Seasonal - HRA Operations Associate

Department: Operations

Location: Remote

Employment Type: Contract

The Problem Were Solving

Most people dont think twice about going to the doctor. But for over 85 million uninsured and underinsured Americans — the cashiers, drivers, home health aides, and construction workers who keep this country running — getting care is complicated, expensive, and often out of reach.

We built Vitable to change that.

Vitable is the health benefits platform designed for every worker. We make it easy for employers to offer real, high-quality healthcare to their teams — not watered-down coverage, but benefits that actually work. Its better for employees. Its smarter for employers. And it matters.

Were a small, passionate team moving fast and solving a problem that genuinely deserves solving. If youre looking for a place where your work has a tangible impact on real peoples lives, youve found it.

The Role

Healthcare is confusing. Insurance is confusing. For many people, it’s one of the most stressful systems they’ll ever have to navigate.

Our HRA Operations Associates make it easier.

This is a seasonal, hourly role running from October through January, created to support our members during the busy open-enrollment season. The schedule is 30 hours per week, Monday through Friday, with two available shifts based on location:

• Shift A: 9:00 a.m.–3:00 p.m. ET

• Shift B: 3:00 p.m.–9:00 p.m. ET

• Hourly rate: $20-30 per hour

• No weekend coverage required

From helping someone understand their coverage to troubleshooting an issue or guiding them through enrollment, you’ll play an important role in making sure every member feels informed, supported, and cared for.

You’ll own each interaction from start to finish—working directly with carriers, answering benefit questions, resolving problems, and helping create a seamless member experience.

We’re looking for licensed insurance professionals who combine technical expertise with genuine empathy: people who can simplify complex information, remain calm under pressure, and treat every member like a human being—not a ticket number.

If you enjoy solving problems, take pride in doing things well, and want your work to have a meaningful impact on people’s lives, we’d love to meet you.

Your day-to-day

• Provide members with seamless support by phone and email

• Submit applications to insurance carriers and own them through approval

• Help members navigate the healthcare system and understand their coverage options

• Quickly identify and resolve issues when transactions or experiences don’t go as planned

• Document every member phone call and email in Zendesk

• Answer eligibility and benefit-specific questions

• Provide consistent phone and email coverage during your scheduled shift

Required experience

• An active resident-state health and life insurance license

• Direct experience enrolling individuals through Healthcare.gov or a state-based exchange, such as Covered California

• Experience in a customer-support or member-services environment, such as a call center or help desk

This is a service role first, not a sales role. General insurance sales experience without hands-on marketplace enrollment experience will not be sufficient.

What we’ll assess during the interview process

• Clear and effective verbal and written communication

• Patience, empathy, and composure under pressure

• The ability to apply insurance expertise while guiding someone through enrollment

• Comfort working confidently within a support-ticketing platform

• Availability to work one of the designated shifts for the full October–January seasonal term

Preferred, but not required

• Licensure in multiple states—or an active license in one state and a willingness to obtain additional licenses

• Bilingual fluency, particularly in Spanish

• Experience using Zendesk or a comparable customer-support platform

What you’re made of

• Mission-driven and motivated by meaningful work

• Someone who follows through and takes pride in doing things well

• Curious, thoughtful, and clear about your “why”

• A self-starter who can confidently figure things out

• Empathetic, honest, and genuinely caring toward others

• Collaborative while still comfortable working independently

We believe in taking care of the people who take care of our members. Heres what that looks like:

• 100% Silver Plan medical coverage — plus dental and vision

• Vitable Primary Care membership — the same care we give our members, yours too

• 401(k) and life insurance

• Unlimited PTO — and we actually mean it

• Remote-first — work from wherever you do your best thinking

• MacBook and home office setup stipend — the gear you need to do great work

• Competitive equity — youre building something real, you should own a piece of it

  *above benefits are for Full Time US-Based Employees, please talk with the hiring team for options otherwise

Are You Our Kind of Person?

We dont have a big corporate machine behind us. What we have is a clear mission, a lot of heart, and a deep sense of urgency about the problem were solving. That means we move fast, figure things out, and hold ourselves to a high bar — not because someones watching, but because we care.

Youll thrive here if youre the kind of person who:

• Feels personally connected to making healthcare more accessible

• Gets energized by building, not just maintaining

• Can navigate ambiguity without losing momentum

• Does the unglamorous work when it needs doing — and does it well

• Asks for help when you need it and offers it when you see someone else does

• Cares about the details, but keeps sight of the bigger picture

Were a team that shows up for each other. We celebrate wins together, work through hard problems together, and genuinely like each other. If something feels off, we say so. If someones struggling, we notice.

No egos. No jerks. Just good humans doing meaningful work — and having fun doing it.

One Last Note on Who We Hire

The people we serve are diverse — and our team should be too. Were committed to building a workplace where different backgrounds, experiences, and perspectives arent just welcomed, theyre essential to the work.

Vitable is an equal opportunity employer. We dont hire to check boxes. We hire people who care about what were building and bring something real to the table.

If this role excites you but you dont meet every requirement on the list, please apply anyway. We mean that.