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 and vacation package. We’re also transforming business travel with a new corporate travel solution, KAYAK for Business.

As an employee of KAYAK, you will be part of a travel company that operates a portfolio of global metasearch brands including momondo, Cheapflights and HotelsCombined, among others. From start-up to industry leader, innovation is in our DNA and every employee has an opportunity to make their mark. Our focus is on building the best travel search engine to make it easier for everyone to experience the world.

KAYAK is looking for a proactive, adaptable, and highly organized Paralegal, Legal Operations Program Manager to drive essential legal programs while providing support to the Legal team. This role involves balancing program coordination, general paralegal tasks, and providing hands-on support for document management and corporate governance. If you have a strong foundation in both legal technology and operations and are eager to contribute to a dynamic in-house legal department, we’d love to hear from you!

This role will require working from our Concord, MA office on Tuesday and Wednesday, with the flexibility to work from either Concord or Cambridge on Thursday.

In this role, you will:

• Manage day-to-day legal projects and programs across teams and regions, including ownership of ticketing systems, trackers, and program-management tools.

• Assist with drafting and reviewing NDAs and vendor/procurement contracts.

• Support corporate governance and entity maintenance activities.

• Organize, maintain, and archive legal documents and files throughout their lifecycle.

• Schedule and coordinate meetings for the legal team, manage calendars, prepare agendas, and process expenses and invoices.

• Support and help administer legal tools (for example: contract management systems, e-billing, document management).

• Own ad hoc projects consisting of legal strategic initiatives and cross-functional collaboration.

• Assist with litigation matters and perform legal research when needed.

Please apply if you have:

• Minimum of 4+ years of experience in a legal support role, ideally blending specialized legal ops/project management with general paralegal duties.

• Bachelor’s degree or Paralegal Certificate from an ABA-approved program preferred. Non-practicing JD degrees encouraged to apply.

• Proficiency in Google Suite (Docs, Sheets, Slides) and experience with legal technology and AI tools

• Familiarity with Computershare GEMS

• Ability to manage multiple tasks simultaneously, prioritize effectively, and work independently. Must be a team player who gets energized by a fast-paced environment.

• The ability to easily convert legal analysis into relatable terms.

• Delivers structured updates specifying decisions and deadlines.

• A reputation for taking the law seriously, but not yourself!

Benefits and Perks

• Work from (almost) anywhere for up to 20 days per year

• Focus on mental health and well-being:

  • Company-paid therapy sessions through SpringHealth

  • Company-paid subscription to HeadSpace

  • Company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)

  • No meeting Fridays

• Paid parental leave

• Generous paid vacation + time off for your birthday

• Paid volunteer time

• Focus on your career growth:

  • Development Dollars

  • Leadership development

  • Access to thousands of on-demand e-learnings

• Travel Discounts

• Employee Resource Groups

• Competitive retirement and health plans

• Free lunch 2 days per week

• Fun quarterly events such as boat trips, arcades, ski trips, Thursday socials, and more

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 salary range for this Massachusetts based role is $100,000 - $120,000.00.

We offer a competitive base salary and benefits including: 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 benefits. This role is eligible to be considered for an annual bonus and equity grant.

Inclusion

At KAYAK, we want everyone to have the space to grow, share ideas and do great work. That’s why we’re focused on hiring the best talent from all walks of life and experiences, supporting them well and making sure no one feels like they have to fit a mold to belong here.

Need any adjustment for the interview, application or on the job? No problem - just give us a heads-up. We’ve got you.