From Roommates to Billionaires: Harvey's Founders Gabriel Pereyra and Winston Weinberg on Building AI Infrastructure for Law

Gabriel Pereyra and Winston Weinberg started legal AI company Harvey in 2022 as roommates in a San Francisco apartment. Pereyra had been working on AI research at Meta and Google, while Weinberg was a first-year litigation associate at O'Melveny & Myers. Today, they still share that same apartment, but their company has grown into a global enterprise serving more than 1,000 law firms and corporate legal departments and valued at a whopping $8 billion. In this episode of LawNext, Pereyra and Weinberg take us back to Harvey's earliest days, when they were sending thousands of LinkedIn messages trying to get anyone to look at their product. They share the pivotal moment when early access to GPT-4 transformed what they could build, the breakthrough that came when Allen & Overy became their first major client, and how they have evolved from building an AI assistant for individual lawyers to constructing what they call "essential infrastructure" for legal work. With host Bob Ambrogi, they discuss Harvey's vision for becoming an AI operating system that integrates across the entire legal tech ecosystem, their focus on memory and agentic AI that can handle complex multi-step workflows, and the massive infrastructure challenges of deploying AI at scale across global law firms while maintaining ethical walls and data security. Pereyra and Weinberg also reflect candidly on how two founders with no management experience have learned to scale a company now employing hundreds of people — more than 20 percent of whom are lawyers — and what it is like to go from struggling startup to being featured in The New York Times as AI billionaires while still sleeping on a mattress on the floor. Thank You To Our Sponsors This episode of LawNext is generously made possible by our sponsors. We appreciate their support and hope you will check them out. Paradigm , home to the practice management platforms PracticePanther , Bill4Time , MerusCase and LollyLaw ; the e-payments platform Headnote ; and the legal accounting software TrustBooks . Briefpoint , eliminating routine discovery response and request drafting tasks so you can focus on drafting what matters (or just make it home for dinner). Eve , taking care of the tasks that slow you down so you can operate at your highest potential If you enjoy listening to LawNext, please leave us a review wherever you listen to podcasts.

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From Roommates to Billionaires: Harvey's Founders Gabriel Pereyra and Winston Weinberg on Building AI Infrastructure for Law is an episode from LawNext by Ben Ambrogi.

This episode is 55:01 long.

This episode was published on Jan 20, 2026.

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