
The Library of Minds From Lawyer to $3B+ Founder: The Ironclad Story with Jason Boehmig
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Dec 9, 2025 Jason Boehmig, the founder and former CEO of Ironclad, shares his remarkable journey from lawyer to $3B entrepreneur. He reveals how a simple email hack evolved into a powerful contract lifecycle management platform used by major companies. Jason emphasizes the importance of customer empathy, taste in product development, and the pivotal moments that defined Ironclad's growth. He also discusses hiring strategies, the significance of trust in branding, and the importance of saying no to cultivate focus in a startup.
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Humble First Product Was Manual Email Service
- Jason built the first Ironclad as an email alias that he personally manned, replying as 'Ironclad' and filling templates by hand.
- He once had to get off Caltrain to respond quickly, illustrating how manually intensive the earliest product was.
A Single Email Changed Company Trajectory
- A one-line email asking "are you a CLM?" pushed Ironclad to build a database and demo to a public company that became its early enterprise customer.
- That demo convinced the buyer because Ironclad had superior contract workflows despite a basic repository.
Workflows + Repository Is Multiplicative
- Bundling contract workflows with a repository made the whole offering far more valuable than a standalone database.
- Over time Ironclad shifted the CLM market so workflows became a required feature to win deals.




