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Manager, Strategic Initiatives

Hi, we're Oscar. We're hiring a Manager, Strategic Initiatives to join our Enterprise Delivery team.

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:

You will be responsible for leading all activities related to program implementation goals to ensure success of large cross-functional programs. You will identify and drive strategic improvements for core operations, including proper controls and monitoring, ensuring operational efficiency and effectiveness. You will oversee and coordinate the program across the organization to implement project management fundamentals across the organization, including establishing efficient governance structures to track progress and ensure appropriate levels of visibility. As a member of the Enterprise Delivery team, you will support business and operations partners in decision making, ensuring collaborative working models, being Oscar's connective tissue to inform work and identify critical interdependencies.

You will report into the Senior Director, Strategic Implementation.

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: $103,200 -$ 135,450 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.

Responsibilities:

  • Organize and lead daily activities for your programs, often acting as the translators of strategy into actionable plans
  • Identify, develop and implement program strategy, optimizations and tooling that support the organization's objectives
  • Meet with stakeholders to discuss program status and goals, [helping to guide decisions and creating recommendations when needed]
  • Oversee implementations end to end to ensure program success [including guiding the development of KPIs and reporting for all levels of the organization]
  • [Heavy collaboration and partnership] with other departments and various stakeholders to ensure [strategic and] operational excellence
  • Analyze program risks; ability to anticipate risks and issues. This includes proactive flagging of issues, managing escalations, and tracking and helping to resolve risks and issues.
  • Ensure proper controls and monitoring are in place for the your program (e.g. management processes and governance structures)
  • Work with leadership and the program stakeholders to lead program retrospectives and assess program strengths and weaknesses
  • Ensure proper metrics are in place to measure program success
  • Compliance with all applicable laws and regulations
  • Other duties as assigned

Requirements:

  • 4+ years of program and project management in the health insurance space
  • 4+ years experience in change management and process improvement

Bonus points:

  • Healthcare experience
  • Management consulting

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.

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 ([email protected]) to make the need for an accommodation known.

Artificial Intelligence (AI) Guidelines: Please see our AI Guidelines for the acceptable use of artificial intelligence during the interview process at Oscar.

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 Notice to Job Applicants.

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CEO of Oscar Health
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Mark Bertolini
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Average salary estimate

$119325 / YEARLY (est.)
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$103200K
$135450K

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Oscar Health is an American health insurance company headquartered in New York City. Through telemedicine, healthcare-focused technology interfaces, and clear claims pricing systems, the company focuses on the health insurance market.

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Full-time, hybrid
DATE POSTED
October 15, 2025
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