Remote Part-Time Commercial Litigation AI Evaluator

OpenTrain AI; Northern (KY); Hybrid; USD 138,000 - 207,000; Part time

Benefits offered by this job

Remote contractor engagement

Part-time schedule (20+ hrs/wk)

Hourly pay $100–$150 USD

Job summary

OpenTrain AI is seeking a Commercial Litigation AI Evaluation Attorney to design and evaluate realistic commercial dispute simulations. You will create case scenarios, guide legal contributors, assess work product, and develop standards for evaluating AI performance at each stage of a dispute.

This remote, part-time contractor role requires substantial US litigation experience, with a focus on applying professional judgment to AI training materials while avoiding client-confidential information.

Qualifications

• Licensed to practice law in at least one US jurisdiction.
• Minimum 10 years of hands-on US litigation experience.
• Experience with discovery, motion practice, and case-team leadership.
• Deep expertise in commercial contract disputes or related areas.
• Excellent written and verbal communication.
• Ability to evaluate legal work neutrally and develop rubrics for litigation stages.

Responsibilities

• Turn practical litigation judgment into structured simulations and evaluation guidance.
• Draft multi-turn scenarios with facts, parties, legal issues, posture, and documents.
• Direct junior contributors producing briefs, motions, discovery strategy documents, and demand letters.
• Review junior and peer-level work as a neutral evaluator across stages.
• Maintain a high professional standard and refine rubrics for pleadings, discovery, motions, hearings, and resolution strategies.
• Identify ambiguities, edge cases, and procedural complexities that may challenge AI performance.
• Provide clear, actionable feedback on legal work and reasoning.
• Collaborate with legal peers and team leads as requirements evolve.

Skills

US Bar Admission

10+ years US litigation

Courtroom advocacy

Litigation lifecycle

Legal drafting

Neutral evaluation

Team leadership

Education

US law degree (J.D.)

Job description

OpenTrain AI is seeking a Commercial Litigation AI Evaluation Attorney to design and evaluate realistic commercial dispute simulations. You will create case scenarios, guide legal contributors, assess work product, and develop standards for evaluating AI performance at each stage of a dispute.

This remote, part-time contractor role requires substantial US litigation experience, with a focus on applying professional judgment to AI training materials while avoiding client-confidential information.