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Transactional Attorney for Legal AI Evaluation

Windsor Hills, CA

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Job description

Bring deep transactional legal experience to the development and evaluation of advanced AI systems used for contract review. This part-time remote contract role focuses on technology transactions, contract negotiation, redlining, and expert assessment of AI-generated legal work, with an emphasis on improving how AI identifies risk and interprets contractual language.

Key Responsibilities Perform simulated contract negotiations and contract redlining exercises.

Review and assess AI-generated responses to contract scenarios, providing expert feedback to improve accuracy, legal reasoning, and output precision.

Develop objective evaluation frameworks and grading criteria for assessing AI performance on contract-related tasks consistently and rigorously.

Apply practical transactional experience to help improve AI systems used for drafting, reviewing, negotiating, and redlining contracts.

Collaborate with product and research teams to refine training data, guidelines, evaluation methods, and best practices for AI-supported contract review.

Qualifications Minimum of 3 years of in-house legal experience focused on technology transactions.

Substantial experience negotiating technology-related agreements, particularly MSAs, NDAs, ISDAs, and derivatives agreements.

Experience with contract drafting, review, deal negotiation, and contract redlining.

Exceptional written and verbal communication skills.

Meticulous attention to detail.

Strong analytical skills and the ability to translate legal expertise into clear, actionable feedback for AI systems.

Demonstrated interest in or commitment to innovation at the intersection of law and technology.

Experience working with cross-disciplinary teams in fast-paced environments.

Preferred Qualifications Previous exposure to AI, legal technology, or AI training initiatives.

Corporate law firm experience involving either mergers and acquisitions or fund formation for private equity firms.

Work Terms Remote, part-time contractor engagement.

Work is organized around individual contract-related evaluation and redlining tasks.

Average handling time is approximately 3.5 hours per task.

Compensation The advertised compensation range is $90 to $130 per hour.

Compensation is task-based, with payment tied to completed tasks that meet project specifications.

The effective hourly rate depends on the number of tasks completed and successfully approved.

Project Availability This opportunity is currently closed and is not accepting applications.

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