Posted Jul 9, 2026

Total Rewards & Systems Director

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About Us

We are a very profitable and fast-growing healthcare startup—a small and mighty team of 200 helping people find and enroll in ACA health coverage. As the largest health insurance exchange for the ACA, enrolling more individuals than healthcare.gov and all our competitors, we have helped over 15 million people enroll in health coverage to date through 2024. We're a mission-driven team that advocates for and cares deeply about the people we serve.

We're a double bottom-line company: revenues and enrollments in ACA coverage. The ACA brings high-quality, comprehensive, affordable health coverage within reach for low-income Americans, and we exist to make that promise a reality. Your contribution will help hundreds of thousands of people navigate the complex and confusing health insurance industry and enable them to access health care when needed.

We are committed to building a team balanced in representation to serve best the people who use our products. We believe in creating inclusive and equitable spaces that build trust and respect and foster a sense of belonging. These values are at the core of our culture and will continue to lead our organization to successful outcomes.

About the Role

We're looking for a strategic and hands-on Total Rewards & Systems Director. You will lead the design and execution of compensation, benefits, and HR systems - shaping equitable total rewards programs and ensuring HRIS functionality supports our evolving people strategy. You will report to the VP of People Operations.

The base salary range is $154,000-$210,000 + equity + benefits. Within the range, individual pay is determined by additional factors, including job-related skills and experience. Your recruiter can share more about the specific salary range during the hiring process.

You WillYou HaveWhat We Offer (Full-time, Not Temporary/Not Seasonal)

We welcome and encourage people of diverse backgrounds, experiences, identities, abilities, and perspectives to apply. We are an equal-opportunity employer and a fun place to work. Come join the team at HealthSherpa! 

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