Strategic Account Executive, Dex
New York · USD 175,000-275,000 · 5-8 years experience · Full-time · Hybrid · Posted Oct 15, 2026
At a glance
- Experience
- 5-8 years experience
- Employment
- Full-time
- Workplace
- Hybrid
- Location
- New York
- Salary
- USD 175,000-275,000 · OTE
About the role
- Dex is Headout's AI-powered travel companion that transforms how visitors experience the world's most iconic venues.
- As a Strategic Account Executive in New York, you will take Dex to market and own net-new revenue from day one.
- You will own the full sales lifecycle—identifying and pitching opportunities, closing deals, and growing long-term relationships while helping define the commercial playbook.
Responsibilities
- Own the full sales lifecycle, identifying and pitching opportunities, closing deals, and growing long-term relationships.
- Help define the commercial playbook, partnership strategy, and expansion opportunities from the ground up as the founding commercial hire for Dex.
- Drive outbound prospecting and commercial negotiations.
- Manage accounts and drive long-term growth.
- Educate buyers on a genuinely new kind of experience and create demand where none existed.
- Work across international markets and collaborate closely with teams across product, growth, operations, and leadership.
Requirements
- Bring 5–8 years of enterprise sales experience and a strong quota-carrying track record of closing meaningful, consultative deals.
- Own the full cycle from first touch to signature.
- Have built from zero, sold something new before, launched a product, opened a market, or created demand where none existed.
- Bring structure to ambiguity, think strategically, prioritize well under competing demands, and bring clarity to situations where the path isn't defined.
- Collaborate across functions with product, operations, marketing, and leadership teams to execute sales initiatives end-to-end.
Preferred qualifications
- Deep fluency with AI tools and the credibility to sell an AI product with real depth, including genuine curiosity about and daily use of AI.
- Experience selling into governments, universities, public institutions, or non-profits.
Benefits
- Health insurance including dental and vision
- Equity through our ESOP program
- $250 to set up a productive work environment outside of the office
- $500 Headout Credits to experience Headout's experiences around the world
- Unlimited Learning Credits for paid courses and sessions to aid your learning and growth
- Travel across our 9 global offices if your role demands it
Workplace
- Hybrid work schedule, including 3 days per week in the NYC office.
Skills
- AI Tools
- Sales
- Outbound Prospecting
- Account Management
- Commercial Negotiations
