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In-House Counsel Remote

YO AI Labs


Job Location:

Chicago, IL - USA

Hourly Salary: $ 90 - 150
Posted: 26 August 2026 (Yesterday)
Application Deadline: 23 November 2026
Vacancies: 1 Vacancy

Job Summary

Job Title: In-House Counsel Technology Transactions

Job Type: Contractor
Location: Remote

Job Overview

We are seeking experienced In-House Counsels with a strong background in technology transactions to contribute to a project focused on advancing next-generation legal AI systems. This part-time opportunity is designed for experienced lawyers who have substantial expertise in contract drafting review negotiation and redlining particularly within the technology sector.

In this role you will evaluate and contribute to contract redlining and negotiation workflows used to train and assess advanced AI models. Your legal judgment will help improve how AI systems identify contractual risks interpret complex provisions and produce precise commercially appropriate legal analysis.

No prior AI experience is requiredyour legal expertise transactional judgment and technology-sector experience are what matter most.

Key Responsibilities
  • Perform simulated contract negotiations and redlining exercises involving technology transactions.
  • Draft review analyze and revise commercial agreements including MSAs NDAs DPAs and related technology contracts.
  • Evaluate AI-generated responses to contract scenarios for legal accuracy commercial reasonableness risk identification and drafting quality.
  • Provide clear actionable feedback to improve AI-generated contract analysis and redlining outputs.
  • Develop objective evaluation frameworks rubrics and grading criteria for assessing AI performance on contract drafting review and negotiation tasks.
  • Identify contractual risks ambiguities unfavorable provisions and negotiation opportunities.
  • Assess whether proposed revisions appropriately reflect business objectives and acceptable legal risk.
  • Collaborate with product legal and research teams to refine datasets evaluation guidelines and best practices for AI-driven contract review.
  • Contribute practical insights into how experienced in-house counsel approach contract negotiations and risk allocation.
Required Skills
  • Contract Drafting
  • Technology Transactions
  • Contract Negotiation
  • Contract Redlining
  • Contract Review
  • Legal Risk Analysis
  • Commercial Contracting
  • Structured Legal Feedback
  • Legal Technology
Required Qualifications
  • Minimum 3 years of in-house legal experience with a focus on technology transactions.
  • Demonstrated experience negotiating and redlining MSAs NDAs DPAs and other commercial technology agreements.
  • Strong understanding of technology contracting contractual risk allocation and commercial negotiation strategies.
  • Exceptional written and verbal communication skills with meticulous attention to detail.
  • Strong analytical and critical-thinking abilities.
  • Ability to translate legal expertise and professional judgment into clear actionable feedback.
  • Ability to evaluate contractual language objectively and consistently.
  • Demonstrated interest in innovation at the intersection of law and technology.
  • Experience collaborating with cross-functional or multidisciplinary teams in fast-paced environments.
Preferred Qualifications
  • Prior experience working with AI legal technology contract lifecycle management or AI training and evaluation initiatives.
  • Experience developing legal review guidelines playbooks negotiation frameworks or quality standards.
  • Familiarity with AI-assisted contract review and analysis tools.
  • Experience working with technology companies or high-growth environments.
  • Strong interest in the development and application of AI within the legal profession.
Why Join
  • Work at the intersection of law technology and artificial intelligence.
  • Help shape how advanced AI systems understand and evaluate real-world contracts.
  • Apply your transactional legal expertise to high-impact AI research and development.
  • Contribute to the development of tools designed to enhance legal analysis contract review and professional legal judgment.