Job Overview
Location
Norwalk 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 foster professional development
- • Own and grow KAYAK’s North American advertising revenue by setting ambitious targets and ensuring team delivery against them
- • Build and sustain trust-based relationships with advertising partners, agencies, and travel brands to expand business and retain key accounts
- • Collaborate with product, marketing, and commercial partnerships teams to design data-informed advertising solutions that meet partner needs and market demands
- • Analyze performance data and market insights to identify growth opportunities, address performance gaps, and communicate results clearly to senior leadership and external partners
- • Represent KAYAK at industry events, partner meetings, and business reviews as the primary ambassador for KAYAK’s advertising offerings
- • Align ad sales strategy with the broader NORAM commercial team’s objectives to ensure cohesive regional execution
- • Drive innovation in advertising products by translating partner feedback and market trends into actionable product and strategy recommendations
- • Maintain a collaborative, inclusive team culture that reflects KAYAK’s values and supports the wellbeing and growth of team members
- • Commute to the Norwalk, CT office three times per week to facilitate in-person collaboration and team leadership
- • Work cross-functionally across departments to integrate advertising sales efforts with overall business strategy and customer success initiatives
- • Use data to tell compelling stories that influence internal decision-making and strengthen partner confidence in KAYAK’s advertising platform
- • Stay current on digital advertising ecosystem trends, including evolving technologies, buyer behaviors, and competitive dynamics in travel and media
- • Foster a people-first leadership approach focused on team development, psychological safety, and long-term career growth
🎯 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
- • Free lunch 2 days per week
- • Paid parental leave
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
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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