Strategy & Product Lead

Rockstar is recruiting for a seed-stage healthcare technology company that is building the #1 platform to empower all Americans to take charge of their healthcare. The company is backed by the founders and investors at Hugging Face, Rocket Money, Oscar Health, CaseText, Forerunner Ventures, RRE Ventures, and more, and is well-funded for the next few years. Founded by a former Oscar Health leader, the company is on a mission to simplify the complex, error-prone, and financially draining US healthcare system by using AI and new regulations to fight claim denials, correct billing errors, negotiate bills, and make coverage easier to understand.

Mission

The US healthcare system is complex, error-prone, and financially draining. Medical bills and insurance coverage shouldn’t be this hard to navigate. The company is building the one solution every American can turn to for help.

Thanks to AI and new regulations, the company can fight claim denials, correct billing errors, negotiate bills, and make coverage easier to understand, saving people time, money, and stress. The goal is simple: to be the #1 platform that empowers all Americans to take charge of their healthcare.

About the Role

The company is hiring a sharp, AI-native builder to work one of its highest leverage areas. Healthcare Advocates and AI agents work cases together. The job is to make that system smarter, faster, and more scalable.

This role flexes to the person. If the candidate comes from product, they will own strategy, KPIs, and roadmap for how the agents handle case work end to end. If the candidate comes from strategy, consulting, or operations, they will scope and drive the cross-functional projects that don’t fit neatly on one team’s roadmap. Either way, the person will sit between product, engineering, ops, and leadership, and will move between big-picture strategy and hands-on execution every week.

The company is open on seniority. For the right person, this can grow into a function leadership role.

What You’ll Do

• Turn messy, multi-step healthcare workflows into structured, agentic product experiences and executable plans
• Identify and prioritize high-leverage automation opportunities with Engineering, Design, SMEs, and the Advocate team
• Own the metrics: define what good looks like for automation coverage, cost to serve, and patient experience, and build the frameworks to measure it
• Run fast test-and-learn loops on how the agents reason, negotiate, and escalate to humans
• Pressure-test growth logic and partnership strategy with leadership
• Translate between execution teams and senior stakeholders without losing fidelity in either direction
  

You’ll Bring

Must-haves:

• 4+ years in product management, strategy, consulting, or operations (or a mix)
• A track record of structuring ambiguous problems and driving them to shipped outcomes
• Technical fluency: you work credibly with engineers and know what’s hard vs. easy to build
• Hands-on with AI tools and LLM workflows in your own day-to-day work
• Crisp written and verbal communication; you can write the memo and run the room
• Comfort in 0→1, low-process environments where you define the work as much as you execute it
  

Nice-to-haves:

• Healthcare, insurance, or other complex regulated domain experience
• Early-stage startup experience (Series B or earlier)
• Background building AI, automation, or workflow products
  

You’ll Thrive Here If

• You’re energized by ambiguity and spike on finding clarity fast
• You’d rather cross functional boundaries than stay in a silo
• You love turning manual processes into clean, scalable systems
• You care about the outcome, not the title
  

You don’t need to check every box. If you bring the right skills and drive, the company wants to hear from you.

Equal Opportunity

The company is proud to be an Equal Opportunity Employer. It celebrates diversity and is committed to creating an inclusive environment for all employees. It does not discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity or expression, age, protected veteran status, disability, or any other legally protected characteristics.