Legal AI Specialist - Litigation

Weekday AI· AI Training
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🌍 Remote📍 Canada📍 TELECOMMUTEPart time

About this role

This role is for one of our clients

Compensation: $85-$120 per hour

Location Requirements

USCAGB🇺🇸United States🇨🇦Canada🇬🇧United Kingdom

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.

What You’ll Do

  • 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

Who You Are

  • 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

Bonus Qualifications

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

Role Highlights

  • Minimum commitment of 20 hours per week (40+ hours preferred)
  • Fully remote with flexible scheduling
  • Open to candidates based in the United States, Canada, or the United Kingdom
  • Immediate start with rolling application review

Compensation

  • Competitive hourly rate: $85–$120 per hour
  • Weekly payments via supported global payment platforms

Additional Information

  • Independent contractor engagement
  • Work must not involve sharing confidential or proprietary information from any current or past employer or client
  • Project duration may vary based on performance and business needs
  • This opportunity does not currently support certain work authorization categories

Equal Opportunity Statement
All qualified applicants will be considered without regard to legally protected characteristics. Reasonable accommodations are available upon request.

Frequently Asked Questions

Is the salary disclosed for the Legal AI Specialist - Litigation position at Weekday AI?
The salary for this Legal AI Specialist - Litigation role at Weekday AI is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Is the Legal AI Specialist - Litigation job at Weekday AI remote?
Yes, this Legal AI Specialist - Litigation position at Weekday AI is remote, with team members based in Canada, TELECOMMUTE. You can work from home or anywhere in the supported regions.
Is the Legal AI Specialist - Litigation role at Weekday AI full-time or part-time?
This is listed as a Part time position. It is posted as a Legal AI Specialist - Litigation role in the AI Training department at Weekday AI.
Which team or department does the Legal AI Specialist - Litigation at Weekday AI belong to?
This Legal AI Specialist - Litigation position is part of the AI Training department at Weekday AI. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Legal AI Specialist - Litigation position at Weekday AI?
Click the "Apply Now" button on this page. You will be redirected to Weekday AI's official application portal hosted on workable where you can submit your application directly.
When was the Legal AI Specialist - Litigation job at Weekday AI posted?
This Legal AI Specialist - Litigation position at Weekday AI was posted on May 5, 2026. Apply as soon as possible — early applications are often reviewed first.
Legal AI Specialist - Litigation
Weekday AI
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