General Counsel

Weekday AI

6h • Remote

About The Position

This role is for experienced General Counsels to join a 1-month AI Fellowship designed for senior legal professionals interested in shaping the future of legal AI. This opportunity is ideal for experts with deep experience in SaaS contract review, negotiation, and redlining who want to contribute to how advanced AI systems are trained, evaluated, and applied in real-world legal workflows. As a participant in this fellowship, you will play a direct role in improving next-generation legal AI systems by simulating real-world contract scenarios and providing expert feedback to enhance model accuracy, risk assessment, and legal reasoning.

Requirements

• J.D. from an ABA-accredited law school
• Active bar admission in at least one U.S. jurisdiction
• Minimum 3+ years of in-house legal experience, with a focus on technology transactions
• Strong expertise in SaaS contract review, negotiation, and redlining
• Excellent written and verbal communication skills with exceptional attention to detail
• Strong analytical thinking and ability to translate legal judgment into structured feedback
• Interest in the intersection of law, technology, and AI
• Experience collaborating with cross-functional teams in fast-paced environments

Nice To Haves

• Prior exposure to AI, legal tech, or data annotation projects
• Deep understanding of risk mitigation strategies in SaaS contracting
• Contributions to legal tech through publications, speaking engagements, or research

Responsibilities

• Perform simulated contract negotiations and redlining exercises, assessing AI-generated suggestions for accuracy, risk identification, and legal soundness
• Review AI-generated responses to contract scenarios and provide structured, actionable feedback to improve performance
• Evaluate outputs related to SaaS agreements, identifying gaps, risks, and inconsistencies
• Collaborate with product and research teams to refine training data, annotation frameworks, and best practices for AI-driven contract review systems
• Contribute to the development of high-quality datasets that improve legal AI precision and reliability

Benefits

• Contribute to the evolution of AI in legal practice
• Work on realistic, high-impact contract scenarios
• Flexible, remote-friendly engagement
• Opportunity to influence how AI systems interpret and handle complex legal workflows

What This Job Offers

• Job Type: Part-time
• Career Level: Senior
• Education Level: Ph.D. or professional degree