Weekday AI

AI research

LegalAISpecialistTransactional/Corporate

$0–0k Ontario, Canada PART TIME Remote Friendly
The Brief

“Legal AI Specialist - Transactional / Corporate at Weekday AI. Skills: Transactional law expertise, Corporate law expertise, AI model training and evaluation. 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”

What You'll Achieve.

Improve how advanced models reason about complex transactional matters; Improve model accuracy, reasoning, and consistency

Industry & Context.

AI research
Problems you'll solve

Analytical

Eligibility Requirements

Work must not involve sharing confidential or proprietary information from any current or past employer or client, This opportunity does not currently support certain work authorization categories

What They're Looking For.

Must Have

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), experience in contract review, due diligence, corporate governance, NDA drafting, or securities filings

Nice to Have

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)

What You'll Do.

Design realistic deal scenarios based on transactional practice

including M&A due diligence

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

How You'll Work.

Team & Collaboration

Participate in onboarding sessions; Participate in office hours; Participate in specialty calibration discussions

Communication Scope

Excellent written communication skills

Free ATS check

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