Director, Corporate Strategy

Hi, we're Oscar. We're hiring a Director, Corporate Strategy to join our Corporate Strategy.

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:

As a Director, Corporate Strategy you will play a critical role in shaping the company's corporate strategy, helping to determine the course the company will take to maximize enterprise value and growth. You will leverage their expertise in strategic finance and business development to evaluate and complete key initiatives, including M&A, partnerships, and other cross-functional strategic projects. This position is perfect for a strategic leader who excels at building robust business cases and translating complex analyses into actionable financial strategies.

You will report into a Senior Director, Corporate Strategy.

Work Location: 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. #LI-Hybrid

Pay Transparency: 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.

Responsibilities:

• Execute strategic initiatives including M&A, partnerships, and new business initiatives, from initial evaluation to successful integration.
• Conduct in-depth financial analysis and modeling, including scenario analysis, economic modeling, and financial projections to inform capital allocation and decision-making.
• Create and present compelling strategic recommendations to the executive team, detailing the financial and operational rationale behind major corporate initiatives.
• Partner with cross-functional teams (Finance, Legal, Operations) to structure and negotiate deals, ensuring financial and strategic alignment.
• Monitor market trends, competitive trends, and the healthcare innovation landscape to identify new growth opportunities.
• Define and track key performance indicators to measure the success of strategic initiatives post-execution. 
• Serve as a key point of contact for external partners and advisors. 
• Compliance with all applicable laws and regulations.
• Other duties as assigned.

Requirements:

• Bachelor's degree in Finance, Economics, or a related field or 4+ years of commensurate experience.
• 8+  years of experience in a corporate strategy, strategic finance, banking, or related role within the healthcare industry.
• Demonstrated experience in developing complex business cases and financial models to support major corporate decisions.
• Demonstrated experience directly influencing and advising at the executive level on major financial and strategic initiatives. 

Bonus points:

• MBA or Master's degree from a top-tier program.
• Proven track record of successfully contributing to and executing significant strategic transactions and growth initiatives.