SaaS Contracting Attorney - AI Fellowship

About OpenTrain
OpenTrain is the centralized, open platform where AI training and data-labeling freelancers find work, consolidate opportunities across platforms, and build a unified AI training portfolio they control. We make specialized AI training work easier to track, apply for, and grow into a durable freelance career.

About this role
OpenTrain is recruiting for a part-time, remote AI Fellowship for licensed U.S. attorneys with deep SaaS contracting experience. In this role, contractors perform simulated contract negotiations and redlining exercises to generate high-quality training data and evaluation feedback for advanced AI models focused on contract review. No prior AI experience is required; your legal domain expertise is the core qualification.

What you will do
- 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 structured expert feedback to improve model performance and output precision
- Collaborate with a product and research team to refine training data, annotation guidelines, and best practices for AI-driven contract review
- Apply SaaS contracting expertise to real-world scenarios that directly shape how legal AI models learn and reason

Required skills
- 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 in technology transactions, with a focus on SaaS contract review, negotiation, and redlining
- Exceptional written and verbal communication skills with meticulous attention to detail
- Strong analytical ability and capacity to translate legal expertise into actionable AI training feedback
- Experience collaborating with cross-disciplinary teams

Helpful background
- 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

Schedule and location
This is a fully remote, part-time fellowship with a flexible schedule. Fellows commit between 5 and 20 hours per week, and the fellowship runs for one month.

Why work with OpenTrain
OpenTrain gives freelancers one place to manage AI training opportunities instead of rebuilding proof of work on every platform. A stronger OpenTrain profile helps you show credible experience, discover roles that match your skills, and turn AI training and data-labeling work into a long-term portfolio.