How Multiple Pivots positioned Checkbox as the 'Legal Front Door' for Corporations

​He didn't have a technical co-founder, venture backing, or a clear category to point to. He had conviction and a problem worth solving.

​Evan Wong co-founded Checkbox nearly a decade ago with a simple goal: help non-technical teams automate complex workflows. What followed was years of iteration, near-pivots, and market timing that felt more like survival than strategy — until it didn't.

​Today, Checkbox is the AI-powered Legal Front Door for global corporations. SAP, Hitachi, and Elastic use it. Gartner named it in their 2025 Hype Cycle. And Evan just led a $23M Series A.

​If you've ever wondered what it looks like to build through uncertainty, stay the course long enough to catch a market wave, and position a product for enterprise traction — Evan's story answers those questions with specificity, not inspiration.

​Join us live on April 13. Bring your questions. This is a direct conversation with someone who's done it.

​Featuring Evan Wong, Co-Founder and CEO of Checkbox, Forbes 30 Under 30 and LegalTech CEO of the Year. If this resonates with you, join us.