Winston Weinberg
About Winston Weinberg
Winston Weinberg is the CEO and co-founder of Harvey, a legal AI company founded in 2022. Before Harvey he was an associate at O'Melveny & Myers LLP, where he worked on securities and antitrust litigation. He holds a BA from Kenyon College and a JD from the USC Gould School of Law.
He started Harvey with Gabe Pereyra, a former DeepMind research scientist who is the company's president. Their early outreach to OpenAI led to the OpenAI Startup Fund becoming Harvey's first institutional investor. Harvey is based in San Francisco, and Crunchbase lists Weinberg as its Co-Founder and CEO since August 2022.
Weinberg is listed as an active individual angel investor on PitchBook, which records three investments: NavigateAI (May 2026), Prime Intellect (July 2026) and Grubel (September 2026). Crunchbase lists two personal investments, NavigateAI and Prime Intellect. Both profiles show his angel activity starting in 2026, and no earlier angel deals were found in public sources.
NavigateAI announced a $25M seed round on 2026-05-26, led by Elad Gil with Khosla Ventures, Lennar, Tishman Speyer and Helix Electric. Weinberg is named among the participating angels. The company is led by Opendoor co-founder Eric Wu and builds an AI copilot for field workers in construction and the trades.
Grubel, a Munich-based AI research lab focused on complex legal work, raised a €3M pre-seed round led by Point Nine in September 2026. Weinberg took part alongside other angels, including Harvey co-founder Gabe Pereyra, Jeff Dean, Chris Ré and Ion Stoica.
Crunchbase also lists a Series A investment in Prime Intellect. The round size, his check and the exact date are not public in the sources found.
The public record is small, so any pattern is tentative. Two of his three listed investments are early-stage AI companies (NavigateAI at seed, Grubel at pre-seed), and one is a Series A. The sectors are legal AI, AI for physical-world work and software development. Geographies include the US and Germany. Weinberg has not published a check size or an investment thesis that we could find.
- NavigateAI: AI copilot for construction and trades workers, founded by Opendoor co-founder Eric Wu. Participated in the $25M seed round announced May 2026.
- Grubel: Munich-based AI research lab for complex legal work. Participated in the €3M pre-seed round led by Point Nine, September 2026.
- Prime Intellect: Listed on Crunchbase as a Series A investment and on PitchBook as a July 2026 deal. Round details are not public.
- harvey.ai/blog/author/winston-weinberg
- crunchbase.com/person/winston-weinberg
- pitchbook.com/profiles/investor/1405184-77
- nasdaq.com/press-release/navigateai-launches-build-ai-copilot-physical
- eu.vc/p/grubel-raises-3m-pre-seed-for-matter-specific-legal-ai
- en.wikipedia.org/wiki/Harvey_(software))
- finance.yahoo.com/news/inside-harvey-first-legal-associate-115724612.h
Investing activity
Winston Weinberg appears in 2 AI deals tracked by the Lounge deals desk, rounds totalling $25M. The rounds are mostly Pre-seed and Seed, with a median round size of $25M. The most recent are Grubel (Pre-seed, €3M, Sep 2026) and NavigateAI (Seed, $25M, May 2026).
Winston Weinberg most often invests alongside Point Nine, Gabe Pereyra, Chris Re and Ion Stoica, and the companies they back on Lounge are mostly in AI.
Deals
Frequently asked questions about Winston Weinberg
Does Winston Weinberg invest in AI startups?
Yes. Public records show angel investments in NavigateAI, Grubel and Prime Intellect, all AI companies, with deals dated 2026.
What check size does Winston Weinberg write?
Weinberg has not published a check size, and the sources found do not disclose his amounts in NavigateAI, Grubel or Prime Intellect.
What stage does Winston Weinberg invest in?
His recorded deals are a pre-seed (Grubel), a seed (NavigateAI) and a Series A (Prime Intellect), each alongside institutional or other angel investors.
Who is Winston Weinberg?
He is the co-founder and CEO of Harvey, a legal AI company he started in 2022 with Gabe Pereyra. He previously worked as a litigation associate at O'Melveny & Myers.
How can founders reach Winston Weinberg?
His LinkedIn profile is linked on this page. We did not find a personal site or an X account, and he has not publicly shared a pitch process.
Is Winston Weinberg an angel investor?
Yes. Winston Weinberg invests personally as an angel.
What AI companies has Winston Weinberg invested in?
Winston Weinberg's AI investments include Grubel and NavigateAI. The 2 rounds on Lounge are listed on this page with amounts, dates and co-investors.
What stage does Winston Weinberg invest at?
In the rounds tracked on Lounge, Winston Weinberg has invested at Pre-seed and Seed, with a median round of $25M.
Who does Winston Weinberg co-invest with?
Winston Weinberg's most frequent co-investors on Lounge are Point Nine (1 deal), Gabe Pereyra (1 deal), Chris Re (1 deal), Ion Stoica (1 deal) and Elad Gil (1 deal).