General Counsel

• Job Description
• General Counsel
• Contract
• Remote

Job Summary

• In this role, you'll apply your expertise to help train next-generation AI systems. Your work will shape how models learn, reason, and perform through high-quality, real-world input. No prior experience in AI is required — your domain knowledge is what matters.
• This fellowship simulates real-world contract negotiation scenarios used to train advanced AI models. Fellows will:
• Perform simulated contract negotiations and redlining exercises, evaluating AI-generated suggestions for accuracy, risk identification, and legal soundness.
• Review and assess AI responses to contract scenarios, providing expert feedback to improve model performance and output precision.
• Collaborate with Crosby's product and research teams to refine training data, annotation guidelines, and best practices for AI-driven contract review solutions.

Required Skills and Qualifications

• J.D. from an ABA-accredited law school.
• Active bar admission in at least one U.S. jurisdiction.
• Minimum of 3 years of in-house experience focused on technology transactions, particularly SaaS contract review, negotiation, and redlining.
• Exceptional written and verbal communication skills with meticulous attention to detail.
• Strong analytical capabilities and ability to translate legal expertise into actionable feedback for AI systems.
• Demonstrated commitment to innovation at the intersection of law and technology.
• Experience working with cross-disciplinary teams in fast-paced environments.
• Compensation and commitment
• $80–$105/hour
• Part-time, flexible schedule
• Minimum commitment: 5 hours/week
• Maximum commitment: 20 hours/week
• Fellowship duration: 1 month

Preferred Qualifications

• Prior exposure to AI, legal tech, or data annotation initiatives.
• Expertise in risk mitigation strategies within SaaS contracting.
• Publication or presentation record on legal technology topics.
• Applications will be reviewed on a
• rolling basis
• , and the fellowship will close once the cohort is full. Apply by April 30 for the best chance of securing a spot.