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YO AI Labs

Litigation Associate - Remote

chicago, IL

Check who can apply and the requirements below before continuing.

About this opportunity

YO AI Labs lists this Litigation Associate - Remote opportunity in chicago, Illinois. Review the employer’s description below for duties, qualifications and application requirements.

Job description

AI Legal Fellow — Litigation & Motion Practice

Role Type: Contractor

Location: Remote

Engagement: Part-Time, Project-Based

Job Summary

We are seeking experienced Litigators with strong federal civil litigation and motion-practice experience to support a specialized project focused on evaluating and improving AI-generated legal advocacy.

Fellows will review AI-generated legal work, assess the quality of arguments and authorities, and provide expert feedback to improve legal reasoning, writing, and litigation strategy.

Key Responsibilities

Draft and evaluate litigation motions, briefs, and legal strategy exercises.

Review AI-generated responses to federal litigation scenarios.

Assess legal arguments, use of authority, factual analysis, organization, and persuasive writing.

Develop objective evaluation criteria and grading frameworks for AI-generated legal work.

Provide clear, actionable feedback to improve AI performance.

Collaborate with research and product teams to refine legal AI guidelines and training materials.

Required Skills

Motion Drafting

Federal Litigation

Civil Litigation

Federal Court Experience

Civil Procedure

Legal Research & Writing

Trial & Litigation Strategy

Critical Thinking

Attention to Detail

Qualifications

Substantial experience handling civil litigation in federal court , including motion practice, briefing, and case strategy.

Demonstrated record of at least 3 successful motions in federal civil litigation, supported by court orders, docket entries, or similar documentation.

Excellent legal writing, analytical, and verbal communication skills.

Ability to evaluate legal arguments and translate litigation expertise into clear, actionable feedback.

Strong understanding of federal civil procedure and litigation strategy.

Ability to work effectively with cross-functional teams in a remote environment.

Interest in the intersection of law and technology .

Preferred Qualifications

Experience with AI, legal technology, or legal training initiatives.

Experience handling multiple motion types, including motions to dismiss, motions for summary judgment, and discovery motions .

Experience evaluating or developing legal writing standards and frameworks.

Project Details

Work Arrangement: Remote

Engagement: Contractor / Part-Time

Schedule: Flexible

AI Experience: Preferred, but not required

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Worksite address

chicago, IL, 60290, US

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