Job Overview
Location
Cambridge Office
Job Type
Full-time
Category
Software Engineering
Date Posted
June 4, 2026
Full Job Description
đź“‹ Description
- • Lead, coach, and develop a high-performing North American advertising sales team to drive revenue growth and achieve ambitious commercial targets.
- • Own and expand KAYAK’s North American advertising revenue by setting strategic goals, identifying growth opportunities, and ensuring team execution against key performance indicators.
- • Build and maintain trusted, long-term relationships with advertising partners, agencies, and travel brands to drive retention, upsell, and new business acquisition.
- • Collaborate with product, marketing, and commercial partnerships teams to design and refine data-informed advertising solutions that align with partner needs and market demands.
- • Analyze performance data and market trends to uncover insights, optimize advertising strategies, and communicate results clearly to senior leadership and external stakeholders.
- • Represent KAYAK as an external ambassador at industry events, partner meetings, and business reviews, showcasing the value and innovation of KAYAK’s advertising offerings.
- • Align ad sales initiatives with the broader NORAM commercial strategy by working cross-functionally with regional teams to ensure cohesive execution and shared objectives.
- • Foster a collaborative, inclusive, and people-first team culture that supports professional growth, well-being, and high performance.
- • Drive innovation in advertising products by leveraging customer feedback, competitive intelligence, and performance metrics to inform product development and positioning.
- • Communicate effectively with both external clients and internal cross-functional teams, ensuring clarity, alignment, and responsiveness across all levels of the organization.
- • Adapt to a fast-paced, evolving digital advertising environment where priorities shift rapidly and cross-team collaboration is critical to success.
- • Maintain a deep understanding of the digital advertising ecosystem, including programmatic buying, DSPs, SSPs, ad formats, and performance metrics in a travel and media context.
- • Contribute to KAYAK’s mission of making travel discovery easier by ensuring advertising solutions enhance, rather than detract from, the user experience.
- • Commit to KAYAK’s values of inclusion, innovation, and customer-centricity by promoting diversity of thought and equitable opportunities within the team.
- • Attend the Cambridge, MA office three times per week to support team cohesion, collaboration, and leadership presence.
🎯 Requirements
- • Demonstrated experience in digital advertising sales, including leading and developing a sales team toward shared revenue goals
- • Strong understanding of the digital advertising ecosystem and evolving industry trends
- • A track record of building and growing advertiser or agency relationships, ideally in a travel, media, or technology environment
- • The ability to use data to understand performance, identify opportunities, and tell a clear story to partners and internal stakeholders
- • Strong communication and relationship-building skills, with comfort engaging both external partners and internal cross-functional collaborators
- • Experience working in a fast-moving environment where priorities shift and cross-team collaboration is essential
🏖️ Benefits
- • Work from (almost) anywhere for up to 20 days per year
- • 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
- • Free lunch 2 days per week
Skills & Technologies
Go
Senior
Onsite
$195k-205k
About Booking Holdings Inc.
Kayak is a travel search engine and booking platform that aggregates fares and rates for flights, hotels, rental cars, and vacation packages from hundreds of travel sites and suppliers. It provides price comparison tools, price alerts, mobile apps, and itinerary management features to help consumers find and organize travel options efficiently. The company operates globally and is headquartered in Stamford, Connecticut.
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