Apply on Employer Site

Pomelo Care · 1 day ago

Head of Payer Sales

United States

Full-time

Remote

Director/Executive

$200K/yr - $220K/yr

10+ years exp

Pomelo Care is the national leader in evidence-based healthcare for women and children. They are seeking a Head of Payer Sales to build and lead a team responsible for expanding partnerships with health plans and driving growth through effective sales strategies and team performance management.

Health CareMobile Apps

Responsibilities

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

Qualification

Enterprise sales experienceSales strategy developmentLeadership skillsData-driven decision makingHealth plan knowledgeCoaching skillsCommunicationAdaptability

Required

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

Preferred

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

Benefits

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)