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Transactional Attorney - Remote

YO IT CONSULTINGIllinois • New York

Posted September 28, 2026

Job Description

Transactional Attorney — Legal AI

Job Type: Contractor
Location: Remote

Job Summary

We are seeking experienced Transactional Attorneys with strong technology transactions expertise to support a legal AI training and evaluation project. You will review contracts, perform redlining and negotiation exercises, and provide expert feedback to improve AI-generated legal analysis.

Key Responsibilities

  • Perform contract drafting, review, redlining, and simulated negotiations.

  • Evaluate AI responses to contract-related scenarios.

  • Develop objective evaluation criteria for AI performance.

  • Provide expert feedback to improve AI outputs.

  • Collaborate with product and research teams on legal AI workflows.

Required Skills

  • Contract Redlining

  • Contract Drafting

  • Contract Negotiation

  • ISDAs

  • MSAs

  • NDAs

  • Derivatives

Qualifications

  • 3+ years of in-house experience focused on technology transactions.

  • Strong experience negotiating MSAs, NDAs, ISDAs, and derivatives.

  • Excellent written and verbal communication skills.

  • Strong analytical and attention-to-detail skills.

  • Ability to translate legal expertise into actionable feedback for AI systems.

  • Experience working in fast-paced, cross-functional environments.