Strategic Account Executive, Dex

The role

You will own the full sales lifecycle for Dex, an AI-powered travel companion. This includes identifying opportunities, pitching, closing deals, and growing long-term relationships to define the commercial playbook.

What you will do

• Own the full sales lifecycle
• Identify and pitch opportunities
• Close deals
• Grow long-term relationships
• Define the commercial playbook and partnership strategy
• Drive outbound prospecting and commercial negotiations
• Manage accounts
• Educate buyers on a new kind of experience
• Collaborate with product, growth, operations, and leadership teams

Required qualifications

• 5–8 years of enterprise sales experience
• Strong quota-carrying track record of closing consultative deals
• Experience building pipeline, playbooks, and process from scratch
• Ability to think strategically and prioritize under competing demands
• Ability to collaborate across functions

Nice to have

• Deep fluency with AI tools
• Experience selling into governments, universities, public institutions, or non-profits

Benefits

• Health insurance including dental and vision
• Hybrid work schedule, including 3 days per week in our NYC office
• $250 to set up a productive work environment outside of the office
• $500 Headout Credits
• Unlimited Learning Credits for paid courses and sessions
• Travel across our 9 global offices if your role demands it

About the company

Headout is a fast-growing travel marketplace with $200M+ in revenue. Its mission is to be the easiest, fastest, and most delightful way to head out to real-life experiences.