StrictlyVC Download Why Harvey's Hardest Problem Isn't AI—It's Multi-Entity Collaboration
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Nov 12, 2025 
Winston Weinberg, co-founder and CEO of Harvey, a cutting-edge legal AI startup, shares fascinating insights into the company's journey. He reveals that Harvey's inception came from a unique Dungeons & Dragons experience with GPT-3. The discussion touches on Harvey's impressive growth, with one-third of revenue now from corporate clients. Winston also dives into the complexities of creating a multiplayer legal platform that respects ethical walls across 63 countries. He argues that AI will change the legal landscape but asserts that professional services won't disappear overnight.
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From D&D To Legal Breakthrough
- Winston discovered GPT-3 while running a Dungeons & Dragons game and then applied it to a landlord-tenant matter at O'Melveny.
- After testing prompts on 100 reddit questions, attorneys approved 86 answers with zero edits, sparking Harvey's founding.
Prioritize Product Over Pitching
- Focus almost all your time on building a great business rather than networking with hundreds of VCs.
- Find a few VC partners who will go the distance and support your long-term growth.
Data Residency Shapes Unit Economics
- Operating in many countries forces large upfront compute and compliance costs because of per-country data residency rules.
- These fixed buckets make margins look worse today even if per-token economics are strong.