Senior Director, Ad Sales

KAYAK

Senior Director of Ad Sales driving revenue growth at KAYAK while leading high-performing sales teams. Focused on building relationships with partners and refining advertising solutions for the market.

Posted 6/3/2026full-timeNorwalk • Connecticut • 🇺🇸 United StatesSenior💰 $200,000 - $220,000 per yearWebsite

About the role

Key responsibilities & impact

Lead, coach, and develop a high-performing ad sales team, creating an environment where people can grow and do their best work
Own and grow KAYAK's North American advertising revenue, setting ambitious goals and driving the team to deliver against them
Build and sustain strong, trust-based relationships with advertising partners, agencies, and travel brands
Collaborate closely with product, marketing, and commercial partnerships teams to develop compelling, data-informed advertising solutions that meet partner needs
Use performance data and market insights to identify opportunities, refine strategy, and communicate results clearly to senior leadership and partners
Represent KAYAK externally at industry events, partner meetings, and business reviews, serving as an expert ambassador for KAYAK's advertising offering
Work cross-functionally with the broader NORAM commercial team to align ad sales efforts with KAYAK's overall regional strategy
Contribute to a collaborative, inclusive team culture that reflects KAYAK's values

Requirements

What you’ll need

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 — equivalent experience in adjacent industries is warmly considered
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
A thoughtful, people-first approach to leadership — you care about the growth and wellbeing of the people you work with

Benefits

Comp & perks

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
Paid parental leave
Generous paid vacation + time off for your birthday
Paid volunteer time
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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

digital advertising salesdata analysisrevenue growth strategyperformance data utilizationadvertising solutions development

Soft Skills

leadershipcoachingrelationship buildingcommunicationcollaborationadaptabilitypeople-first approach