#108 From Japanese Robots to Three Legal Tech Exits

Steven Harber's path to legal tech started in an unexpected place: selling Japanese robots to automotive factories in 1985. Fresh out of Bucknell with an East Asian studies degree and zero job prospects, he stumbled into a role that taught him the power of eliminating waste from processes. That lesson from Toyota's manufacturing philosophy would later become the foundation for three successful legal technology companies. In this episode of Lawyers Who Learn, host David Schnurman explores Harber's journey from New York Law School graduate to serial legal tech entrepreneur. After practicing law for barely a year, Harber raised his hand when his small firm needed someone with sales experience to commercialize their early document scanning technology. That decision launched a 30-year career, though not without self-doubt about whether he was pivoting because he wasn't good enough at law. Harber's philosophy challenges the Silicon Valley playbook. He calls himself a conservative entrepreneur who built profitable services businesses solving real problems rather than chasing unicorn status. But the journey was far from smooth.Navigating through the Lehman bankruptcy and dealing with challenging owners made for some very long days Today, as Executive Chairman of Cimplifi, Harber is pushing the industry toward fixed-fee AI review. His core belief, drawn from The Old Man and the Sea: you don't have to go out too far to succeed.