Enterprise Law Expert for AI Compliance (Remote)

Weekday AI

United States

Remote

USD 152,000 - 207,000

Part time

14 days+

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Job summary

Weekday AI is seeking experienced legal professionals to craft advanced evaluation tasks for AI systems within Fortune 500 legal environments. You will create realistic enterprise legal scenarios, develop high-quality reference responses, and build detailed rubrics that distinguish sophisticated legal reasoning from surface-level answers.

The role focuses on M&A, regulatory/compliance, and enterprise contracting, with weekly payments and remote work options.

Qualifications

2+ years of relevant legal experience in-house or at a law firm
Experience with enterprise-scale M&A, securities, regulatory/compliance, or IP
Familiarity with CLM platforms and GRC workflows
Excellent written communication and ability to articulate nuanced legal reasoning clearly

Responsibilities

Develop realistic enterprise legal scenarios covering in-house matters, regulatory and compliance issues, corporate and transactional work, and litigation/dispute resolution
Create scenarios grounded in major enterprise compliance frameworks (FCPA, SOX, GDPR, HIPAA)
Develop tasks involving enterprise-scale contracting (MSAs, SOWs, DPAs, licensing agreements)
Build M&A-focused legal diligence scenarios for large corporate transactions
Develop risk-management scenarios aligned with ERM and COSO frameworks
Create board-level legal and risk reporting scenarios
Develop investigations and compliance scenarios for highly regulated industries
Write detailed, criterion-based evaluation rubrics reflecting senior enterprise-level standards
Review reference materials to ensure legal accuracy and relevance