Job Description

KAYAK, part of Booking Holdings (NASDAQ: BKNG), is a 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 at our core 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 an Executive Operations Partner who is equal parts operational backbone and air-traffic controller for our leadership team. This isn’t a traditional assistant role. You’ll be the person who builds the structure, keeps it running, and makes sure our executives are working on the right things at the right time.

Think of this as the bridge between a seasoned Executive Assistant and a light-touch Chief of Staff. You’ll own the systems, rhythms, and follow-through that keep our execs effective: meetings are prepared, decisions are captured, next steps are clear, and nothing falls through the cracks.

Do you love order, thrive on complex logistics, and enjoy turning chaos into clean, efficient processes to drive accountability? Then this role is for you!

Please note, this role will be required to work from our Norwalk, CT office at least 3 days per week.

In This Role, You Will

• Own day-to-day support for one or more senior leaders (e.g., CEO staff, C-suite, or functional heads), acting as a trusted partner on priorities, time, and information flow.
• Maintain a clear view of what’s on their plate (meetings, projects, deadlines) and proactively adjust plans as priorities shift.
• Manage complex, fast-moving calendars with an eye toward impact, not just availability.
• Ensure key meetings have clear agendas, goals, and the right attendees, and that materials are ready and shared in advance.
• Coordinate leadership meetings, off-sites, and recurring rhythms (staff meetings, business reviews, All Hands), including logistics, setup, and pre-reads.
• Prepare and organize decks, briefs, and background materials so executives are fully prepared
• Attend meetings as needed to capture decisions, owners, and due dates, and convert notes into clean, actionable items.
• Create and improve simple systems (trackers, templates, dashboards) that support follow-up and timelines.
• Own the task tracking ecosystem (e.g., Asana, Jira, Sheets, or similar) for supported executives and their leadership teams .
• Log, update, and close out actions from meetings, emails, and conversations.
• Proactively follow up on overdue items and escalate responsibly when needed , keeping leaders informed
• Plan and align travel, meetings, and logistics so executives can stay focused on content.
• Organize shared drives, folders, and workspaces; keep documents consistently labeled and easy to find
• Keep org charts, distribution lists, and stakeholder maps current and accessible for executive use.
• Ensure compliance with meeting minutes recording, attendance logging, and other corporate governance requirements, as requested.
• Handle sensitive and confidential information with discretion and good judgment.
• Identify broken or manual processes and propose simple, scalable fixes; .standardize templates for recurring meetings, status updates, and readouts
• Partner with People, Finance, Communications, Legal, and other teams on cross-functional projects as needed.

Please Apply If You Have

• A talent for creating and maintaining structure and clarity in information and process
• Comfort managing many moving parts without losing calm or accuracy.
• 5+ years of experience supporting senior leaders as an Executive Assistant, Executive Business Partner, Chief of Staff, or similar role in a fast-paced environment (tech or high-growth companies a plus).
• Demonstrated success managing executive calendars, leadership meetings, and cross-functional follow-up at scale.
• High proficiency with Google Workspace (Gmail, Calendar, Docs, Sheets, Slides) and collaboration tools like Slack and Zoom; strong comfort with task and project management tools (e.g., Asana, Jira, Monday.com, Notion, or similar).
• Quick to learn new systems and how to keep them clean and usable.
• Excellent judgment when handling confidential information and sensitive topics.
• The confidence to request clarity and hold senior stakeholders accountable for actions and deadlines — respectfully and constructively.
• Clear written and verbal communication skills, able to turn messy inputs into concise summaries and action lists.
• A collaborative mindset, low ego, and high ownership; willing to work both strategic and detailed levels
• Openness to working with distributed teams across time zones

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 happy hours, 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 range for this Connecticut based role is $100,000 - $130,000.00 .

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.

Note for Connecticut Residents: To receive estimated salary range information for this role pursuant to Connecticut's "An Act Concerning the Disclosure of Salary Range for a Vacant Position", email ***email_hidden***. You must include the name of the position in your request.

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

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