AI Legal Architect: Governance, Commercial & Self-Help

KAYAK; Concord (MA); On-site; USD 125,000 - 150,000; Full time

Benefits offered by this job

Health benefits

Flexible spending account

Retirement benefits

Life insurance

Paid time off

Job summary

KAYAK's Legal & Compliance team seeks an attorney who designs and operates AI-powered legal systems, ensuring governance and compliant product features across the business. You will build scalable agent workflows and serve as primary counsel on AI governance and commercial agreements.

Based in Massachusetts with a few days in Concord/Cambridge offices, you will lead AI risk assessments, author playbooks, and partner with Engineering, IT, and Privacy to advance AI initiatives while maintaining

Qualifications

• J.D. from an accredited law school and active bar admission in good standing in at least one U.S. jurisdiction
• At least 5 years of in-house and/or law firm experience in drafting and negotiating complex commercial/tech/SaaS/data agreements
• Hands-on experience building AI-powered legal systems and workflows
• Working knowledge of AI and data protection law and governance frameworks
• Systems thinking with playbooks, templates and self-service tools
• Ability to explain legal/technical risks to non-lawyers and liaison with engineers

Responsibilities

• Design, build, test, and maintain legal AI agents and automations
• Develop a repeatable agent framework with standards and testing
• Own and evolve the Legal Self-Help Portal for legal intake
• Map legal workflows end-to-end and identify automation opportunities
• Train the Legal & Compliance team on AI tools and prompting
• Represent Legal in AI adoption forums and collaborate with engineering and security
• Lead AI risk assessment and approval process from intake to decision
• Maintain and update Generative AI Policy and playbooks
• Advise on emerging AI regulation and translate into actionable guidance
• Partner on AI vendor diligence and data-use controls
• Draft, review, and negotiate AI/SaaS vendor agreements and MSAs

Skills

In-house experience

AI development

Legal drafting

Plain-English writing

Systems thinking

Engineer liaison

Education

J.D. from accredited law school

Bar admission in US

Tools

APIs

Zapier/Make

Jira automation

Python

Job description

KAYAK's Legal & Compliance team seeks an attorney who designs and operates AI-powered legal systems, ensuring governance and compliant product features across the business. You will build scalable agent workflows and serve as primary counsel on AI governance and commercial agreements.

Based in Massachusetts with a few days in Concord/Cambridge offices, you will lead AI risk assessments, author playbooks, and partner with Engineering, IT, and Privacy to advance AI initiatives while maintaining