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Head of Payer Sales

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Pomelo Care

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Location:
United States

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Category:
Sales

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Contract Type:
Not provided

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Salary:

200000.00 - 220000.00 USD / Year
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Job Description:

Build, lead, and scale Pomelo’s payer sales organization to expand our impact nationwide. Lead a team of Payer Sales Executives responsible for driving growth of new partnerships with health plans. Accountable to drive team’s performance against partnership goals through efficient management of the full sales cycle.

Job Responsibility:

  • 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

Requirements:

  • 10+ years of experience in enterprise sales, growth, or business development
  • 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

Nice to have:

  • 4+ years leading teams selling into health plans
  • Experience scaling a sales team at a high-growth startup
  • Deep network within national and regional health plans
  • Familiarity with Medicaid, managed care, or value-based contracting
What we offer:
  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

Additional Information:

Job Posted:
January 09, 2026

Employment Type:
Fulltime
Work Type:
Remote work
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