Job Overview
Location
Norwalk Office
Job Type
Full-time
Category
Sales
Date Posted
May 21, 2026
Full Job Description
đź“‹ Description
- • Own and grow a portfolio of strategic enterprise accounts across the U.S. for KAYAK for Business, a corporate travel management solution under Booking Holdings.
- • Manage the full enterprise sales cycle from prospecting and initial outreach to product demonstrations, commercial negotiation, and contract closure for complex B2B deals.
- • Develop and execute tailored account strategies that engage key decision-makers including Travel Managers, Procurement, Finance, and IT stakeholders.
- • Collaborate cross-functionally with Product, Marketing, and Customer Success teams to align proposals, onboarding plans, and product feedback with enterprise customer needs.
- • Maintain accurate and detailed sales forecasting and pipeline reporting using Salesforce, ensuring visibility and alignment with organizational goals.
- • Represent KAYAK for Business at industry events, conferences, and executive-level client meetings to build brand authority and drive relationship growth.
- • Conduct competitive analysis and monitor market trends to provide actionable insights to product and commercial teams for strategic positioning.
- • Build long-term relationships with enterprise clients by delivering value-driven solutions that address compliance, cost savings, and user experience in corporate travel.
- • Operate autonomously in a fast-paced environment while maintaining high standards of execution, accountability, and results-driven performance.
- • Adapt sales approaches to navigate multi-stakeholder procurement processes and close large, complex contracts with enterprise-level organizations.
- • Leverage data-driven methodologies to prioritize pipeline activities, forecast revenue accurately, and optimize conversion rates across the sales funnel.
- • Coordinate with lead generation and RFP management teams to ensure smooth handoffs and timely responses to enterprise requests for proposals.
- • Travel occasionally to meet with clients, attend industry events, or participate in internal company meetings as required.
- • Act as a trusted advisor to enterprise clients by understanding their travel program challenges and positioning KAYAK for Business as the optimal technology solution.
- • Maintain compliance with internal sales processes, CRM hygiene, and reporting standards to ensure organizational scalability and performance tracking.
- • Contribute to shaping go-to-market strategy for KAYAK for Business by sharing customer feedback, pain points, and market opportunities with product and leadership teams.
- • Stay informed on evolving corporate travel regulations, policies, and industry benchmarks to advise clients effectively and maintain competitive advantage.
🎯 Requirements
- • 8+ years of experience selling enterprise travel solutions or SaaS travel management software in the U.S. as an individual contributor with a proven track record of closing large, complex deals.
- • Proven ability to manage long, multi-stakeholder enterprise sales cycles and navigate procurement processes to secure contract approvals.
- • Strong executive presence and experience engaging C-level and senior buyers in Travel Management, Finance, Procurement, and IT functions.
- • Data-driven approach to pipeline management and forecasting, with hands-on experience using Salesforce or similar CRM systems.
- • Excellent cross-functional collaboration skills and ability to operate autonomously in a fast-paced, dynamic environment.
- • Willingness and ability to travel occasionally for client meetings, industry events, and company gatherings.
🏖️ Benefits
- • Work from (almost) anywhere for up to 20 days per year.
- • Company-paid therapy sessions through SpringHealth and a company-paid Headspace subscription for mental health support.
- • Company-wide week off annually where the entire team disconnects and recharges without work pile-up.
- • No meeting Fridays to protect focused work time.
- • Generous paid vacation, paid birthday time off, paid parental leave, and paid volunteer time.
- • Development Dollars, leadership development programs, and access to thousands of on-demand e-learning courses for career growth.
- • Travel discounts for employees and eligibility for commission-based compensation in addition to base salary.
- • Health benefits, flexible spending account, retirement benefits, life insurance, paid sick leave, medical leave, bereavement leave, floating holidays, and paid holidays.
Skills & Technologies
Go
Senior
Onsite
$140k-165k
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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