Director, Insurance Product Innovation and Emerging Solutions
Oscar · New York, New York, United States · Posted Jun 16, 2026
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Hi, we're Oscar. We're hiring a Director, Insurance Product Innovation and Emerging Solutions to join our Insurance Product Development team.
Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.
About the role:
The Director, Insurance Product Innovation and Emerging Solutions leads the development, as well as, execution of a portfolio of innovative lifestyle focused health insurance products, including employer-subsidized, multicultural, disease-specific products, and strategic vendor partnerships.
This role operates as a hands-on product leader and people leader, accountable for end to end product strategy, design, execution, and performance. The Director translates enterprise priorities and market insights into scalable, clinically, and customer experience informed market ready solutions that address diverse and high need populations, while driving growth, affordability, and portfolio performance.
You will report into the Vice President, Insurance Product Innovation and Development
Work Location: This is a remote / work-from-home role. You must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Illinois, Massachusetts, Michigan, Nevada, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Texas, or Virginia. Note, this list of states is subject to change. #LI-Remote
Pay Transparency: The base pay for this role is: $180,504 - $236,911 per year in New Jersey, New York, and California. The base pay for all other locations is: $162,453 - $213,220 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.
Responsibilities:
Product Strategy Ownership
Own portfolio strategy, roadmap, and long-term vision for innovative, lifestyle, and emerging health insurance solutions
Define product investment priorities, including launch, expansion, modification, or sunset decisions
Leads and develops business cases and ROI assessments associated with new product offerings, including cross-functional alignment on key modeling assumptions to propel growth in membership and margin
Translate enterprise strategy and market signals, cross-functionally, into clear product visions, target segments, and value propositions
Identify opportunities driven by member needs, health disparities, utilization trends, and cost drivers, in partnership with actuarial, medical economics, market leadership, and corporate finance
Product Design, Clinical Integration Innovation
Partner with intra-department with leaders to deliver fileable, scalable, and clinically informed lifestyle health plan designs
Lead development of multicultural and population-specific offerings tailored to diverse member and community needs
Support development of disease specific and condition specific health solutions, integrating clinical, network, actuarial, and benefit design to delight and differentiate
Drive innovation in affordability, access, and experience, including benefit design, cost-sharing strategies, and targeted plan constructs
Oversee integration of ancillary and supplemental offerings aligned to core major medical insurance products
Strategic Partnerships Ecosystem Development
Develop and execute partnerships cross-functionally with providers, retail, and non-traditional partners to build Oscar’s ecosystem of consumer lifestyle offerings
Structure product models that leverage external capabilities to enhance value and differentiation across Oscar’s portfolio
Ensure seamless integration of partners into product design and go-to-market execution, alongside market leadership
Team Leadership Execution
Drive execution through complex dependencies, timelines, and trade-offs
Establish and operate within a data and analytically driven product development model, including use of segmentation and journey frameworks
Build, lead, and develop a high-performing team of managers and/or analysts
Set clear expectations, priorities, and accountability for delivery of product outcomes
Operate as a player/coach, directly contributing to complex product work, while leading team execution
Requirements
Bachelor's degree or 10+ years of commensurate work experience in health insurance, product strategy, or insurance product management
5+ years experience leading teams and complex cross-functional initiatives
Experience developing and launching disease specific or ACA/Small Group health insurance products
Experience building and evaluating business cases, including revenue, cost, and ROI considerations
Strong cross-functional leadership and ability to operate in a matrixed environment
Analytical mindset with ability to translate data into actionable insights
Willingness to travel up to 25% of the…