Junior Transactional Attorney

Weekday AI; United States; Remote; USD 96,000 - 124,000; Part time

Benefits offered by this job

Flexible schedule

Job summary

Weekday AI is seeking a Junior Transactional Attorney for a remote, part-time contract role. You will draft, review, and redline commercial agreements and contribute to AI training programs by evaluating machine-generated contract responses.

Ideal for early-career lawyers with 1–3 years of transactional experience who can work independently while coordinating with product and research teams to improve AI-driven contract review workflows.

Qualifications

• 1–3 years of experience in transactional legal work at a law firm or in-house legal team.
• Foundational experience in drafting, reviewing, negotiating, and redlining commercial agreements.
• Familiarity with MSAs, NDAs, and other commercial contracts.
• Strong understanding of contractual provisions, risk allocation, and negotiation principles.
• Excellent written and verbal communication skills with attention to detail.
• Strong analytical and critical-thinking abilities, with ability to explain legal reasoning and provide actionable feedback.
• Interest in legal technology, AI, and applying AI to transactional workflows.

Responsibilities

• Contract Drafting and Redlining: perform simulated contract negotiations, review language, and identify risks.
• AI Response Evaluation: review AI-generated contract responses for accuracy and practicality.
• Legal Quality Assessment: apply evaluation frameworks and rubrics to assess AI performance on transactional tasks.
• Risk Identification: identify contractual risks and unfavorable terms with clear recommendations.
• Feedback and Documentation: provide structured feedback to improve AI models' understanding of contract language and negotiation strategies.
• Cross-Functional Collaboration: work with product, engineering, and research teams to refine datasets and guidelines.
• Consistency and Quality Control: ensure evaluations are objective and align with legal standards.

Skills

Contract Drafting

Contract Review

Contract Redlining

Legal Reasoning

Written Communication

Attention to Detail

Independent Work

Job description

This role is for one of our clients

Pay: 70–90/hour

Role Type: Contractor

Location: 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.

Key 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.