Junior Transactional Attorney

Weekday; Oregon; Hybrid; USD 96,000 - 124,000; Part time

Job summary

Weekday is seeking a detail-oriented Junior Transactional Attorney for a part-time, remote role in the United States. You will draft, review, and redline contracts, and assess AI-generated outputs to improve contract analysis processes.

You will collaborate with product and research teams to shape AI-driven contract review workflows, provide actionable feedback, and uphold legal quality while maintaining flexibility for a part-time engagement.

Qualifications

• 1-3 years of experience in transactional legal work at a law firm or within an in-house legal team.
• Foundational experience in drafting, reviewing, negotiating, and redlining commercial agreements.
• Familiarity with MSAs, NDAs, and other commercial contracts.

Responsibilities

• Contract Drafting and Redlining: Perform simulated contract negotiations, review contractual language, and conduct redlining exercises to identify risks and recommend appropriate revisions.
• AI Response Evaluation: Review AI-generated responses to contract-related scenarios and assess their legal accuracy, relevance, completeness, and practical applicability.
• Legal Quality Assessment: Apply defined evaluation frameworks, grading rubrics, and assessment criteria to evaluate AI performance on transactional legal tasks.
• Risk Identification: Identify contractual risks, ambiguous provisions, unfavorable terms, and potential compliance concerns, providing clear recommendations for improvement.
• Feedback and Documentation: Deliver structured, actionable feedback to improve AI models' understanding of contractual language, legal reasoning, and negotiation strategies.
• Cross-Functional Collaboration: Work with product, engineering, and research teams to refine datasets, evaluation guidelines, and best practices for AI-powered contract review.
• Consistency and Quality Control: Ensure evaluations are objective, detailed, and consistent with established legal standards and task-specific guidelines.

Skills

Transactional Law

Contract Drafting and Review

Contract Redlining

Commercial Agreements

MSA and NDA Review

Legal Research and Analysis

Contract Risk Assessment

Written Communication and Attention to

Job description

This role is for one of our clientsPay: 70-90/hourRole Type: ContractorLocation: Remote

We are seeking a detail-oriented Junior Transactional Attorney for a part-time opportunity at the intersection of legal practice and artificial intelligence. This role is ideal for early-career lawyers with foundational experience in transactional legal work, particularly contract drafting, reviewing, and redlining within the technology or corporate sector.As part of this role, you will contribute your legal expertise to the training and evaluation of advanced AI systems designed for contract review and negotiation. You will assess AI-generated responses to legal scenarios, perform simulated contract negotiations, and provide structured feedback to improve the accuracy, consistency, and quality of AI-driven legal solutions.This position offers an opportunity to apply practical legal judgment to emerging technologies while collaborating with professionals across legal, product, and research teams.

RequirementsKey Responsibilities

• Contract Drafting and Redlining: Perform simulated contract negotiations, review contractual language, and conduct redlining exercises to identify risks and recommend appropriate revisions.
• AI Response Evaluation: Review AI-generated responses to contract-related scenarios and assess their legal accuracy, relevance, completeness, and practical applicability.
• Legal Quality Assessment: Apply defined evaluation frameworks, grading rubrics, and assessment criteria to evaluate AI performance on transactional legal tasks.
• Risk Identification: Identify contractual risks, ambiguous provisions, unfavorable terms, and potential compliance concerns, providing clear recommendations for improvement.
• Feedback and Documentation: Deliver structured, actionable feedback to improve AI models' understanding of contractual language, legal reasoning, and negotiation strategies.
• Cross-Functional Collaboration: Work with product, engineering, and research teams to refine datasets, evaluation guidelines, and best practices for AI-powered contract review.
• Consistency and Quality Control: Ensure evaluations are objective, detailed, and consistent with established legal standards and task-specific guidelines.

Required Qualifications

• 1-3 years of experience in transactional legal work at a law firm or within an in-house legal team.
• Foundational experience in drafting, reviewing, negotiating, and redlining commercial agreements.
• Familiarity with contractual documents such as Master Services Agreements (MSAs), Non-Disclosure Agreements (NDAs), and other commercial contracts.
• Strong understanding of contractual provisions, legal terminology, risk allocation, and negotiation principles.
• Excellent written and verbal communication skills, with exceptional attention to detail.
• Strong analytical and critical-thinking abilities, including the ability to explain legal reasoning and translate it into actionable feedback.
• Interest in legal technology, artificial intelligence, and the application of AI to transactional legal workflows.
• Ability to work independently while collaborating effectively with cross-functional teams in a dynamic environment.

Must-Have Skills

• Transactional Law
• Contract Drafting and Review
• Contract Redlining
• Commercial Agreements
• MSA and NDA Review
• Legal Research and Analysis
• Contract Risk Assessment
• Written Communication and Attention to Detail

Good-to-Have Skills

• Legal AI and Legal Technology
• AI Model Evaluation and Training
• Corporate Law Firm Experience
• Mergers and Acquisitions (M&A)
• Fund Formation
• Contract Negotiation
• Legal Data Annotation and Quality Assessment
• Experience with technology-sector agreements

Preferred Qualifications

• Previous exposure to legal AI products, legal technology platforms, or AI training and evaluation initiatives.
• Internship or professional experience at a corporate law firm.
• Exposure to M&A transactions, fund formation, or other complex corporate legal matters.
• Experience evaluating legal documents against structured criteria or established review guidelines.

Why Consider This Opportunity?

• Work at the intersection of law and technology: Apply your transactional legal expertise to emerging AI applications.
• Influence legal AI development: Help improve how AI systems interpret contracts, identify risks, and support legal decision-making.
• Expand your professional experience: Develop expertise in legal AI evaluation, contract analysis, and technology-enabled legal workflows.
• Collaborate across disciplines: Work with legal, product, and research professionals to improve AI-driven contract review solutions.
• Flexible part-time engagement: Contribute your expertise while maintaining flexibility in your professional schedule.