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Surprised to see a cargo ship making its debut at DefenseCon? Trust us. The Ironclad Series doesn't just haul; it shows up with its fists up, ready for a fight. Introducing Drake Ironclad and Ironclad Assault:

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How a lawyer hacking together email scripts built a $3B+ category-defining company. Jason Boehmig (Jason Boehmig), founder of Ironclad, the contract lifecycle platform used by L’Oréal, Mastercard, Heineken, and hundreds more - never planned to be a founder. He was an associate at Fenwick writing automation hacks for himself… until curiosity pulled him into building a new category. In this week’s episode of The Library of Minds, we unpack the real story behind Ironclad’s rise: • How a hacked-together “[email protected]” email bot became v0 • The cold inbound that changed the company’s trajectory • The early taste & hiring philosophy that shaped the culture • How to build trust when your customers can’t afford software that breaks • The poem he reads to the team every year (and why) Jason’s lesson: Taste + trust + relentless customer empathy beats everything else - especially in markets people think are “boring. 1:30 - From Fenwick lawyer to AI tinkerer → founding Ironclad 03:02 - Stepping down as CEO after 10 years 05:37 - The workflow → CLM category expansion story 08:49 - The one-line email that changed Ironclad forever 09:56 - Coding a database on a Caltrain before a customer demo 12:13 - Why category language matters for GTM 16:00 - Trust, speed, and why Ironclad hired a “professional breaker” 19:20 - Jason’s #1 interview red flag 23:26 - Poetry, Maya Angelou, and the philosophy behind Ironclad 25:52 - What makes a company enduring 31:27 - Hardest “no”: churning hundreds of YC customers

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