--- title: 'Senior Product Engineer at HealthSherpa' canonical: 'https://feeny.ai/job/senior-product-engineer-healthsherpa-all-b5n31xr9cvt7' type: 'job' last_seen: '2026-09-12' --- # Senior Product Engineer at HealthSherpa - **Company:** HealthSherpa - **Location:** All, United States - **Employment:** full-time - **Work type:** remote - **Posted:** 2025-10-01 - **Last confirmed live:** 2026-09-12 - **Apply:** https://jobs.ashbyhq.com/healthsherpa/5b29182e-076e-4dce-a6bd-861271065a47 ## Job description ## About Us 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. ## About the Role We 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 APIs - Help define and deliver the next generation of health insurance technology by building robust platforms and applying AI/ML to enhance processes and decision-making - Promote innovation by iterating, and shipping quickly-- treating each release as an opportunity to learn - Build and evolve tools for carriers, agents, and consumers-- including enrollment, CRM, and tracking systems - Create meaningful roadmap items and platform commitments that promote new business opportunities - Collaborate with engineering, product, and design teammates in a high-trust, high-accountability environment - Improve code quality, scalability, and agility across the codebase - Operate in a DevOps culture where teams deliver value multiple times per day - Proactively address security, observability, and telemetry in everything you build - Learn fast, solve hard problems, and navigate evolving priorities You Have: - Experience with the full software development lifecycle, supporting features post-launch in agile/lean environments - Experience with Ruby on Rails (or similar backend frameworks) and ReactJS (or similar frontend frameworks) - Experience with SQL and designing relational data models and reusable components - Experience building distributed systems at scale, with an understanding of infrastructure as code - Expertise in building developer-friendly APIs that power product ecosystems - Knowledge of observability and telemetry, ensuring systems are reliable and measurable - A product-minded approach, always thinking through problems and solutions from the user's perspective - The ability to adapt to new technologies and apply them effectively ## What We Offer (Full-time, Not Temporary/Not Seasonal) - 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! ## About HealthSherpa ## Company Overview - **One-liner**: HealthSherpa is the largest and fastest-growing individual health coverage exchange in the United States, providing a technology platform that simplifies quoting, enrollment, and management of ACA and Medicare health plans for insurance agents, agencies, and carriers. - **Entity Type**: Private (Venture-backed) - **Headquarters**: Sacramento, California, USA - **Founded**: 2014 (company entity); some sources note founding activity as early as 2012 - **Founders**: Not publicly disclosed in standard sources ## Core Business - Primary industry/industries: Health Insurance Technology (Insurtech), Healthcare IT - Target customers: B2B – insurance agents, agencies, carriers, and ICHRA (Individual Coverage Health Reimbursement Arrangement) platforms - Mission or purpose statement: “To help every American feel the comfort and security of having health coverage.” ## Products & Services - **ACA Quoting & Enrollment Platform**: A free, integrated platform that enables agents and brokers to quickly enroll consumers in Affordable Care Act (ACA) health plans. Average application completion time is 7 minutes (vs. 15 minutes on Healthcare.gov). - **Medicare Platform**: Tools and support for agents to help consumers find and enroll in Medicare Advantage and Part D plans. - **ICHRA Infrastructure & Policy Status API**: A suite of APIs and infrastructure that enables ICHRA platforms and carriers to integrate, scale, and automate the tracking of individual policy status (effectuation, cancellation, termination) — the first solution of its kind in the market. - **Agent Training & Support**: Webinars, training resources, and dedicated support for the 58,000+ brokers and 9,000+ agencies that use the platform. ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed - **Key Metric**: Over 20 million individuals enrolled since 2014; Annual Revenue estimated at $29 million (per LinkedIn data) - **Total Funding**: $9.7 million across 5 rounds (Seed, Venture, Series A) - Lead Investor: Core Innovation Capital ($6.6M Series A, Feb 2017) - Other investors include multiple seed-stage backers - **Notable Partners**: Over 70 carrier partners; integrations with major ICHRA platforms (e.g., Remodel Health) - **Growth Signals**: - 170 employees (+12.5% YoY, +28 people) - LinkedIn followers: 6,018 (+29.7% yearly growth) - Launched the industry’s first ICHRA Policy Status API in August 2025 - 78% of consumers use an agent to enroll in a Qualified Health Plan — HealthSherpa is the dominant platform serving that channel ## Competitive Advantages - **Market Leadership**: The #1 ACA quoting and enrollment platform in the US by volume. - **Integrated Ecosystem**: Only platform offering a fully integrated exchange ecosystem for agents, carriers, and ICHRA platforms. - **Speed & Efficiency**: 7-minute average application (vs. 15 minutes on Healthcare.gov), reducing friction for both agents and consumers. - **Network Effects**: With 58,000+ brokers and 9,000+ agencies on the platform, HealthSherpa has a defensible distribution moat. - **First-Mover in ICHRA Infrastructure**: The Policy Status API is the first solution providing programmatic policy status monitoring across fragmented exchanges and carriers. ## Strategic Focus - **ICHRA Expansion**: Building out infrastructure (APIs, policy monitoring) to capture the rapidly growing ICHRA market, where employers fund individual health coverage for employees. - **Platform Depth**: Continuing to add carrier integrations, agent tools, and Medicare capabilities. - **Scalability**: Investing in automation and API-first architecture to reduce manual processes for partners. ## Why Work Here - **Fully Remote, US-Based Team**: HealthSherpa is a remote-first company. Employees work remotely with annual team offsites and a budget for local meetups. - **Comprehensive Benefits Package**: - 100% of medical, dental, and vision premiums covered for employees and their families. - 20 days of PTO, paid sick leave, paid holidays, and a company-wide rest day. - 10–16 weeks of fully paid parental leave. - 4-week fully paid sabbatical after 5 years of service. - Home-office stipend, monthly grocery stipend, internet stipend. - 401(k) with company match, equity, and performance bonuses. - Tuition reimbursement, quarterly book stipends, and paid industry certifications. - **Culture & DEI**: Mandated unconscious bias training (with partner Holistic), Employee Resource Groups (BIPOC, women, LGBTQ+, caregivers), inclusive hiring practices, and a diversity manifesto. - **Engineering Culture**: Tech stack includes Ruby on Rails, React Native, Slack, Google Hangouts. 60 Product + Tech employees out of 225 total. Strong emphasis on collaboration and shared strategic planning. - **Employee Ratings**: 4.3/5.0 on LinkedIn (64 reviews) — Work-Life: 4.4, Culture: 4.4, Compensation: 4.2, Career: 3.2. ## Sources 1. [healthsherpa.com](https://www.healthsherpa.com/) 2. [builtin.com/company/healthsherpa](https://builtin.com/company/healthsherpa) 3. [builtin.com/company/healthsherpa/benefits](https://builtin.com/company/healthsherpa/benefits) 4. [linkedin.com/company/healthsherpa](https://www.linkedin.com/company/healthsherpa) 5. 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