Blueshoe | Guide Startups

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About

Blueshoe is an AI platform for legal research and reasoning designed to capture the structure of legal thought and allow users to work directly within the logic of caselaw. By combining advanced AI with curated legal and proprietary data pipelines, the system allows users build and test arguments with unprecedented clarity.

Founders

Casey O'GradyFounder

Founder & CEO of Blueshoe (YC X25). Harvard Law → Strategy Consulting → Legal Tech. Building Blueshoe to rewire the practice of law. Previously advised Fortune 500 companies on AI adoption. Author of Agentic Workflows in the Practice of Law (Georgetown Journal of Legal Ethics, Spring 2025).

Kai Yee WanFounder

Founder and CTO of Blueshoe (YC X25). CS adjunct faculty, previously grad student and software engineer.

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