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 individuals with management experience, experience providing detailed troubleshooting assistance, integrity, and strong interpersonal skills to join our Agent Support team for a seasonal contract opportunity. You will be fully remote and you will need reliable internet access for the duration of the role. Joining HealthSherpa will give you the opportunity to gain expert level knowledge within the health insurance industry. You will manage 10-12 remote support staff, report to a Manager on your team and work with us through the end of December 2026. There is a possibility of a term extension into January 2027 if Open Enrollment is extended.Check out this video to get a snapshot of who we are:
https://www.youtube.com/watch?v=xB7HrDusl8EPlease note we are only hiring employees in Florida, Ohio, Tennessee, Texas, Utah, or Virginia.You WillMonitor and analyze individual and team performance metrics (e.g. AHT, CSAT, QA scores) to identify coaching opportunities and workflow adjustments.Provide support and leadership and ensure productivity amongst our seasonal support staffProvide feedback to seasonal support staff on inbound phone calls, online chats, and email communicationsSupport the Team Manager with daily team managementHandle first level escalationsCollaborate with cross-functional teams (e.g. QA, Training, Management) to surface support trends and implement process improvementsYou HaveResidency in Florida, Ohio, Tennessee, Texas, Utah, or Virginia2+ years of previous customer service management experience5+ years of combined education, work, and/or volunteer experienceA dedicated space to work remotely that has room for a desktop monitor and other provided equipmentA work space that is free of background noise and distraction to provide information privacyReliable home internet with download speed exceeding 128MbpsBonus: Previous experience in a call center environmentWhat We Offer (Seasonal Employees)Fully remote employmentHourly wage: $20 ($21 for bilingual in Spanish)Computer and equipment for the duration of the roleMonthly internet stipendPaid trainingPerformance-based bonus opportunityOvertime opportunities