39:16 How to prompt </p><p>47:03 Michael Showalter's AI-native litigation stack</p><p>55:27 Spellbook's Compare to Market Feature</p><p>1:03:10 Building a regulatory agent</p><p>1:09:50 The judgment crisis for junior lawyers</p><p>1:12:15 Cooley's AI training method</p><p>You'll hear from 10 people at the cutting edge of legal AI:</p><ul><li>Zack Shapiro, Founder and Managing Partner at Rains LLP</li><li>Molly Abraham, General Counsel at Coinbase</li><li>Sujit Raman, Chief Legal Officer at TRM Labs</li><li>Michael Showalter, Founder of Showalter PLLC</li><li>Erich Dylus, attorney, programmer and creator of CamoText</li><li>Aaron Kelly, General Counsel and open source AI expert</li><li>David Wang, Chief Innovation Officer at Cooley</li><li>Scott Stevenson, CEO of Spellbook</li><li>Justin McCallon, CEO of StrongSuit</li><li>Samson Enzer, Partner at Cahill Gordon &amp; Reindel</li></ul><p><br /></p><p>This episode is presented by Altitude, visit <a href="https://altitude.xyz/law" target="_blank" rel="ugc noopener noreferrer">altitude.xyz/law</a> to learn more about their financial operating system.</p><p>Newsletter: Stay updated on emerging tech law for free at <a href="https://www.lawofcode.fm/" target="_blank" rel="ugc noopener noreferrer">lawofcode.fm</a>.</p><p>Any feedback on this episode? Or how to improve the podcast? Click here: https://docs.google.com/forms/d/1QAcE1sQAKZIkma20DbyB5frgKdiK8UB6Fkb6CwaVP1I/edit </p><p>Sponsors: Thank you to the Hyperliquid Policy Center and Solana Policy Institute for supporting this podcast.</p><p>To get in touch with the Cahill team about how any issues discussed in this episode apply to your situation, email mtomsky@cahill.com. </p><p><em>Disclaimer: This podcast is for informational and educational purposes only and does not constitute legal or investment advice. Views expressed by guests are their own and do not necessarily reflect those of their employers. Listening to this podcast does not create an attorney-client relationship.</em></p>