Remote Medicaid Partnerships Director

Pomelo Care; Northern (KY); Hybrid; USD 165,000 - 185,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision coverage

HSA options

FSA

Equity grant

401(k) program

Paid time off

Remote work flexibility

Job summary

Pomelo Care is seeking a Strategic Partnerships Director to drive Medicaid health plan growth. You will own the end-to-end sales cycle, source and close multi-year ACV deals, and build a scalable partner network across the continental US.

This role requires navigating complex stakeholder ecosystems, delivering ROI-focused proposals, and coordinating with executives to win contracts in a fast-moving, mission-driven startup.

Qualifications

• 5+ years of experience in an enterprise sales, growth, or business development role, with at least 2 years of experience selling into health plans
• Demonstrated track record of closing complex deals $500k-$1M+ ACV
• Deep understanding of health plan priorities - you know how to identify economic buyers, decision makers, influencers and how to navigate deals with 20+ stakeholders
• Energized by the autonomy and scope of working at a growth-stage company that is scaling rapidly

Responsibilities

• Own the full sales cycle - from conference networking and outreach to leading sales calls to structuring contracts and closing deals
• Build and manage a robust pipeline of Medicaid health plan opportunities
• Navigate complex stakeholder environments, building relationships with C-suite executives, VP-level champions and operational decision makers
• Develop compelling presentations, proposals and ROI frameworks tailored to each plan’s priorities
• Analyze pipeline data and continuously refine go-to-market processes to improve win rates and shorten cycles
• Travel to conferences and in-person meetings to build trusted relationships with health plan leaders - Q1 and Q2 travel ~25%, Q3 and Q4 ~50%

Skills

Enterprise sales

Growth

Business development

Health plan sales

Pipeline management

Deal closing

Stakeholder management

Presentations

Data-driven

Travel readiness

Job description

Pomelo Care is seeking a Strategic Partnerships Director to drive Medicaid health plan growth. You will own the end-to-end sales cycle, source and close multi-year ACV deals, and build a scalable partner network across the continental US.

This role requires navigating complex stakeholder ecosystems, delivering ROI-focused proposals, and coordinating with executives to win contracts in a fast-moving, mission-driven startup.