Senior Director, Product - Apps, AI, and Customer Acquisition & Retention

at KAYAK Cambridge 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, cruise, or vacation package. We’re also transforming the in-travel experience with our app and new accommodation software. For more information, visit www.KAYAK.com.

As an employee of KAYAK, you will be part of a global network that includes OpenTable and KAYAK's portfolio of metasearch brands including Swoodoo, checkfelix, momondo, Cheapflights, Mundi and HotelsCombined. Many employees are dedicated to one brand, but we all have the benefit of using each others strengths and insights. Together, we're able to help people experience the world through dining and travel.

KAYAK is seeking a pragmatic and data-driven Senior Director of Product Management to lead our Apps, AI, and Customer Acquisition & Retention Teams! In this position, you will manage the innovation and development of some of KAYAK's most groundbreaking products like Trips, Price Alerts, and our AI roadmap (e.g. Ask Kayak Explore). This role requires a strong executive presence, technical savviness, and extensive travel domain and product management expertise. You will drive innovation, efficiency, and market-driven strategies to solve critical business challenges and exceed customer expectations.

This role will be required to split time working from our Concord & Cambridge, MA offices at least 3 days per week.
In this role, you will:

• Lead product strategy for AI, Apps, & Customer Acquisition and Retention, aligning with the overall company vision and cross functional stakeholders.
• Drive the execution of the product roadmap, ensuring timely and high-quality delivery.
• Utilize data-driven insights from market trends, customer feedback, and the competitive landscape to inform product priorities and decisions.
• Simplify complex problems and present clear, actionable solutions.
• Foster a culture of ambitious and fast-paced execution, relentless in the drive for impact across teams and functions
• Mentor and develop a high-impact team of product managers, ensuring excellence in PM artifacts (roadmaps, backlogs, PRDs) and data-driven decision making.
• Collaborate cross-functionally with Engineering, Design, Marketing, and Commercial teams to understand feedback and discuss trade-offs.
• Ensure all product managers are deeply familiar with key usage metrics and can use this data to drive decisions.
• Conduct market research to stay up-to-date with industry trends and inform product development decisions.
• Act as a storyteller, effectively communicating product vision and strategy across the company and to external stakeholders.

Please apply if you have:

• Undergraduate degree in computer science, engineering, finance, economics, or related disciplines. MBA preferred.
• 10+ years of proven experience in product management, with a preference for candidates with experience in Apps and/or Travel and a record of growth in responsibilities; half of which leading a product team
• Strong executive presence with exceptional written and verbal communication skills.
• Proven track record articulating a team vision and translating technical concepts into broadly understood material.
• Ability to navigate ambiguity and organizational complexities, moving seamlessly from high-level strategy to detailed problem solving.
• Market-driven approach with a strong understanding of best-in-class companies in e-commerce, mobile, and travel.
• Technical savviness and the ability to drive AI and innovation initiatives.
• Demonstrated experience data motivated decision-making and project management

Are you passionate about travel, AI, and building outstanding user experiences? Then join us at KAYAK and help shape the future of travel!
Benefits & Perks

• 4 weeks paid vacation
• Day off on your birthday
• Generous retirement plans
• Awesome health, dental and vision insurance plans
• Flexible Spending Accounts
• Headspace subscription
• No Meeting Fridays
• Drinks, coffee, snacks, games etc
• Catered lunches three times a week
• Flexible hours
• Regular team events/excursions
• Universal paid parental leave

Diversity and Inclusion
We aspire to have a workplace that reflects all of the diverse communities we serve. We know that when we have diverse teams we produce more creative ideas, products, and better outcomes for our team members. OpenTable/KAYAK is proud to be an Equal Opportunity Employer and we welcome and encourage candidates from all backgrounds and experiences to apply for roles on our team. Whoever you are, just be you.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform job responsibilities, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

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