Wider Circle

Community-based health and social engagement

Director of Payer Sales

Account ExecutiveConfirmed live in the last 24 hours

Full-timeRemote in USARemote

About the Job

Requirements

A bachelor's degree or equivalent professional experience is required.
At least 7 years of B2B sales and business development experience within healthcare technology and/or health insurance services is required.
Proven experience selling into payer markets, including Medicare Advantage, D-SNP, and Medicaid, with a track record of closing new business with payers directly sourced is required.
Familiarity with the Medicare Marketing and Sales process at payers, including how health plans evaluate and contract with marketing and member engagement vendors, is required.
An established network of contacts across the payer industry, including executive leadership at MCOs and health plans, is required.
The candidate must be comfortable 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 is required.
The candidate must be comfortable operating with high autonomy and accountability in a fast-paced, growth-stage startup environment.
Strong command of Salesforce and the discipline to keep pipeline data current and accurate are required.
Excellent presentation, written, and verbal communication skills are required.
A deep understanding of the health payer and care management landscape, particularly within government program lines of business, is required.

Responsibilities

Build and manage a robust new-business pipeline of payer prospects across Medicare Advantage, D-SNP, and Medicaid lines of business.
Proactively prospect and pursue new opportunities through cold calling, emailing, networking, and existing industry relationships to meet with decision-makers.
Own the full sales cycle from initial positioning and outreach through contracting.
Develop and execute account and opportunity plans for target payers, tracking and maintaining them in Salesforce.
Build and nurture relationships with executives and senior leaders at MCOs and health plans.
Deliver in-person and virtual presentations that align Wider Circle's solutions with each payer's strategic objectives, including star ratings, member engagement, and health outcomes priorities.
Maintain working knowledge of the Medicare Marketing and Sales process, CMS marketing guidelines, and how payers structure and evaluate marketing and sales vendor partnerships.
Attend industry events to build visibility, generate new relationships, and meet with 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.

Director of Payer Sales

Wider Circle · United States (Remote) · Full-time · Posted 2026-11-03

Salary: USD 115,000–125,000

Workplace: remote

Department: Sales

Description

Wider Circle is seeking a Director of Payer Sales to accelerate new business growth across our core payer markets – Medicare Advantage, D-SNP, and Medicaid. This is a hunting role for a driven, self-directed sales professional who thrives on building pipeline from scratch, is energized by prospecting, and knows how to navigate the health plan sales cycle from first conversation through signed contract.

You will own new logo acquisition with named health plans, leveraging your existing network and relentless prospecting to open doors, build relationships with executive decision-makers, and close new business that expands Wider Circle's footprint across the payer landscape.

What You'll Do

Build and manage a robust new-business pipeline of payer prospects across Medicare Advantage, D-SNP, and Medicaid lines of business
Proactively prospect and hunt for new opportunities using a combination of the following cold calling, emailing, networking, and leveraging existing industry relationships to meet with decision makers.
Own the full sales cycle from first 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 each payer's strategic objectives (e.g.,, star ratings, member engagement, and health outcomes priorities)
Maintain a working knowledge of the Medicare Marketing and Sales process, CMS marketing guidelines, and how payers structure and evaluate marketing and sales vendor partnerships
Attend industry events to build visibility, generate new relationships, and meet with 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 give leadership visibility into forecast and progress

Requirements

Bachelor's degree or equivalent professional experience
7+ years of B2B sales and business development experience within healthcare technology and/or health insurance services
Proven experience selling into payer markets – Medicare Advantage, D-SNP, and Medicaid – with a track record of closing new business with payers you directly sourced.
Familiarity with the Medicare Marketing and Sales process at payers, including how health plans evaluate and contract with marketing and member engagement vendors
An established network of contacts across the payer industry, including executive leadership at MCOs and health plans
A true hunter mentality – comfortable prospecting, cold calling, and “knocking on doors” to generate new opportunities rather than relying solely on inbound or existing relationships
Experience selling high-value, complex service offerings through a lengthy, multi-stakeholder sales cycle across multiple states
Comfort operating in a fast-paced, growth-stage startup environment with high autonomy and accountability
Strong command of sales CRM technology (Salesforce) and the discipline to keep pipeline data current and accurate
Excellent presentation, written, and verbal communication skills
Deep understanding of the health payer and care management landscape, `, particularly within government programs lines of business

Benefits

Compensation

The expected base salary range for this position is $115,000–$125,000 per year, plus uncapped, performance-based bonuses tied to closed deals. Actual compensation will depend on experience, qualifications, and location.

As a venture-backed company, Wider Circle offers competitive compensation including:

Performance-based incentive bonuses
Opportunity to grow with the company
Comprehensive health coverage including medical, dental, and vision
401(k) Plan
Paid Time Off
Employee Assistance Program
Health Care FSA
Dependent Care FSA
Health Savings Account
Voluntary Disability Benefits
Basic Life and AD&D Insurance
Adoption Assistance Program
Training and Development

And most importantly, an opportunity to make the world a better place!

Wider Circle is proud to be an equal opportunity employer that does not tolerate discrimination or harassment of any kind. Our commitment to Diversity & Inclusion supports our ability to build diverse teams and develop inclusive work environments. We believe in empowering people and valuing their differences. We are committed to equal employment opportunity without consideration of race, color, religion, ethnicity, citizenship, political activity or affiliation, marital status, age, national origin, ancestry, disability, veteran status, sexual orientation, gender identity, gender expression, sex or gender, or any other basis protected by law.

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About the Company

Wider Circle

Community-based health and social engagement

Wider Circle builds peer-led community care in local neighborhoods to improve health and reduce isolation. It offers weekly events and activities—such as bus tours, fitness classes, community gardens, and wellness workshops—through lifelong memberships. Revenue comes from membership dues and partnerships with healthcare providers and community organizations. It differentiates itself by combining sustained peer support with a broad menu of local activities and partnerships to promote independence and stronger social connections.

Company size: 51-200
Company stage: Series B
Total funding: $38M
Headquarters: Redwood City, CA
Founded: 2015

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