Total Rewards & Systems Director

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 Will

• Design and manage compensation programs, including salary structures, equity, job architecture, and variable pay

  Lead compensation planning processes, including annual merit cycles and compensation surveys

  Lead the relationship with benefits brokers, providers, and other vendors to provide a smooth open enrollment and competitive offerings

  Oversee HR systems and technology, driving automation and workflow optimization for efficiency, accuracy, and usability

  Be the HRIS help desk, troubleshooting employee system issues and improving the user experience

  Develop trainings and provide educational support for teams on compensation, benefits, and HRIS topics

  Ensure compliance with all relevant legal and regulatory requirements for total rewards and HR systems, including owning EEO-1, ACA Track, and SPD Wrap reporting

• 7+ years of experience leading design, implementation, and administration of compensation, equity and benefits programs, including for privately held startups

  Experience with Radford and Paylocity or similar systems

  Proficiency in Excel/Google Sheets (can perform complex functions), and experience using data to perform analysis, present reports, and assess effectiveness

  Experience optimizing workflows and systems to support scale and improve employee experience

  CCP certified

• Remote-first company (US-based remote only)

  Great compensation package at a high-growth, profitable company

  Excellent benefits package that includes health, vision, and dental coverage for you, your spouse, and dependents

  HSA/FSA options with corresponding contribution limits

  Monthly grocery stipend and home internet reimbursement

  401K w/ a match after a grace period

  Life and AD&D coverage

  Disability insurance (Short and Long Term)

  Parental leave

  Four (4) weeks of paid vacation in addition to paid holidays

  Home office budget for remote team members

  Mental health and other wellbeing support programs through a partner network
  

  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!