Director, Medical Economics — Corporate

Hi, we're Oscar. We're hiring a Director, Medical Economics — Corporate to join our Actuarial.

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.

The Director, Medical Economics — Corporate acts as a specialized internal consultant and narrative architect within the Medical Economics function. Reporting directly to the Senior Director, Medical Economics — Corporate, this leader focuses less on the technical construction of budgets and more on the synthesis, interpretation, and communication of medical cost trends.

While the Senior Director serves as the strategic anchor for financial planning, the Director plays an important role in Quarterly Earnings support and Executive Reporting. You will bridge the gap between technical Actuarial teams and Corporate Finance/Investor Relations, translating complex data into the “company story” for the Board of Directors, executive leadership, and external analysts.

You will report into the Senior Director, Medical Economics.

This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in‑office work per week. Thursdays are a required in‑office day for team meetings and events, while your other two office days are flexible to suit your schedule.

The base pay for this role is $192,000 – $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses. Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full‑time employees are eligible for benefits including: medical, dental, and vision benefits, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

• Quarterly Earnings Cycle Management (30%)
• Executive & Board Reporting (25%)
• Forecasting and Team Leadership (10%)
• Strategic Narrative & Internal Consulting (35%)
  • Be the primary “translator” of medical economic results for non‑technical partners, converting raw actuarial data into cohesive business narratives that explain the “why” behind cost trends.
  • Be the internal consultant to Corporate Finance, providing rapid‑response insights on emerging risks and opportunities to support decision‑making at the Management Committee level.
  • Partner with Investor Relations to ensure consistency in financial messaging and external guidance.
  • Lead the development of medical economics content for quarterly earnings, including drafting scripts, preparing Q&A talking points for the C‑suite, and synthesizing key performance drivers.
  • Collaborate with analytical leads to distill complex quarterly performance data into clear takeaways for analyst calls.
  • Lead the creation and delivery of high‑impact presentations for the Board of Directors and Operating Committee, focusing on visualizing data to highlight performance drivers.
  • Design reporting packages that succinctly summarize variance analysis and long‑term outlooks, ensuring senior leadership has actionable views on medical expense performance.
  • Support the Senior Director in the corporate budgeting process by pressure‑testing assumptions and validating the narrative understanding of the long‑term financial outlook.
  • Mentor analysts in developing “soft skills,” specifically regarding business writing, data visualization, and stakeholder influence.

• Bachelor's degree in a STEM field, or 4 years commensurate experience.
• 8+ years of quantitative analysis in the healthcare industry.
• 3+ years of collaborating and influencing the Executive Leadership Committee.
• Proven experience in medical economics, corporate strategy, or a related analytics‑driven leadership role.

• Exceptional business writing and storytelling skills; ability to simplify complex actuarial concepts for…