Drive strategic HR initiatives that enable a people-first culture and support over 20 million individuals in accessing health coverage while fostering engagement and compliance.
We are a highly profitable, fast-growing healthcare startup—a small and mighty team of 230 helping people find and enroll in individual health coverage. To date, we’ve helped over 20 million people enroll in health coverage. 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. 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 millions 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 that is well-balanced in representation to best serve 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.
HealthSherpa is a fully remote company and was recognized as a 2026 Best Remote Place to Work by Built In, reflecting our commitment to building a people-first culture rooted in trust, flexibility, and impact.
This is a hands-on, individual contributor role where you'll be a strategic partner and trusted advisor while also running the day-to-day. You'll own performance management and engagement programs, partner with managers across the organization, and ensure compliance for both hourly and salaried employees.
You will report to the VP of People Operations, whom you'll work with to build scalable, people-first programs that attract, retain, and engage top talent.
The base salary range is $155,000-$200,000 + bonus + equity + benefits. Within the range, individual pay is determined by work location and additional factors, including job-related skills, and experience. Your recruiter can share more about the specific salary range for your preferred location during the hiring process.
Build performance management processes, and manager training
Improve engagement programs and manage company-wide engagement tools
Partner with managers to support retention, promote growth opportunities, and handle employee relations
Ensure compliance with federal and state labor laws; maintain policies
Collaborate with Total Rewards on compensation and benefits strategy
Balance strategy with hands-on HR administration and systems management
12+ years of HRBP experience
Knowledgeable about U.S. employment laws and regulations across several states, with a deep knowledge of California laws required
Experience with both hourly and salaried workforces.
Experience building performance management programs.
Experience with coaching, employee relations, and change management.
Comfort working in a lean, startup environment.
Experience in a tech company
Bonus: Current PHR or SPHR certification
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
As an organization, we value creating an inclusive and accessible experience. If you require reasonable accommodations during the application or interview process, please let your recruiter know.
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!
Health Insurance
Excellent benefits package that includes health, vision, and dental coverage for you, your spouse, and dependents
Home Office Stipend
Home office budget for remote team members
Learning Budget
Mental health and other wellbeing support programs through a partner network
Paid Time Off
Four (4) weeks of paid vacation in addition to paid holidays
HealthSherpa is a fast-growing healthcare startup that simplifies the enrollment process for ACA health coverage, serving as the largest health insurance exchange in the market. Our platform has successfully helped over 15 million individuals find and secure affordable health insurance, making comprehensive medical care accessible to low-income Americans.
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