Kayak

Counsel - AI (Innovation & Trust), Commercial & Procurement

Concord Office. Posted 5 days ago

The role

This role involves designing and operating AI-powered legal systems and serving as primary counsel on AI governance, commercial agreements, and product compliance. You will build legal AI agents to automate recurring processes and advise on AI-enabled product features.

What you will do

  • Design, build, test, and maintain legal AI agents and automations
  • Build a repeatable agent framework for prompt design, testing, and versioning
  • Own and evolve the Legal Self-Help Portal
  • Map legal workflows to decide what should be automated or templated
  • Train and coach the Legal & Compliance team on AI tools and prompting
  • Represent Legal in company-wide AI adoption forums
  • Lead KAYAK's AI risk assessment and approval process
  • Lead or co-lead the AI Governance Committee
  • Maintain and update KAYAK's Generative AI Policy and playbooks
  • Draft, review, and negotiate commercial agreements including MSAs, SOWs, and AI/SaaS vendor agreements

Required qualifications

  • J.D. from an accredited law school
  • Active bar admission in good standing in at least one U.S. jurisdiction
  • At least 5 years of experience in-house and/or at a law firm, including drafting and negotiating complex commercial, technology, SaaS, or data agreements
  • Hands-on experience building with AI, including designing and shipping working agents, assistants, or automated workflows
  • Demonstrated comfort with scripting, low-code tools, or automation (e.g., Python, JavaScript, APIs, Zapier/Make, Jira automation)
  • Working knowledge of AI and data protection law and governance frameworks (e.g., EU AI Act, GDPR, U.S. state privacy and AI laws, NIST AI RMF)
  • Systems thinking
  • Comfort with technical detail regarding data flows, model behavior, integrations, APIs, and access controls
  • Clear, plain-English writing
  • Good judgment and high integrity
  • Ability to balance many matters at once, reprioritize quickly, and work proactively and independently

Nice to have

  • IAPP certification (AIGP, CIPP/US, CIPP/E, or CIPT)
  • A background in legal operations, product, or engineering
  • Experience with legal tech such as CLM, intake and ticketing, contract analytics, and enterprise AI platforms
  • Experience with B2B travel, marketplace, or platform businesses, or with a multi-brand corporate group
  • Multi-jurisdictional experience

Benefits

  • health benefits
  • flexible spending account
  • retirement benefits
  • life insurance
  • paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays)
  • parental leave benefits

About the company

KAYAK is a leading travel search engine and part of Booking Holdings. It operates a portfolio of global metasearch brands including momondo, Cheapflights and HotelsCombined.