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



Software Engineering, Legal, Operations, Data Science
United States · Remote
Posted on Thursday, June 13, 2024

KAYAK, part of Booking Holdings (NASDAQ: BKNG), is the world’s leading travel search engine. With billions of queries across our platforms, we help people find their perfect flight, stay, rental car, cruise, or vacation package. We’re also transforming the in-travel experience with our app and new accommodation software. For more information, visit

As an employee of KAYAK, you will be part of a global network that includes OpenTable and KAYAK's portfolio of metasearch brands including Swoodoo, checkfelix, momondo, Cheapflights, Mundi and HotelsCombined. Many employees are dedicated to one brand, but we all have the benefit of using each others strengths and insights. Together, we're able to help people experience the world through dining and travel.

This full-time role may be fully-remote or be based in any one of our KAYAK or OpenTable offices. This exciting role as a member of the KAYAK/OpenTable legal team will involve drafting, negotiating and reviewing commercial, procurement/vendor, and real estate agreements, and liaising with internal business team members across the world to understand their needs. The role will also involve advising on commercial, real estate, and certain global regulatory issues that impact the business. An imperative, business-critical aspect of this role requires a technological forward-thinking attorney with an eagerness to embrace, learn, utilize, and champion artificial intelligence (AI) tools to improve efficiencies and train/educate the KAYAK/OpenTable legal team on this rapidly evolving technology. This role requires an organized, detail-oriented, and highly efficient individual with good judgment, a strong work ethic, and the ability to excel in a fast-paced environment and great interpersonal skills.

In this role, you will:

  • Draft, review and negotiate inbound and outbound agreements, including client and partnership commercial agreements, licensing, real estate leases and ancillary documents, vendor agreements (IT, SaaS, services, sales, product), and other agreements

  • Provide sound and timely advice to business partners regarding legal and other risks and recommending strategic solutions and alternatives

  • Embrace, learn, apply, and champion AI tools in an in-house legal department

  • Enable adoption of AI tools to improve efficiencies and ensure compliance with legal, regulatory, contractual, and security requirements

  • Lead, coordinate, and improve internal AI usage review processes and educate our team and employees on technical, legal, and regulatory developments

  • Research and advise on unique legal issues impacting the companies

  • Conduct thorough review and analysis on various product and features initiatives and craft guidance to ensure compliance with legal and regulatory requirements

  • Provide legal counsel on a variety of topics as the need arises

Please apply if:

  • JD from a nationally or internationally-recognized law school

  • Admission to a State Bar

  • Minimum of 4-5 years’ experience reviewing complex contracts and working directly with partners throughout an organization including commercial sales, real estate, product, and engineering, preferably within a technology company

  • Proven track record of building trusted relationships with internal business stakeholders

  • Humble and egoless team player with a sense of levity and humor

  • Ability to review, analyze, draft and negotiate complex contractual terms

  • Strong communication skills, and the ability to communicate and explain complex legal issues to various business partners

  • Forward-thinking legal technologist passionate about artificial intelligence and its integration within a legal department

  • Ability to navigate technical details and quickly learn and adopt new technologies

  • Exceptional facility with spotting issues, assessing and communicating risks, making common-sense decisions in the face of ambiguity, and finding flexible/creative solutions to achieve business goals

  • Ability to balance multiple matters simultaneously and to respond quickly to shifting priorities under tight deadlines

  • Highly motivated and resourceful with the ability to work proactively and independently

  • Excellent judgment, high integrity, and strong verbal and written communication skills, interpersonal skills, and a “can-do” attitude

  • Adaptability and openness to taking on tasks in new or unfamiliar areas of the law

  • Language skills and/or multijurisdictional experience a plus (but not required)


  • Generous paid vacation

  • Day off on your birthday

  • Company matched retirement plans

  • Health, dental and vision insurance plans

  • Flexible Spending Accounts

  • Headspace Subscription

  • Drinks, coffee, snacks, games etc.

  • Weekly Catered Lunches

  • Free massages from professional massage therapists

  • Universal Paid Parental Leave

There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this United States located role is $140,000 - $185,000.

In addition to a competitive base salary, roles are eligible for additional compensation and benefits including: annual cash bonus; 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); and parental leave and benefits.

Diversity and Inclusion

We aspire to have a workplace that reflects all of the diverse communities we serve. We know that when we have diverse teams we produce more creative ideas, products, and better outcomes for our team members. OpenTable/KAYAK is proud to be an Equal Opportunity Employer, and we welcome and encourage candidates from all backgrounds and experiences to apply for roles on our team. Whoever you are, just be you.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform job responsibilities, and to receive other benefits and privileges of employment. Please contact us to request accommodation.