Chief of Staff

ABOUT FORTUNA HEALTH

We believe accessing healthcare should be as simple as doing your taxes on TurboTax. But for the millions on Medicaid, it’s not.

Fortuna Health is redefining the consumer experience for Medicaid and government healthcare programs. By building the infrastructure layer for benefits navigation, we empower healthcare consumers and drive outcomes that reduce administrative burden and churn for health plans, health systems, and state agencies. Fortuna is a high-growth Series A startup backed by Andreessen Horowitz (a16z), BoxGroup, and Y Combinator.

With sweeping regulatory changes like OBBA/HR-1 reshaping the Medicaid landscape, the opportunity to scale our technology has never been greater. We need the help of high-throughput, growth-minded builders to make it happen.

ABOUT THE ROLE

WHAT YOU'LL DO

We’re at an inflection point: more pipeline than bandwidth, more opportunity than capacity.

We’re hiring a Chief of Staff — the right-hand person and force-multiplier to the CEO. You’ll manage priorities, oversee internal operations, and spearhead the projects that move the company forward. The role will evolve as the company does, but the constant is this: you make the CEO more effective and Fortuna faster.

As an early hire at Fortuna, you’ll play a critical role in shaping how our service is delivered - and how our company scales. You will work directly on solving the most foundational problems for our clients and partners. We work fully in-person 5 days a week out of our NYC office, and believe deeply in the value of a focused, supportive, and tight-knit team.

WHAT YOU'LL OWN

• Executive Representation & Priority Management - Attend and lead meetings on the CEO’s behalf; track metrics and manage priority initiatives; ensure nothing falls through the cracks.
• BD & Partnerships - Develop frameworks for assessing opportunities and own new partnerships across healthcare, technology, and government. Where relevant, coordinate proposals, pilots, and compliance submissions.
• Internal Operations - Prepare agendas, decks, and meeting materials; manage All Hands programming; own the board meeting process.
• Policy & Thought Leadership - Own internal and external communication from the CEO. Track healthcare policy and partner with regulatory firms on changes. Operate Quorum (Fortuna’s convening of current and former state Medicaid directors) and steward advocacy with CMS, Medicaid agencies, and policy organizations.
• Special Projects - Collaborate with the CEO and cofounders on high-judgment work that doesn’t fit neatly elsewhere: strategic pricing, legal matters, managing consultant/advisor network, market and competitive research, and whatever the company needs most right now.

WHO YOU ARE

Product Mindset

Our philosophy is that everyone should be product-oriented. We’re fundamentally building a consumer product for the masses. You will be in a unique position to understand both our enterprise clients and our end users. The challenge for you is to help balance the needs of both while remaining committed to our core user experience.

Ownership

There's plenty of greenfield, exploratory work to be done. We need someone to be able to take an ambiguous problem and run with it. As workflows mature, you'll be expected to own them end-to-end without heavy oversight.

High Velocity

We're looking for rockstar builders: someone energetic, detail-oriented, and capable of managing context for multiple clients comfortably. Speed and quality aren't a tradeoff here - we expect both.

Respectful Disagreement

We believe it's crucial to be able to openly disagree with anyone on the team. We are looking for someone who doesn't shy away from conflict, but is respectful and empathetic in their approach and always open to different ideas.

Humility

It's important to be able to admit when you're wrong. We are looking for a low-ego teammate who is able to take failures in stride and grow from them.

REQUIREMENTS

• 4+ years in consulting, banking, or a high-growth startup. MBAs and former founders welcome!
• Ruthless at prioritization and timeliness
• Can seamless move between a spreadsheet and a stakeholder call
• Confident representing an organization externally — you can hold a room
• Genuine interest in healthcare, technology, and government/public policy
• Ability to work 5 days per week in-person in NYC

WHAT WE OFFER

• Competitive salary and equity ownership in the company
• Platinum health insurance plans
• Free lunch every day
• All commuter expenses covered
• $100/month wellness benefit
• Unlimited PTO
• 401k plan with company match