HealthSherpa's mission is to help every American feel the comfort and security of having health coverage. 

HealthSherpa is the largest and fastest-growing individual health coverage exchange in the United States, simplifying access to ACA and Medicare health plans from both federal and state marketplaces.

Our secure, integrated technology platform empowers insurance agents, agencies, and carriers to quickly and accurately serve and support individuals as they select and use quality, affordable health plans. 


HealthSherpa

Over 10 Million enrolled in ACA coverage. First approved EDE entity.

About UsWe 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.
About the RoleWe are looking for a Senior Product Engineer with 8+ years of experience to improve how technology can transform healthcare. At HealthSherpa, you'll work on a small team charged with exploring, building, and scaling demand-side product experiences in the health insurance marketplace.
You'll work across the Ruby on Rails and ReactJS stack, while also shaping API-first, developer-friendly platforms that can grow with our business. You move fast without sacrificing maintainability, and you excel in environments where data, analysis, and customer obsession shapes decisions.
You'll work in a collaborative pod alongside engineers, product managers, and designers. Together, you'll invent and deliver systems that improve the lives of millions of Americans. You will report to an Engineering Manager.
The base salary range is $174,000 – $210,000 + equity + benefits. Within the range, individual pay is determined by factors including job-related skills and experience.
You Will:Own the design, delivery, and operation of high-quality features and systems across the full stack, with an emphasis on scalable APIsHelp define and deliver the next generation of health insurance technology by building robust platforms and applying AI/ML to enhance processes and decision-makingPromote innovation by iterating, and shipping quickly-- treating each release as an opportunity to learnBuild and evolve tools for carriers, agents, and consumers-- including enrollment, CRM, and tracking systemsCreate meaningful roadmap items and platform commitments that promote new business opportunitiesCollaborate with engineering, product, and design teammates in a high-trust, high-accountability environmentImprove code quality, scalability, and agility across the codebaseOperate in a DevOps culture where teams deliver value multiple times per dayProactively address security, observability, and telemetry in everything you buildLearn fast, solve hard problems, and navigate evolving priorities
You Have:Experience with the full software development lifecycle, supporting features post-launch in agile/lean environmentsExperience with Ruby on Rails (or similar backend frameworks) and ReactJS (or similar frontend frameworks)Experience with SQL and designing relational data models and reusable componentsExperience building distributed systems at scale, with an understanding of infrastructure as codeExpertise in building developer-friendly APIs that power product ecosystemsKnowledge of observability and telemetry, ensuring systems are reliable and measurableA product-minded approach, always thinking through problems and solutions from the user's perspectiveThe ability to adapt to new technologies and apply them effectively
What We OfferRemote-first company (US-based remote only)Great compensation package at a high-growth, profitable companyExcellent benefits package that includes health, vision, and dental coverage for you, your spouse, and dependentsHSA/FSA options with corresponding contribution limitsMonthly grocery stipend and home internet reimbursement401K w/ a match after a grace periodLife and AD&D coverageDisability insurance (Short and Long Term)Parental leaveFour (4) weeks of paid vacation in addition to paid holidaysHome office budget for remote team membersMental 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!