Head of Compliance

RemoteFullTimePosted Jul 23, 2026

The Problem We're Solving

Most people don't 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. It's better for employees. It's smarter for employers. And it matters.

We're a small, passionate team moving fast and solving a problem that genuinely deserves solving. If you're looking for a place where your work has a tangible impact on real people's lives, you've found it.

WHERE YOU COME IN

Vitable Health is adding a Head of Compliance to lead all compliance functions related to the Company's self-funded health plan business. This individual will be responsible for ensuring regulatory compliance across plan administration, regulatory filings, marketing and sales materials, and third-party vendor relationships, including third-party administrators (TPAs), pharmacy benefit managers (PBMs), and insurance carriers. This is a foundational hire responsible for both executing compliance operations directly and establishing the compliance infrastructure to support the Company's growth.

YOUR DAY TO DAY

Self-Funded Plan Compliance
Ensure that all self-funded health plans administered by the Company comply with applicable federal and state regulations, including but not limited to ERISA, the Affordable Care Act (ACA), HIPAA, COBRA, and the Mental Health Parity and Addiction Equity Act.

Regulatory Filings
Manage and execute regulatory filings on behalf of customers and plan sponsors, including Summary Plan Descriptions (SPDs), Form 5500 filings, plan documents, and other state and federal filings required in connection with TPA operations.

Marketing and Sales Material Review
Review and approve all customer-facing marketing, sales, and enrollment materials to ensure regulatory compliance prior to publication or distribution.

Vendor and Partner Compliance Oversight
Act as the primary compliance liaison with TPA partners, PBMs, stop-loss carriers, fully insured carriers, and other third-party vendors. Ensure that vendor contracts, data handling practices, and operational processes meet applicable compliance standards.

Regulatory Monitoring
Monitor developments in federal and state health plan regulation, including guidance issued by state Departments of Insurance and the Department of Labor, and translate regulatory changes into operational requirements across the organization.

Audit and Examination Readiness
Serve as the primary point of contact for regulatory inquiries, audits, and customer due-diligence requests. Maintain documentation and internal controls sufficient to withstand regulatory examination and investor or acquirer due diligence.

Policy Development and Training
Develop, implement, and maintain internal compliance policies and procedures. Provide compliance training to personnel involved in plan administration, sales, and customer data handling.

WHAT YOU'RE MADE OF

  • Minimum of 5 years of progressive compliance experience within a health plan, third-party administrator (TPA), or managing general agency/underwriter (MGA/MGU) environment.

  • Demonstrated experience managing compliance relationships with stop-loss carriers, PBMs, and TPA partners.

  • Direct experience with self-funded plan documentation and filings, including SPDs, PCORI, Form 5500 and ACA filings.

  • Demonstrated ability to build and operate compliance processes independently, without reliance on an established team.

  • Experience with ICHRA, level-funded, or MEC/MVP plan structures preferred.

WHAT SUCCESS LOOKS LIKE

Within the first year, the Head of Compliance will have established audit-ready compliance documentation across all administered plans, implemented a defined review process for marketing and sales materials, formalized vendor compliance monitoring, and positioned the Company to produce a complete compliance package on demand for customer, regulatory, or investor review.

HOW WE TAKE CARE OF YOU

We believe in taking care of the people who take care of our members. Here's 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 — you're building something real, you should own a piece of it

ARE YOU OUR KIND OF PERSON?

We don't 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 we're solving. That means we move fast, figure things out, and hold ourselves to a high bar — not because someone's watching, but because we care.

You'll thrive here if you're 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

We're 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 someone's 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. We're committed to building a workplace where different backgrounds, experiences, and perspectives aren't just welcomed, they're essential to the work.

Vitable is an equal opportunity employer. We don't hire to check boxes. We hire people who care about what we're building and bring something real to the table.

If this role excites you but you don't meet every requirement on the list, please apply anyway. We mean that.

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