Jobs Companies Weekday AI Transactional Attorney

About this Transactional Attorney role at Weekday AI

Weekday AI · Remote · India

This role is for one of our clients

$90 - $130/hourpay

Job Title: Transactional Attorney

Job Type: Contractor

Location: Remote

We are seeking experienced Transactional Attorneys for a part-time opportunity at the forefront of legal AI innovation. This role is ideal for accomplished in-house legal professionals who are passionate about shaping the future of AI-powered legal solutions. Leveraging your expertise in drafting, reviewing, negotiating, and redlining commercial technology agreements, you will help train and evaluate advanced AI systems used in real-world legal workflows.

Your contributions will directly improve how AI models identify contractual risks, interpret legal language, and provide accurate, context-aware recommendations for contract analysis and negotiation.

Requirements

Key Responsibilities

  • Perform simulated contract negotiations and redlining exercises across a variety of commercial agreements.
  • Review and evaluate AI-generated responses to contract-related scenarios, providing detailed legal feedback to improve model accuracy and reasoning.
  • Develop objective evaluation criteria, scoring rubrics, and quality standards for assessing AI performance on contract drafting and negotiation tasks.
  • Collaborate with multidisciplinary product, research, and engineering teams to refine AI training data, legal guidelines, and best practices for contract review workflows.
  • Apply practical legal judgment to identify contractual risks, ambiguities, and negotiation strategies within complex commercial agreements.
  • Contribute subject matter expertise to improve AI systems designed for legal research, contract review, and transactional analysis.

Required Qualifications

  • Juris Doctor (J.D.) from an ABA-accredited law school.
  • Active bar membership in at least one U.S. jurisdiction.
  • Minimum 3 years of in-house legal experience focused on technology transactions.
  • Extensive experience drafting, negotiating, reviewing, and redlining commercial agreements, including Master Services Agreements (MSAs), Non-Disclosure Agreements (NDAs), and Data Processing Agreements (DPAs).
  • Excellent written and verbal communication skills with exceptional attention to detail.
  • Strong analytical and problem-solving abilities with the capability to translate legal expertise into structured, actionable feedback.
  • Demonstrated interest in legal innovation and emerging technologies.
  • Experience collaborating with cross-functional teams in fast-paced environments.

Preferred Qualifications

  • Previous experience working with AI, legal technology platforms, or AI training and evaluation projects.
  • Background in a corporate law firm with experience in Mergers & Acquisitions (M&A) or private equity fund formation.
  • Familiarity with legal operations, contract lifecycle management (CLM) platforms, or enterprise contract management solutions.
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About Weekday AI

At Weekday (backed by YC; also Product Hunt #1 product of the day), we are building the next frontier in hiring. We have built the largest database of white collar talent in India and have built outreach tools on top of it to generate highest response rates.

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