About Joyful Health

Building the financial operating system for healthcare, and bringing the joy back to healthcare by fixing the financial chaos behind it.

The healthcare payment system is a complex and inefficient maze - healthcare practices leave $125 billion in revenue uncollected each year, lost in the chaos of fragmented financial data, manual workflows, and opaque payer systems. This financial uncertainty leaves practices struggling to stay afloat, while valuable revenue slips through the cracks.

Joyful Health is building the AI-powered financial operating system for healthcare practices. Our mission is to bring the joy back to running a private practice by simplifying financial operations so providers can focus on patient care. We spent 10 months working as fractional CFOs for a dozen practices, doing this work side by side with providers as we developed our product.

We just closed a funding round led by world-class investors and angels including the founders of MongoDB & KAYAK.

<aside> 🚀 We have an enormous opportunity in front of us. The broken healthcare payment ecosystem impacts practices of all sizes, and the opportunity to make a real difference is massive.

If you’re passionate about empowering practices and excited to tackle one of the most important (& challenging!) problems in healthcare, we’d love to meet you.

Apply here: https://jobs.gem.com/joyful-health/am9icG9zdDpDMO3rgJn3XT_3ttU5fULZ

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The Role

Role Description

We’re looking for a Chief of Staff to partner closely with our CEO and leadership team as Joyful Health scales.

This is a senior, high-impact role, ideally for someone with prior Chief of Staff experience or experience operating in similarly broad, high-leverage roles. You’ll act as a force multiplier for the CEO and for the company — helping set direction, drive execution, and ensure that the most important work gets done exceptionally well.

What this role is:

• You’ll effectively run an “Office of the CEO” — maintaining context across priorities, decisions, hiring, and key initiatives so nothing slips through the cracks. This role has a seat at the table and operates with a high degree of trust and autonomy.
• Highly versatile: On any given day, this role might involve anything from supporting hiring and leadership planning, pressure-testing product or GTM strategy, helping move an enterprise deal forward, or driving a cross-functional initiative that helps the company function better.
• This is a leadership role with wide scope and high expectations — and it’s also one of the fastest ways to grow as an operator. You’ll gain a front-row seat and will be an active partner in building and scaling a company: product decisions, hiring, fundraising, GTM, and operational tradeoffs.
• Externally facing: This role requires high emotional intelligence and strong judgment. You’ll regularly represent Joyful — and the CEO — in internal and external contexts, including with partners, candidates, customers, and investors. We’re looking for someone who can build trust quickly, read the room, and act with the same care and thoughtfulness as the leadership team.

What this role is not:

• This is not an Executive Assistant role, and it’s not a role focused solely on “special projects.” The core of the job is building leverage, operating systems, and alignment as we grow.

We’re deeply invested in your growth and will support you in getting where you want to go. This role is especially well-suited for someone who wants to start a company one day or grow into senior leadership and wants to see the full picture — not just one function.

This role is full-time. We’re looking for someone NYC-based who can be in the office ~3 days per week.