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Senior Executive Assistant

Oscar Health - New York, NY, United States - Hybrid - posted 2026-08-28

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Salary: USD 101,844 - 133,670.25 / annual

Oscar Health is seeking a Senior Executive Assistant to support a member of the Management Committee, reporting to the Chief Legal Officer. This role is central to ensuring executive success through sophisticated calendar management, workflow optimization, and cross-functional coordination. Key responsibilities include managing executive calendars with deep understanding of business objectives and stakeholder priorities; evaluating workflow and recommending productivity improvements; independently handling all travel and expense management; coordinating cross-functional deliverables across business segments; planning and leading in-person and virtual events including VIP hosting; managing confidential communications across executive leadership; and mentoring junior assistants. The ideal candidate brings 4+ years of experience supporting senior-level executives, with a bachelor's degree preferred. This is a hybrid role based in Oscar's New York office, requiring three days in-office per week with Thursdays mandatory for team meetings and events. The other two office days are flexible. Oscar is a technology-forward health insurance company founded in 2012, built on a full-stack technology platform with a mission to transform healthcare. The company combines innovative technology with a member-centric approach, operating at the intersection of fintech and healthtech. Compensation includes a base salary of $101,844–$133,670 annually, plus eligibility for employee benefits, unlimited vacation, and annual performance bonuses. Full-time benefits include medical, dental, vision, 11 paid holidays, paid sick time, paid parental leave, 401(k) participation, life and disability insurance, and wellness reimbursements.

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