Enterprise Sales Leader (US-based, remote)

KAYAK

1d • $140,000 - $165,000 • Remote

About The Position

KAYAK, part of Booking Holdings, is a leading travel search engine that helps people find perfect travel arrangements. KAYAK for Business is hiring an Enterprise Sales Leader (US-based, remote) as an individual contributor to own and grow strategic enterprise accounts across the US. This role involves landing new enterprise customers, managing end-to-end sales cycles, negotiating complex contracts, and partnering cross-functionally to shape product, pricing, and go-to-market strategies for large customers. A background in SaaS travel management software or enterprise travel management sales is required. This will be a collaborative role, working closely with teams across lead generation, RFP management, and marketing.

Requirements

• 8+ years selling enterprise travel solutions or SaaS travel management software in the US as an individual contributor with a track record closing large, complex deals.
• Proven ability to manage long sales cycles, negotiate multi-stakeholder contracts and close against procurement processes.
• Strong executive presence; comfortable engaging executive buyers and procurement.
• Data-driven approach to pipeline management and forecasting (Salesforce experience preferred).
• Excellent cross-functional collaboration skills and ability to operate autonomously in a fast-paced environment.
• Ability for occasional travel to customer and company meetings.

Responsibilities

• Own a book of target enterprise accounts and drive new business
• Manage full sales cycle including prospecting, product demos, commercial negotiation and contract close.
• Build account strategies and executive engagement plans (Travel Managers, Procurement, Finance, IT).
• Coordinate internally with Product, Marketing and Customer Success to tailor proposals and onboarding plans.
• Create and maintain accurate forecasting and pipeline reporting for your accounts.
• Represent KAYAK for Business at industry events and run executive-level meetings and briefings.
• Monitor competitors and market trends; provide feedback to product and commercial teams.

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
• 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
• Commission-based compensation
• Health benefits
• Flexible spending account
• Retirement benefits
• Life insurance
• Paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays)
• Parental leave and benefits

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed