Legal AI Specialist - Litigation

Weekday AI

19h•Remote

About The Position

This role is for one of our clients. We are collaborating with a leading AI research organization to develop high-quality legal reasoning data for next-generation AI systems. We are seeking Litigation-focused Legal AI Specialists to contribute their expertise in civil litigation, motion practice, discovery, and trial strategy. In this role, you will design realistic legal scenarios, evaluate AI-generated outputs, and help improve how advanced models reason about complex legal matters. This opportunity is ideal for early-career litigators and legal professionals who excel in analytical thinking, legal writing, and structured evaluation.

Requirements

1–4 years of professional experience in civil litigation (law firm, government, or in-house legal team)
Hold a J.D. (U.S./Canada) or LL.B./LL.M. (U.K.) from an accredited institution
Licensed to practice law in the United States, Canada, or the United Kingdom (active or inactive)
Strong legal writing, analytical, and critical thinking skills
High attention to detail and ability to follow structured evaluation frameworks

Nice To Haves

Experience with e-discovery tools (e.g., Relativity, document review, privilege analysis)
Exposure to appellate or trial work
Familiarity with legal case management systems

Responsibilities

Design realistic legal scenarios based on civil litigation practice, including motions, discovery, depositions, briefs, and case strategy
Draft “gold standard” responses at attorney-level quality to guide AI model learning
Evaluate and grade AI-generated outputs using structured rubrics and legal standards
Provide detailed written feedback to improve accuracy, reasoning, and legal soundness
Participate in onboarding sessions, office hours, and specialty calibration discussions