About The Role:

We are looking for a Director of Payer Contracting to drive market expansion for our Midlife line of business. In this role, you will define our health plan engagement strategy and lead end-to-end contracting from sourcing through signature. Partnering closely with senior payer executives and internal teams, you will leverage deep commercial payer expertise to structure high-impact deals that expand access, optimize margins, and accelerate enterprise growth.

This role reports to the EVP of Commercial Partnerships and can be located anywhere in the continental US.

What you'll do:

• Define payer contracting strategy, including approach to engagement, (re)negotiation & expansion
• Refine & share Pomelo's value proposition with commercial health plans, grounded in cost savings, access, and/ outcomes associated with the (peri)menopause episode of care
• Lead payer contract negotiations directly with health plans from sourcing through signature, structuring deals that balance growth, margin, and long-term partnership
• Build and maintain trusted, senior-level relationships with payer executives who can champion Pomelo internally
• Track the regulatory, competitive, and reimbursement landscape to keep strategy current
• Partner closely with Operations, Finance & Legal teams to pressure-test deal economics and ensure smooth handoffs before & after deals are signer

Who you are:

• 8+ years of experience in payer contracting, payer partnerships, network strategy, and/or business development, with a track record of negotiating and closing contracts directly with health plans.
• Strategic thinker who can move fluidly between big-picture market strategy and the granular term sheet details.
• Skilled, confident negotiator who has led complex commercial negotiations with senior payer stakeholders
• Deep familiarity with payer economics, reimbursement models, and the commercial health plan landscape
• Excellent written and verbal communication skills, with the ability to build a compelling, data-backed narrative and deliver it persuasively to executive audiences.
• Comfortable operating with significant ambiguity in a fast-paced, high-growth startup environment, and able to build a strategy and process from scratch.
• Experience in virtual care / digital health

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We value working across disciplines, moving fast, data-driven decision making, learning, and always putting the patient first.

Benefits and Perks:

• Comprehensive Health, Dental, and Vision coverage for employees and their families
• High deductible Health Plans with Health Savings Account (HSA) options
• Flexible Spending Account (FSA)
• Equity grant participation
• 401(k) program 
• Competitive vacation policy 
• 16 weeks paid parental leave 
• Fully remote work flexibility (within the US)

Compensation:

The expected base salary range for this role is $180,000-$200,000. This role is also eligible for variable compensation, with expected on-target earnings of $240,000-$266,000, and equity, giving you an ownership stake in Pomelo’s mission. Actual compensation may vary based on relevant experience, skills, competencies, and certifications.

At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.