Legal AI Evaluation Expert

Weekday AI (YC W21)

United States

Remote

GBP 102,905 - 154,358

Part time

14 days+
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Job summary

Weekday AI is seeking experienced employment law professionals to evaluate AI-generated responses on employment-law issues. This fully remote, independent contractor role offers a flexible part-time schedule and compensation ranging from $100 to $150 per hour.

You will review, critique, and provide structured feedback on AI outputs, ensuring alignment with U.S. employment-law principles. The position supports model improvement and calibration through expert evaluations and ongoing collaboration.

Qualifications

  • Minimum of 2 years of professional experience in Employment or Labor Law.
  • J.D. from a U.S. accredited law school or LL.B./LL.M.
  • Licensed to practice law in the United States (active or inactive accepted).

Responsibilities

  • Review AI-generated responses on workplace and employment-related matters for accuracy.
  • Assess responses for legal accuracy, completeness, logical reasoning, and client readiness.
  • Verify outputs align with established U.S. employment and labor law principles.
  • Provide structured written evaluations identifying strengths, weaknesses, and opportunities for improvement.
  • Apply standardized evaluation criteria to ensure objective and consistent assessments.

Skills

Legal research
Legal writing
Case law analysis
Drafting memoranda
Attention to detail
Written communication
US employment law

Education

J.D. (US law school)
LL.B./LL.M. (accredited)

Job description

Compensation: $100-$150 per hour

Join an innovative AI research initiative focused on advancing the legal reasoning capabilities of next‑generation artificial intelligence systems. We are seeking experienced legal professionals to evaluate AI‑generated responses involving employment law, labor relations, workplace investigations, and other employment‑related legal matters.

This is a fully remote, independent contractor opportunity with a flexible part‑time schedule.

Key Responsibilities
  • Review and compare AI‑generated responses to legal scenarios involving workplace and employment‑related matters.
  • Assess responses for legal accuracy, completeness, logical reasoning, and client readiness.
  • Verify that outputs align with established U.S. employment and labor law principles.
Provide Expert Feedback
  • Deliver structured written evaluations identifying strengths, weaknesses, and opportunities for improvement.
  • Highlight factual inaccuracies, legal reasoning gaps, and inconsistencies.
  • Apply standardized evaluation criteria to ensure objective and consistent assessments.
Support AI Model Improvement
  • Participate in onboarding sessions and calibration activities.
  • Collaborate with project teams by providing domain‑specific insights that enhance model performance.
  • Maintain consistency and quality across evaluation tasks.
Required Qualifications
  • Minimum of 2 years of professional experience practicing Employment or Labor Law.
  • Experience gained in a law firm, corporate legal department, government agency, labor organization, or similar legal environment.
  • Juris Doctor (J.D.) from an accredited U.S. law school or an LL.B./LL.M. from an accredited institution.
  • Licensed to practice law in the United States (active or inactive license accepted).
  • Strong expertise in legal research, legal writing, case law analysis, and drafting legal memoranda.
  • Excellent written communication skills with exceptional attention to detail.
  • Solid understanding of the U.S. legal system and employment law practices.
Role Highlights
  • Flexible workload of approximately 6‑15 hours per week.
  • Fully remote with the ability to work on your own schedule.
  • Immediate project availability with applications reviewed on a rolling basis.
  • Competitive compensation ranging from $100‑$150 per hour, depending on qualifications and experience.
Why Join
  • Help improve the legal reasoning capabilities of advanced AI technologies.
  • Apply your legal expertise to impactful AI research projects.
  • Work on intellectually engaging legal evaluation assignments with flexible scheduling.
  • Contribute to the development of AI systems capable of delivering more accurate and reliable legal analysis.
Equal Opportunity Statement

We are committed to providing equal opportunities to all qualified applicants without regard to legally protected characteristics. Reasonable accommodations are available upon request.

Contract Information
  • Independent contractor engagement.
  • Fully remote work completed on your own schedule.
  • Projects may be extended, modified, or concluded based on business requirements and performance.
  • Weekly payments are processed through supported payment platforms based on approved work completed.
  • Work does not require access to confidential or proprietary information from any employer, client, or institution.
  • Visa sponsorship is not available for this opportunity.
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