kayak - Enterprise Sales Leader (US-based, remote)
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 • Focus on mental health and well-being: • Company-paid therapy sessions through SpringHealth • Company-paid subscription to HeadSpace • 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 • There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this Remote US role is $140,000 - 165,000.00. • 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. • 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. • Need any adjustments for the interview, application or on the job? No problem - just give us a heads-up. We’ve got you.
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