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Role Description

This role involves leading the Health Plan Sales team at Headspace, focusing on expanding access to mental health and wellbeing solutions across various health plans.

• Own and exceed quota by securing new strategic partnerships with regional and national health plans.
• Proactively identify market trends and customer challenges to develop innovative solutions.
• Design and lead scalable, end-to-end payer sales processes.
• Build and maintain trusted relationships with senior executives within payer organizations.
• Collaborate closely with Market Development, Health Plan Strategy, and Product teams.
• Partner with ecosystem partners and health plan innovation teams to co-develop pilots.
• Serve as a strategic expert in the behavioral health and digital health payer landscape.
• Provide accurate forecasting and pipeline analytics to inform payer growth strategy.
• Represent Headspace at key payer and digital health industry events.
• Collaborate with sales leadership to identify departmental growth opportunities.
• Travel as needed (~30%) to advance key deals and attend in-person meetings or events.

Qualifications

• 8+ years of experience selling digital health, behavioral health, or population health solutions.
• Proven ability to sell complex solutions into health plan executives.
• Deep understanding of the U.S. payer ecosystem, including various lines of business.
• Strong consultative selling, negotiation, and executive presence.
• Ability to navigate complex payer stakeholder landscapes.
• Demonstrated ability to identify process and implementation gaps within payer organizations.
• Experience applying design thinking principles to sales challenges.
• Excellent communication skills—both written and verbal.
• Highly self-motivated, organized, and goal-oriented.

Requirements

• Existing executive relationships within regional and national health plans, PBMs, or health system partners.
• Experience working in a mission-driven or healthcare-focused organization.
• Familiarity with mental health or behavioral health terminology and delivery models.

Benefits

• Base salary range of $136,800-$200,000 + quarterly variable + equity + benefits.
• Comprehensive healthcare coverage.
• Monthly wellness stipend.
• Retirement savings match.
• Lifetime Headspace membership.
• Generous parental leave.