Behind the Investment

From legal work to legal operating intelligence: How Filevine is using AI to empower elite law firms, global enterprises, and government agencies

Rebecca Liu-Doyle, Jessie Sheff, Seamus Brown | November 04, 2025| 2 min. read

In a world where new generative AI applications are emerging almost daily, non-technical professionals are struggling to keep pace. From lawyers to insurance adjusters, scientists to corporate teams, everyone knows that AI has the potential to make them faster, sharper, and more effective—but few know where to start or which solutions to trust.

When generative AI reached an inflection point in 2023, Insight identified the legal industry as a vertical primed for disruption. The potential impact was clear: parsing millions of documents in seconds, drafting contracts and demand letters automatically, researching precedent cases in minutes rather than days. These capabilities could fundamentally transform how lawyers spend their time. After canvassing the market and meeting several new entrants, we became convinced that the sector was on the cusp of change. The question became: where should we place our bet?

We chose Filevine.

For nearly a decade, Filevine has been the system of record for thousands of law firms. It is where attorneys, in-house counsels, and government officials spend hours on end, managing clients, cases, documents, and billing. We had tracked the company for years, built a relationship with the team, and consistently heard from customers about Filevine’s flexibility and reliability. With first-rate case management functionality, deep customizability across practice areas, and strong customer advocacy, Filevine had already established itself as a category leader.

The opportunity we saw was to layer next-generation AI workflows on top of this mission-critical foundation—turning a trusted platform into the “legal operating intelligence system” of the future. And we saw a leadership team that was committed to re-invention in this rapidly evolving generative AI environment.

While most companies chase efficiency through disconnected tools, Filevine has always understood that the real challenge isn’t just doing legal work faster, it’s connecting everything that makes that work possible. The Legal Operating Intelligence System (LOIS) was born from that insight. It brings together the people, data, and decisions that define a law firm into one living system of intelligence — a single pane of glass through which every legal professional can see, understand, and act on their work. Filevine isn’t trying to replace lawyers with AI—Filevine seeks to help them operate at their highest potential by giving them context and clarity. That’s what makes Filevine different, and why we believe it’s building the future of legal work.

When we initially partnered with Filevine in its Series E, the company had just begun rolling out new AI tools like DemandsAI, which could parse through medical record and police reports to draft a demand letter for personal injury lawyers. For an industry often slow to adopt technology, the early uptake we saw with these new tools was a powerful signal that lawyers not only wanted to experiment with AI, but were already realizing material time savings—turning tasks that once took weeks into hours.

At the same time, Filevine had expanded well beyond its personal injury roots, servicing SMB through enterprise firms, across both contingency and non-contingency practices, as well as expanding to serve both corporate counsels and government.

Most recently, we doubled down—co-leading Filevine’s Series F as a sign of our continued confidence in the company and its mission. Over the past decade, Filevine has evolved from a niche personal injury solution to a comprehensive legal OS with AI at its core. It is still led by its visionary founder, Ryan Anderson, who brings deep market experience as a practicing lawyer, and has guided the company with discipline, humility, and hunger through constant evolution.

At Insight, we see Filevine not just as a legal technology company, but as a category-defining platform shaping how the next generation of legal professionals will work. We believe we are still in the early innings of this transformation, in an industry that is large and historically under-innovated. Filevine is well-positioned to consolidate workflows into a single, trusted platform, giving lawyers everything they need in one place—from case management to agentic AI.