Head of Payer Sales, Pomelo Care

• 10+ years of experience in enterprise sales, growth, or business development, with at least 4+ years leading a high-performing sales team
• Proven track record of building and managing high-performing sales organizations into a marketplace environment, ideally with a health or wellness orientation
• Strategic thinker who can translate business goals into actionable sales strategies and operational plans
• Exceptional leadership and coaching skills — able to hire, motivate, develop, and retain top-performing team members
• Data-driven and results-oriented, with strong command of sales metrics, forecasting, and operational rigor
• Excellent communication and executive presence; comfortable engaging with C-level stakeholders internally and externally
• Adaptive, entrepreneurial, and pragmatic — you balance vision with disciplined execution

Desirable

• Your North Star: Build, lead, and scale Pomelo’s payer sales organization to expand our impact nationwide
• The Head of Payer Sales will lead a team of Payer Sales Executives responsible for driving growth of new partnerships with health plans
• You will be accountable to drive your team’s performance against partnership goals through efficient management of the full sales cycle by hiring and developing a high-performing, collaborative team, and leveraging data while ensuring consistent performance, coaching, and collaboration across the team
• Lead, hire, and coach a team of Payer Sales Executives to achieve and exceed individual and collective revenue goals
• Operationalize Pomelo’s payer go-to-market strategy, including segmentation, coverage models, and sales playbooks
• Forecast, measure, and report on team and pipeline performance to inform leadership decisions
• Establish clear metrics, rhythms, and accountability for pipeline management, deal progression, and cross-functional collaboration
• Ensure consistent, high-quality storytelling and value articulation across all stages of the buyer journey
• Support team in navigating complex organizational structures within payer accounts to accelerate deal velocity
• Monitor payer market trends, emerging models, and competitive activity to inform strategy
• Represent Pomelo externally at conferences and industry forums, strengthening our brand and visibility among payer stakeholders