Sales Executive (Enterprise)

Join Headspace, a leading mental health and wellbeing solutions provider, as a Sales Executive focused on enterprise sales. In this role, you will drive market development, build relationships with senior leaders in HR and benefits, and contribute to the success of Headspace's B2B business. You will manage the full-cycle sales process, cultivate trusted relationships, and represent Headspace at industry events. This position offers a comprehensive benefits package, including medical, dental, and vision healthcare plans, paid parental leave, flexible paid time off, and a 401K with company match.

• Acquérir de nouveaux clients en fermant des contrats multi-produits de grande valeur.
• Gérer l'ensemble du processus de vente, de la prospection à la négociation et à la conclusion.
• Cultiver des relations de confiance avec les dirigeants des ressources humaines et des équipes de bien-être.
• Comfortable using CRM tools like Salesforce to manage pipeline and forecast accurately
• Excellent communication skills—both written and verbal—and comfort developing business cases and delivering compelling presentations
• Proven ability to sell complex solutions into HR/Benefits departments at large employers, ideally with deal sizes over $500,000 in annual contract value
• Strong consultative selling, negotiation, and executive presence with the ability to navigate long and strategic sales cycles
• 8+ years of experience in enterprise, digital health, or benefits solution sales with a strong track record of exceeding quotas
• Deep understanding of the U.S. employer benefits ecosystem, including mental health, employee assistance programs (EAP), and wellbeing trends
• Ability to manage multiple stakeholders, including HR, Finance, Procurement, and external brokers/consultants
• Demonstrated ability to identify process gaps and implement improved sales methodologies that enhance team effectiveness and customer outcomes
• Highly self-motivated, organized, and goal-oriented with a bias for action in a fast-paced, high-growth environment
• Experience applying design thinking principles to sales challenges, with the ability to challenge assumptions and continuously improve sales approaches
• Existing relationships within the benefits consulting or brokerage ecosystem
• Experience working in a mission-driven or healthcare-focused organization
• Familiarity with mental health or behavioral health terminology and delivery models