Legal Expert – AI Training, Evaluation

Posted 3hrs ago

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Job Description

Legal expert designing and judging complex legal tasks for Weekday’s YC-backed AI recruiting and data platform. Evaluating model accuracy across research, contracts, compliance, and legal reasoning.

Responsibilities:

  • Design complex legal problems, including research questions, contract analyses, and compliance scenarios, with clear, defensible model answers
  • Review AI-generated legal responses line by line and grade accuracy, reasoning, and completeness
  • Identify hallucinated case law, misread clauses, missed exceptions, and flawed reasoning
  • Write clear rationales for evaluations so the model and team learn from them
  • Work across legal research, contract analysis, regulatory compliance, and legal reasoning
  • Submit work that meets quality and rigour standards; every task is reviewed

Requirements:

  • 3+ years of relevant legal experience—in practice, in-house, or at a firm
  • Strong legal research and analytical skills
  • Ability to trace questions to the right authority and explain why it applies
  • Comfort with contracts, compliance, and reasoning across more than one area of law
  • Precision in writing
  • Low tolerance for plausible-sounding nonsense
  • Reliability on deadlines
  • Curiosity about how AI is going to change legal work
  • Practising lawyer or legal professional experience

Benefits:

  • ₹20,000–25,000 per task
  • Remote, flexible work that can fit around a practice or full-time role
  • Flexible, task-based hours with no fixed working days
  • Front-row seat to how frontier AI models are trained and evaluated on legal work
  • Opportunity to help improve frontier AI models
  • YC-backed team environment
  • More tasks and larger projects if work is consistently strong