Senior Director, Corporate Strategy

oscar· Corporate Strategy
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About this role

Hi, we're Oscar. We're hiring a Senior Director 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:

The Senior Director, Corporate Strategy role plays a critical role in shaping Oscar's corporate strategy, determining the course the company will take to maximize enterprise value and growth in a way that is aligned with the mission of the company. This high-performing leader shapes the long-term strategy of the company by leading and executing large-scale cross-functional strategic initiatives critical to Oscar's strategic and operational plans. This individual works closely with senior executives across the organization to enhance Oscar's competitive position and drive growth.

You will report into the VP, 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: $240,120 - $315,157 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

Responsibilities:

  • Shape the corporate strategy of Oscar in partnership with the executive team
  • Evaluate and execute strategic projects, deriving insights from external and internal research, and develop recommendations and scenarios for Oscar's executive team
  • Develop thorough and analytical business cases, including economic modeling, scenario development, risks, trade-off evaluation, and prioritization decisions
  • Develop key performance indicators and metrics to evaluate the success of strategic initiatives and projects
  • Serve as the dedicated corporate strategy lead for Oscar's shared services functions
  • Collaborate deeply with SMEs and leaders across the organization
  • Maintain a strong external orientation, leveraging deep healthcare industry and market knowledge, a pulse on healthcare investments and innovation, as well as insights into our competition and our customers' needs to bring together research and strategic decisions in key areas
  • Communicate the established corporate strategy to the organization in partnership with our Communications and leadership team; drive change management as needed
  • Assemble and maintain a foundation of intelligence - e.g. business financials / competitive data - that can serve as a fact base for projects and discussions
  • Compliance with all applicable laws and regulations
  • Other duties as assigned

Requirements:

  • A bachelor's degree or commensurate 4 years of experience
  • 12+ years experience, with 10+ of those years in healthcare consulting or a strategic role in the healthcare industry
  • 7+ years experience collaborating and influencing at the executive level
  • 5+ years experience defining and deploying strategies for organizations at the company level

Bonus points:

  • Master's degree from top-tier program in business, health administration, or related field

This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

Pay Transparency:  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.

Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation: Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team (accommodations@hioscar.com) to make the need for an accommodation known.

California Residents: For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy.

Frequently Asked Questions

Is the salary disclosed for the Senior Director, Corporate Strategy position at oscar?
The salary for this Senior Director, Corporate Strategy role at oscar is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Senior Director, Corporate Strategy position at oscar located?
This Senior Director, Corporate Strategy role at oscar is based in New York, New York, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Senior Director, Corporate Strategy at oscar belong to?
This Senior Director, Corporate Strategy position is part of the Corporate Strategy department at oscar. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Senior Director, Corporate Strategy position at oscar?
Click the "Apply Now" button on this page. You will be redirected to oscar's official application portal hosted on greenhouse where you can submit your application directly.
When was the Senior Director, Corporate Strategy job at oscar posted?
This Senior Director, Corporate Strategy position at oscar was posted on May 26, 2026. Apply as soon as possible — early applications are often reviewed first.
Senior Director, Corporate Strategy
oscar
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