
From Lab to Patient, Garage to Market
Scaling Legal Services with AI: A Conversation with ThoughtRiver's Jennifer Hill
What happens when a corporate attorney with over 20 years of experience decides to lead the charge on AI-powered legal innovation? In this episode, Phil Crowley sits down with Jennifer Hill, CEO of ThoughtRiver — an AI contract review company serving law firms and in-house legal teams. Jennifer brings a rare combination of legal expertise, startup leadership, and deep technology experience, having worked at top firms including Dentons and Gunderson, served as COO and General Counsel of a health tech company through exit, and now leading one of the most forward-thinking legal tech companies in the industry. Jennifer and Phil cover a wide range of topics including how AI is transforming contract review and legal services, why adoption of AI tools is no longer optional for attorneys, what it really takes to build and lead high-performing teams — especially in remote environments — and how grit, resilience, and openness to unexpected ideas are what separate successful entrepreneurs from those who don't make it. She also shares two powerful pieces of advice for technology entrepreneurs: everything takes longer than you expect, and never underestimate the power of the people on your team. Learn more about ThoughtRiver at thoughtriver.com or follow Jennifer Hill on LinkedIn. Get Phil's book Avoid Startup Failure! on Amazon: https://amzn.to/3UPE1gW





