Weekday AI (YC W21)
Litigation Expert
1 month ago
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Important information
Contract type:
Freelance / Contract
Location:
United States
Work mode:
Onsite
Published on:
15 September 2026
What they need
This role is for one of our clients Compensation: $90 - $100 per hour Role Overview
- We are seeking senior litigation professionals to build evaluation tasks for AI systems operating in civil litigation and dispute resolution contexts
- The workflows are calibrated to the case complexity, evidentiary stakes, and procedural scope of major commercial litigation and complex disputes
- This role builds worlds on two tracks: a US track (Federal Rules of Civil Procedure, Federal Rules of Evidence, state court analogs) and an International track (English Civil Procedure Rules, international arbitration rules such as ICC and LCIA). Experts qualified in either or both tracks are encouraged to apply
- Contributors design litigation scenarios, draft reference outputs, and write rubrics that capture how senior litigators think
Requirements Key Responsibilities
- Construct litigation scenarios spanning pre-trial discovery, motion practice, trial strategy, and settlement or arbitration processes
- Build tasks across commercial litigation, complex and class action litigation, discovery and evidence management, trial advocacy, and appellate practice
- Develop scenarios involving tools such as e-discovery platforms (Relativity, Everlaw), litigation management software, and deposition/trial preparation tools used on major matters
- Apply litigation methodologies (case strategy development, discovery and evidence analysis, motion drafting) to the standards track a world targets (US: FRCP, Federal Rules of Evidence, state court rules; International: CPR, international arbitration rules), and produce reference pleadings, discovery responses, motions, and trial memoranda
- Author rubrics that distinguish authentic litigation judgment from generic law school or bar exam-level recall
Ideal Qualifications
- 5+ years working as a litigator or trial attorney at a major litigation firm or corporate litigation department (Quinn Emanuel, Gibson Dunn, Boies Schiller Flexner, Kirkland & Ellis, or in-house litigation counsel)
- Direct ownership of complex commercial litigation matters, with trial or arbitration experience
- Fluency in litigation tooling and methodologies, plus understanding of how court procedure, discovery, and evidentiary rules actually work
- A recognized professional credential is strongly preferred (JD with bar admission, or an international equivalent such as Barrister or Solicitor with advocacy rights); prior rubric or training authorship is a plus
We consider all qualified applicants without regard to legally protected characteristics and provide reasonable accommodations upon request.
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