Transactional Attorney
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Weekday AI
US
Summary
The role involves performing simulated contract negotiations and evaluating AI-generated legal responses to improve model accuracy. You will develop scoring rubrics and collaborate with engineering teams to refine AI training data for legal workflows.
Job Description
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.
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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Founded
2022
Company size
11-50 employees
Industry
Technology, Information and Internet
Org type
Privately Held
Finding a great startup job should not feel like a second job.
Weekday AI brings the most exciting roles from premium YC and VC-backed startups into one place. Our team hand-picks every listing, so you skip the agency spam and the dead links and go straight to companies building things that matter.
Why people use Weekday AI?
Curated roles from premium YC and VC-backed startups
Fresh jobs every week, picked by humans
AI that helps you apply in minutes
Free to join
Your next role should come from a company you are proud to work at. We help you find it.
Browse live roles at jobs.weekday.works
Founded
2022
Company size
11-50 employees
Industry
Technology, Information and Internet
Org type
Privately Held