Winston Weinberg

Winston Weinberg is an American lawyer and entrepreneur. He is the co‑founder and chief executive officer of Harvey, a company that develops artificial intelligence tools for legal workflows.^[1][2][3][4]

Weinberg earned a Bachelor of Arts from Kenyon College. He subsequently received a Juris Doctor from the University of Southern California Gould School of Law.^[5][6]

After completing his law degree, Weinberg worked as an associate at the law firm O’Melveny & Myers, where he practiced in securities and antitrust litigation. He left the firm after approximately one year.^[7][8]

In the summer of 2022, Weinberg co-founded Harvey with Gabriel Pereyra, a former research scientist at DeepMind. Weinberg and Pereyra observed that GPT 3 was already capable of handling legal style tasks and could be adapted for structured prompting. To test this, they collected 100 publicly posted legal questions, processed them through the model, and then asked a practicing attorney to review the outputs for accuracy and determine whether the answers could be shared with clients without any revisions. The attorney confirmed that the model produced correct and client ready responses for about 87 of the questions. They later sent these results in a cold email to OpenAI’s general counsel, and launched Harvey shortly, with OpenAI among the first investors.

Weinberg serves as CEO. Under his leadership, Harvey has built AI systems tailored to legal workflows, such as legal research, contract analysis, and document drafting.^[9][10]

Harvey has undergone several funding rounds. In February 2025, the company raised US$300 million in a Series D round led by Sequoia, which valued Harvey at US$3 billion.^[11]Later, in June 2025, Harvey raised another US$300 million in a Series E led by Kleiner Perkins and Coatue, bringing the company’s valuation to US$5 billion. ^[3]

In October 2025, Winston and Pereyra reportedly raised US$150 million in a round led by Andreessen Horowitz, which raised the company’s valuation to US$8 billion, according to Bloomberg.^[12][4]

In 2025, Weinberg publicly addressed a viral Reddit post alleging low adoption of Harvey's tools, releasing internal metrics that reported 98% gross revenue retention and 77% seat utilization. The discussion drew broad attention across the legaltech industry, underscoring Harvey's position as a major player in the rapidly expanding market.^[6]

Weinberg has emphasized that Harvey’s value proposition lies in combining advanced language models with domain-specific legal expertise.^[13] The company does not rely solely on general-purpose models, its product design is informed by legal professionals who help shape workflows and provide feedback to engineering teams.^[14]

Under Weinberg, Harvey has also pursued global expansion and enterprise deployments. According to media reports, the company had hundreds of clients across dozens of countries, including a majority of top U.S. law firms at certain points.^[15]

Weinberg was named to the Forbes “30 Under 30” list in the Enterprise Technology category in 2024.^[2]