Enterprise Sales Leader

Job Overview

KAYAK for Business is hiring an Enterprise Sales Leader as an individual contributor to own and grow strategic enterprise accounts across the US. You will be responsible for 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 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.

• 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.

• 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.

• Work from (almost) anywhere for up to 20 days per year
• Focus on mental health and well‑being:
  • Company-paid therapy sessions through Spring Health
  • Company-paid subscription to Head Space
  • 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
• Focus on your career growth:
  • Development Dollars
  • Leadership development
  • Access to thousands of on-demand e-learnings
• Travel Discounts
• Employee Resource Groups

Salary: $140, (Connecticut based role). In addition to a competitive base salary, roles are eligible to be considered for additional compensation and benefits including: 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); and parental leave and benefits.

Note for Connecticut Residents:
To receive estimated salary range information for this role pursuant to Connecticut's "An Act Concerning the Disclosure of Salary Range for a Vacant Position", email  You must include the name of the position in your request.

At KAYAK, we want everyone to have the space to grow, share ideas and do great work. That’s why we’re focused on hiring the best talent from all walks of life and experiences, supporting them well and making sure no one feels like they have to fit a mold to belong here.