Director of Payer Sales

Wider Circle

1d•$115,000 - $125,000

About The Position

Wider Circle is seeking a Director of Payer Sales to accelerate new business growth across Medicare Advantage, D-SNP, and Medicaid. This is a hunting role focused on building pipeline from scratch, prospecting, and navigating health plan sales cycles from initial conversations through signed contracts. The role owns new-logo acquisition with named health plans, using an existing network and proactive prospecting to build relationships with executive decision-makers and expand Wider Circle’s payer footprint. The Director will develop and execute account and opportunity plans, present Wider Circle’s solutions in alignment with payer priorities, and provide market feedback to senior leadership. The position requires strong knowledge of payer sales and government program markets, a record of directly sourced payer deals, and the ability to work autonomously in a fast-paced, growth-stage startup environment. The expected base salary is $115,000–$125,000 per year, plus uncapped performance-based bonuses tied to closed deals. Actual compensation depends on experience, qualifications, and location.

Requirements

Bachelor’s degree or equivalent professional experience.
At least 7 years of B2B sales and business development experience in healthcare technology and/or health insurance services.
Proven experience selling into Medicare Advantage, D-SNP, and Medicaid payer markets, with a record of closing new business with payers directly sourced by the candidate.
Familiarity with payer Medicare Marketing and Sales processes, including how health plans evaluate and contract with marketing and member engagement vendors.
An established network of payer-industry contacts, including executive leadership at MCOs and health plans.
Comfort prospecting, cold calling, and generating new opportunities rather than relying solely on inbound leads or existing relationships.
Experience selling high-value, complex service offerings through lengthy, multi-stakeholder sales cycles across multiple states.
Comfort working with high autonomy and accountability in a fast-paced, growth-stage startup environment.
Strong command of Salesforce and discipline in keeping pipeline data current and accurate.
Excellent presentation, written, and verbal communication skills.
Deep understanding of the health payer and care management landscape, particularly government program lines of business.

Responsibilities

Build and manage a robust new-business pipeline of payer prospects across Medicare Advantage, D-SNP, and Medicaid lines of business.
Prospect for new opportunities through cold calling, email, networking, and existing industry relationships to meet decision-makers.
Own the full sales cycle from initial positioning and outreach through contracting.
Develop and execute account and opportunity plans for target payers, tracked and maintained in Salesforce.
Build and nurture relationships with executives and senior leaders at MCOs and health plans.
Deliver compelling in-person and virtual presentations that align Wider Circle’s solutions with payer strategic objectives, including star ratings, member engagement, and health outcomes.
Maintain working knowledge of Medicare Marketing and Sales processes, CMS marketing guidelines, and how payers structure and evaluate marketing and sales vendor partnerships.
Attend industry events to build visibility, generate relationships, and meet prospects.
Provide market feedback to senior leadership on competitive dynamics, product-market fit, and emerging opportunities across payer segments.
Meet or exceed assigned targets for new-business sales volume and other key performance objectives.
Maintain accurate, current pipeline and activity records in Salesforce to provide leadership visibility into forecast and progress.