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. The Senior Director, leads a multi-level team of product directors, senior managers, and managers, partnering to deliver compliant and scalable products.

You combine product strategy with operational thoughtfulness, ensuring execution, process scalability, and high-quality outcomes across multiple markets.

You will report into the Vice President, Insurance Product Innovation and Development.

Responsibilities:

• 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
• Regulatory Filings & Execution Leadership
  • 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
  • Ensure accuracy, compliance, and consistency across all filings and supporting artifacts (e.g., plan counts by state, internal system AV agreement)
  • Promote coordination to meet critical filing deadlines under leadership and SIO guidance
• Operational Excellence & Process Leadership
  • 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
• People Leadership & Cross-Functional Development
  • Partner with actuarial, network, market