Remote Part-Time Contract Redlining Attorney – AI Tech Deals

OpenTrain AI, Inc.; Northern (KY); Hybrid; USD 117,000 - 145,000; Part time

Job summary

OpenTrain AI, Inc. is seeking a contract redlining attorney to support AI training and evaluation through technology transaction workflows. You will perform simulated contract negotiations and review AI responses to contract scenarios.

You will help create evaluation frameworks and provide actionable feedback to improve model outputs and contract-review processes, collaborating with product and research teams. This remote, part-time role offers competitive hourly compensation.

Qualifications

• At least three years of in-house technology transactions experience.
• Negotiation of MSAs, NDAs, and DPAs.
• Strong drafting, review, negotiation, and redlining capabilities.
• Excellent written and verbal communication with meticulous attention to detail.
• Ability to translate legal expertise into feedback for AI systems.

Responsibilities

• Perform simulated negotiations and redlining for technology contracts.
• Review AI-generated responses to contract scenarios and assess accuracy, risk analysis, and legal judgment.
• Create objective evaluation frameworks and grading criteria for contract-related model performance.
• Provide actionable feedback to improve model outputs and contract-review workflows.
• Help refine data, guidelines, and best practices for AI-driven legal review solutions.
• Collaborate with product and research teams on legal AI evaluation work.

Skills

In-house experience

MSA negotiation

NDA negotiation

DPA negotiation

Contract drafting

Redlining

Written communication

Analytical judgement

Cross-functional

Job description

OpenTrain AI, Inc. is seeking a contract redlining attorney to support AI training and evaluation through technology transaction workflows. You will perform simulated contract negotiations and review AI responses to contract scenarios.

You will help create evaluation frameworks and provide actionable feedback to improve model outputs and contract-review processes, collaborating with product and research teams. This remote, part-time role offers competitive hourly compensation.