Weekday (YC W21)

Legal AI Specialist - Transactional / Corporate

Weekday (YC W21)  •  $85 - $120/hr  •  United States (Remote)  •  25 days ago
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Job Description

This role is for one of our clients

Compensation: $85-$120 per hour

We are collaborating with a leading AI research organization to develop high-quality legal reasoning data for next-generation AI systems. We are seeking Transactional and Corporate-focused Legal AI Specialists to contribute expertise across M&A, contracts, securities, and corporate governance. In this role, you will design realistic deal scenarios, evaluate AI-generated outputs, and help improve how advanced models reason about complex transactional matters.

This opportunity is ideal for early-career transactional attorneys and corporate legal professionals with strong drafting, analytical, and review capabilities.

Requirements

What You’ll Do

  • Design realistic deal scenarios based on transactional practice, including M&A due diligence, SPAs/APAs, securities filings, NDAs, governance, and disclosure schedules
  • Draft “gold standard” responses at attorney-level quality to guide AI model training
  • Evaluate and grade AI-generated outputs using structured rubrics and legal/commercial standards
  • Provide detailed written feedback to improve model accuracy, reasoning, and consistency
  • Participate in onboarding sessions, office hours, and specialty calibration discussions

Who You Are

  • 1–4 years of professional experience in transactional or corporate law (law firm, in-house, or similar environment)
  • 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 experience in contract review, due diligence, corporate governance, NDA drafting, or securities filings
  • Excellent written communication skills with strong attention to detail

Bonus Qualifications

  • Experience preparing disclosure schedules or managing closing checklists
  • Exposure to private equity, venture capital, or fund formation work
  • Familiarity with SEC reporting or securities offerings
  • Experience using virtual data rooms (e.g., Intralinks, Datasite)

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 applications reviewed on a rolling basis

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.

Weekday (YC W21)

About Weekday (YC W21)

AI recruiter that runs outbound sourcing campaigns to find top talent. At Weekday, we have built the most accurate database of talent (250mn+ people in US & India with contact data), we run outbound campaigns to identify top talent for any role you might be hiring for. We generate the highest response rates (30-40%) on our campaigns making sourcing talent as easy as making a job posting. We are backed by Y-Combinator and were also ranked #1 on Product Hunt.

Industry
Consulting & Advisory
Company Size
51-200 employees
Headquarters
San Fransisco, CA
Year Founded
2021
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