Strategic Account Executive, Dex
Headout is seeking a Strategic Account Executive for Dex, its AI-powered travel companion, to join the New York team. This role involves leading the commercialization of Dex, a novel product in the travel industry, by managing the entire sales lifecycle and establishing new revenue streams. The position offers significant autonomy and direct exposure to leadership, reporting to the General Manager of North America.
In this role, you will be responsible for identifying and pursuing new business opportunities, negotiating and closing deals, and nurturing long-term client relationships. You will also play a key role in defining the commercial strategy and partnership approach for Dex, collaborating with cross-functional teams to drive growth and market adoption.
Ideal candidates will have 5–8 years of enterprise sales experience with a proven track record of closing significant, consultative deals. Experience in launching new products or markets, along with the ability to navigate ambiguity and build scalable processes, is essential. Fluency with AI tools and the ability to sell AI products are strong advantages.
The compensation package includes a base salary ranging from $175,000 to $275,000, depending on experience, along with equity through the Employee Stock Option Plan (ESOP). Additional benefits encompass health insurance (including dental and vision), a hybrid work schedule with three days per week in the New York City office, a $250 stipend for setting up a productive work environment, $500 in Headout Credits for experiences worldwide, unlimited learning credits for professional development, and opportunities for travel across global offices as required.
Headout is a rapidly growing company with over $200 million in revenue and a presence in more than 700 cities. The company fosters a culture of ownership, craftsmanship, and impact, encouraging employees to do their best work and solve challenging problems. Joining Headout offers the opportunity to be part of a dynamic team that is reshaping the travel industry.