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Transactional Attorney for AI Model Evaluation

$90–$130/hr

RemoteContractlegal
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About this role

Role Overview

Help shape how advanced AI understands, evaluates, and performs contract work by applying deep experience in drafting, negotiating, and redlining technology agreements. In this part-time contractor role you will run simulated negotiations, evaluate AI outputs on contract scenarios, and develop objective grading frameworks that improve AI legal judgment and risk identification.

Key Responsibilities
  • Perform simulated contract negotiations and redlining exercises to generate realistic training and evaluation data.
  • Review and assess AI responses to contract scenarios, providing detailed expert feedback to improve model accuracy and legal reasoning.
  • Create objective evaluation frameworks and grading criteria to measure AI performance on contract review tasks with rigor and consistency.
  • Collaborate with product and research teams to refine datasets, guidelines, and best practices for AI-driven contract review solutions.
Qualifications
  • Required: J.D. from an ABA-accredited law school.
  • Required: Active bar admission in at least one U.S. jurisdiction.
  • Required: Minimum of 3 years of in-house experience focused on technology transactions, with substantive experience negotiating MSAs, NDAs, and DPAs.
  • Exceptional written and verbal communication skills and meticulous attention to detail.
  • Strong analytical ability and experience translating legal judgment into actionable feedback for systems or teams.
  • Experience working with cross-disciplinary teams in fast-paced environments and a commitment to innovation at the intersection of law and technology.
  • Preferred: Prior exposure to AI, legal technology, or training initiatives.
  • Preferred: Experience at a corporate law firm in M&A or fund formation for private equity clients.
Work Terms
  • Engagement type: Contractor.
  • Schedule: Part-time, remote role.
Compensation
  • Pay rate: $90 to $130 per hour.
Eligibility
  • Must hold a J.D. from an ABA-accredited law school and be actively admitted to the bar in at least one U.S. jurisdiction.
  • Minimum 3 years of in-house experience focused on technology transactions, including negotiation of MSAs, NDAs, and DPAs.
About the Opportunity

You will join a team that converts expert legal work into high-quality training data and evaluation frameworks for frontier AI systems. This role offers a high-impact way to apply your transactional law experience to shape tools used by future legal practitioners and products built at the intersection of law and technology.

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