Remote Litigation Associate - AI Training & Complex Transactions

YO AI Labs; Chicago (IL); Remote; USD 110,000 - 165,000; Part time

Job summary

YO AI Labs is seeking an experienced Litigation Associate Attorney to contribute specialized legal expertise to AI training and evaluation projects. You will review complex litigation and transactional documents, draft contractual provisions, and provide structured legal feedback.

The ideal candidate has top-tier law firm experience in M&A, private equity, capital markets, data privacy, and strong research, writing, and analytical skills.

Qualifications

• JD from a US law school and active bar admission in good standing in at least one US jurisdiction.
• Experience at an AmLaw 100 or similarly prestigious US law firm.
• Demonstrated experience handling complex litigation and sophisticated transactional matters.
• Strong expertise in M&A, private equity, capital markets, contract drafting, and data privacy.
• Experience drafting and reviewing high-value commercial agreements and transaction documents.
• Exceptional written communication skills and the ability to articulate sophisticated legal reasoning clearly for varied audiences.
• Proven ability to collaborate effectively with remote and multidisciplinary teams.
• Familiarity with developing, applying, or evaluating structured legal review rubrics is a plus.
• Strong legal research, analytical, and problem-solving capabilities.
• Exceptional attention to detail when working with high-stakes legal documents and complex factual scenarios.
• Interest in the intersection of legal practice, technology, and AI is advantageous.

Responsibilities

• Review, analyze, and evaluate complex litigation and transactional documents, including agreements involving M&A, private equity, and capital markets.
• Draft sample agreements, contractual provisions, and legal clauses based on sophisticated transactional scenarios.
• Analyze legal scenarios and provide structured commentary to support AI model training and evaluation.
• Evaluate issues involving data privacy, cross-border transactions, contractual risk, and complex commercial matters.
• Apply practical legal judgment to simulated litigation and transactional scenarios.
• Develop and contribute to legal frameworks, evaluation criteria, and structured review rubrics.
• Identify legal risks, ambiguities, inconsistencies, and potential issues in AI-generated legal content.
• Provide precise and actionable feedback to improve the accuracy and practical applicability of AI-generated legal work.
• Collaborate remotely with interdisciplinary teams, including legal, research, and technology professionals.
• Participate in iterative review and feedback cycles to refine training data and legal evaluation standards.

Skills

M&A

Contract Drafting

Private Equity

Capital Markets

Data Privacy

Legal Research & Analysis

Legal Document Review

Remote Collaboration

Multidisciplinary Teamwork

Structured Legal Reasoning

Attention to Detail

Education

JD from a US law school

Active bar admission in good standing in at least one US jurisdiction

Job description

YO AI Labs is seeking an experienced Litigation Associate Attorney to contribute specialized legal expertise to AI training and evaluation projects. You will review complex litigation and transactional documents, draft contractual provisions, and provide structured legal feedback.

The ideal candidate has top-tier law firm experience in M&A, private equity, capital markets, data privacy, and strong research, writing, and analytical skills.