Senior Director, Regional Actuarial

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving its members. Founded in 2012, Oscar aims to create a health insurance experience akin to having a trusted doctor in the family.

The Role

The Senior Director, Regional Actuarial plays a pivotal role in Oscar’s enterprise Pricing function, guiding a team to execute strategies supporting Oscar’s ACA Individual market and financial goals. This position ensures alignment with strategic growth objectives through collaboration with analytical and business leads across Finance, Market P&L, Insurance Product, Medical Economics, and Government Affairs.

Key responsibilities include crafting high-impact content such as executive-level reporting and presentations to inform senior leadership on pricing strategies, risks, market-level insights, competitive trends, and macro market dynamics.

You will report to the Vice President, Actuarial.

Key Responsibilities

• ACA Strategy & Filings: Drive the strategic vision for ACA pricing methodologies and oversee the annual rate filing process (CMS and State DOIs) to ensure accuracy, regulatory compliance, and alignment with financial goals.
• Executive Advising & Reporting: Own significant financial forecasts and deliver executive-level presentations that distill complex actuarial insights into actionable recommendations for senior leadership.
• Cross-Functional Leadership: Cultivate strategic partnerships across key business units (e.g., Market P&L, Finance) and represent the Actuarial function in executive forums.
• Advanced Analytics & Growth: Lead complex analytics initiatives, including morbidity trend and competitive analyses. Apply learnings to influence enterprise-wide decision-making on pricing, strategic business growth, and network strategies.
• Advocacy & Thought Leadership: Support federal and state advocacy efforts and author actuarial thought leadership on ACA regulations to champion market stability.
• Team Mentorship & Development: Provide mentorship, coaching, and development planning for team members to promote continuous growth and learning across the Regional Actuarial organization.
• Other duties as assigned.

Requirements

• A Bachelor’s degree in a STEM field, or 4 years of commensurate experience.
• 12+ years of quantitative analysis in the healthcare industry.
• 5+ years of collaborating and influencing the Executive Leadership Committee.
• Proven experience in a pricing role, or a related analytics-driven leadership role.

Bonus Points

• Excellent communication, collaboration, and relationship-building skills.
• Strong process management skills, with experience streamlining workflows and driving operational efficiency.
• A collaborative and influential leadership style, with experience working across multiple teams and stakeholders.
• Strong familiarity with ACA-specific healthcare laws, regulations, and compliance requirements.
• Fellow of the Society of Actuaries (SOA), or on the track to become one.