Senior Manager, People Operations

Hi, we're Oscar. We're hiring a Senior Manager to join our People Operations 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.

The Senior Manager, People Operations role is responsible for supporting department operations, providing People Team-People Strategy operational support, and driving cross‑functional project and program execution. This role closely partners with senior leadership to ensure operational excellence by driving execution of strategic priorities, improving internal coordination, and acting as a force multiplier—translating priorities into action.

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.

The base pay for this role is: $135,792 – $178,227 per year. Final offer amounts within the base pay set forth above are determined by factors including your relevant skills, education, and experience. You are also eligible for employee 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.

Participation in Oscar’s unlimited vacation program and annual performance bonuses is also provided.

• Own execution and audit of department governance practices
• Track department budgets, contracts, vendors, and partner with FP&A on monthly/quarterly files
• Maintain action logs, open decisions, and drive deliverables against company timelines
• Prepare briefing materials, presentations, and internal updates/communications
• Track department progress against long‑term strategic initiatives, OKRs, and leadership priorities
• Aggregate OpCo, MC, and Board materials across the department to meet company timelines
• Oversee People Department engagement activities playing both a strategic and execution role
• Manage content plan and materials for all department meetings and onsites
• In support of department workforce management: develop and execute comms plans, change management plans, and run‑of‑show documentation for large or high‑visibility events (department transformation, onboarding, departures)
• Handle documentation and system actions related to the employee life cycle, including opening new requisitions, terminations, and access shut‑off
• Serve as the point of contact for People‑for‑People audits: (JP, JD, EE Location, EE Movement, etc.)

• Lead the annual cross‑collaborative department project review
• Lead and support cross‑functional and highly visible projects from initiation through completion (IRL, M&A diligence and integration support, company‑wide change management support, location strategy)
• Develop project plans, timelines, milestones, and status reports
• Facilitate project meeting, decision‑making, and follow‑up actions
• Compliance with all applicable laws and regulations
• Other duties as assigned

• 4+ years of experience in operations or project management
• 3–5 years of experience within a People/HR team
• Experience coordinating across multiple stakeholders and functions, including senior leaders
• Proficient in Excel/Sheets and PowerPoint/Slides
• Experience with Workday
• Experience working with highly confidential information
• Strong judgment and pragmatism

Limited, up to 15%

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.

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 () to make the need for an accommodation known.

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