Enterprise Sales Leader

KAYAKCambridge, MA
$140,000 - $165,000Remote

About The Position

KAYAK, part of Booking Holdings, is a leading travel search engine that helps people find perfect travel arrangements. They are also developing a corporate travel solution called KAYAK for Business. This role is for an Enterprise Sales Leader, an individual contributor responsible for growing strategic enterprise accounts across the US. The position involves acquiring new enterprise customers, managing sales cycles, negotiating contracts, and collaborating with internal teams to influence product, pricing, and go-to-market strategies for large clients. A background in SaaS travel management software or enterprise travel management sales is required. The role will involve working closely with lead generation, RFP management, and marketing teams.

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
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