Senior Technical Account Manager [Remote]

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

The Senior Technical Account Manager is an invaluable bridge between important enterprise insurance carrier clients and our internal team. With a focus is on business development and sales strategy, this role also provides support as a project manager, ensuring technical and tactical execution for a smooth, streamlined systems integration process. Reporting to the Carrier Account Team Manager, you will join a motivated, fun-loving team serving our carrier client base.

This is a US-based remote role, with occasional travel to important clients.

The total cash compensation range is $104,000-$156,000 (including bonus). Additionally, the total compensation package will include equity and benefits. Within the range, additional factors, including job-related experience, determine individual pay. Your recruiter can share more during the hiring process.

You Will:

• Be the primary technical and strategic contact for clients, representing HealthSherpa.

• Dive into complex operational, data, and integration issues, working directly with the client to guide resolution through to completion.

• Build trusted relationships with clients teams to lead escalations, issue management, and grievance resolution.

• Project manage technical implementations, and remain involved post-launch to ensure systems perform as expected.

• Partner with Sales and leadership to shape go-to-market and expansion strategies.

• Guide accountability for all contractual commitments by managing and working towards Statements of Work (SOWs) and Master Service Agreements (MSAs).

• Be the carrier's voice in internal discussions by summarizing feedback, surfacing recurring issues, and communicating product gaps and enhancement opportunities to Product and Engineering.

You Have:

• 4+ years of experience working in account management, sales, or comparable role

• Experience in implementation, materials creation, and training suites

• Experience managing a high-volume workload

• Experience strategizing and implementing large-scale goals and projects

• Bonus: Startup experience, for SaaS solutions or technical products

• Bonus: Experience with the ACA/health insurance industry

• Bonus: Experience collaborating with assigned partners in VP and directorship levels

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!