AI Legal Fellow — Litigation & Motion Practice

About this role

We are seeking accomplished litigators to join The Winning Motion, a part-time AI fellowship focused on advancing the quality of AI-generated legal advocacy. The fellowship brings together experienced lawyers with strong motion-practice backgrounds to help train and evaluate frontier AI models on one of the hardest remaining problems in legal AI: not simply reaching the right legal answer, but turning sound legal analysis into persuasive advocacy. Fellows will review and evaluate AI-generated motions, identify what separates competent legal writing from exceptional advocacy, and help develop the standards and training data that improve how AI systems frame arguments, use authority, organize facts, and exercise persuasive judgment.

Requirements

• Substantial experience litigating civil matters in federal court, including motion practice, briefing, and case strategy.
• A record of at least 3 motions won in federal civil litigation, with supporting documentation (e.g., court orders or docket entries) required.
• Exceptional written and verbal communication skills with meticulous attention to detail.
• Strong analytical capabilities and ability to translate legal expertise into actionable feedback for AI systems.
• Demonstrated commitment to innovation at the intersection of law and technology.