Senior Director, Insurance Product Development and Execution
About the role
The Senior Director, Product Development & Execution leads the execution of ACA individual and small group health plan products, with accountability over the product-specific deliverables associated with the regulatory filing lifecycle. You will manage end-to-end product portfolio performance, spanning benefit design, filings, and go-to-market readiness. It also includes post-launch optimization, while operating a disciplined, multi-state filing program.
Responsibilities
- Regulatory FIlings & Execution Leadership
- Operational Excellence & Process Leadership
- People Leadership & Cross-Functional Development
- Product Portfolio Strategy Leadership
- Define and lead ACA Individual (QHP) benefit design strategy and portfolio roadmap across Oscar's operating geography
- Manage portfolio decisions (introduce, enhance, fix, and sunset) based on performance, competitive dynamics, and member needs
- Align product portfolio strategy with enterprise goals for growth, retention, and margin generation
- Partner to develop positioning, go-to-market plans, and sales enablement tools
- Ensure product launches and implementation readiness
- Lead the end-to-end ACA filing program, including product specific deliverable execution across Oscar's operating geographies
- Oversee development and submission of PBT's, SBC's and all other required regulatory documentation
- Promote coordination to meet critical filing deadlines under leadership and SIO guidance
- Establish and enforce disciplined operating rhythms across product development and filing cycles
- Build scalable processes and workflows to support multi state execution
- Promote standardization, quality controls, and continuous improvement across filings and product operations
- Resolve execution risks, data inconsistencies, and process gaps
- Implement structured reporting to track progress, risks, and performance
- Promote agreement on product design decisions, trade-offs, and execution priorities by market
- Support executive decision-making through clear and structured insights
- Lead a team of directors, senior managers, and managers
- Establish clear roles, accountability, and performance expectations across the department
- Promote a culture of ownership aligned with process consistency, operational excellence, and continuous improvement
- Compliance with all applicable laws and regulations
Requirements
- Bachelor's degree
- 12+ years experience in health insurance, product strategy (ACA, QHP focused), and insurance product development
- 6+ years people leadership experience managing multi-level teams
- Expertise in ACA individual and small group QHP markets
- Experience leading regulatory filings across multiple markets (PBT, SBC, and other documentation)
- Willingness to operate in a structured, process-driven environment, driving execution at scale
- Experience leading complex programs
- Willingness to travel up to 25% of the time
- Bonus Points: Master's degree, Experience managing National ACA product portfolios, Familiarity in managing third-party vendor relationships and other external partners, Experience in go-to-market strategy and product positioning
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.
Pay
The base pay for this role in the states of California, Connecticut, New Jersey, New York, and Washington is: $198,720- $260,820 per year. The base pay for this role in all other locations is: $178,848- $234,738 per year.
Benefits
- You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.