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Oscar Health // health insurance
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Hi, we're Oscar. We're hiring an Executive Assistant to join our Executive Assistant team.

Oscar is the first health insurance company built around a full stack technology platform & a focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselvesone that behaves like a doctor in the family.

About the role

Oscars Executive Assistants ensure tight operations & time management for our Executive leaders. Responsibilities include standard administrative duties, such as managing calendars, meetings, time prioritization & availability, VIP guests, T&E, etc.. Executive Assistants also serve as a link between business segments, making sure administrative & business office operations across the company are optimized & leverage best practices.

You will report to a Senior Executive Assistant. This is a Hybrid role: You will work part of the time in the NYC office & part of the time in a remote / work-from-home capacity. #LI-Hybrid

The potential base pay for this role is $76,000 - $99,750. 


  • Manage the executive's day-to-day calendar, including prioritization of sensitive matters
  • Partner with cross-functional teams to coordinate for your executives business office (eg onboarding)
  • Manage senior leaders travel & expense management processes, including travel arrangements & itineraries & expense reporting submission via Concur
  • Coordinate & support meetings on behalf of your senior leaders, including 1:1s, client/vendor, team, cross-functional, town halls/all hands, etc.
  • Manage & support in-person & virtual team events aligned to the executives priorities


  • 3+ years of experience as an Executive Assistant supporting multiple senior level executives
  • Excellent time management, including the ability to meet deadlines or escalate in a timely manner
  • Excellent verbal & written communication skills
  • Strong organizational skills & ability to multitask with ever-changing priorities  
  • Ability to act as gatekeeper & escalate relevant information to executives as needed
  • Ability to work effectively with nominal supervision
  • Strong interpersonal & relationship management skills
  • Ability to treat confidential information with exceptionally high discretion
  • Exceptional attention to detail, with the ability on proactively identify opportunities in the near term
  • Proficiency of Google office software (e.g., calendars, docs, spreadsheets, virtual meetings)

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 & find both belonging & support. We're on a mission to change health care -- an experience made whole by our unique backgrounds & perspectives..

Pay Transparency: 

Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, & experience.

Full-time employees are eligible for benefits including: medical, dental, & vision benefits, paid holidays, paid vacation & sick time, paid parental leave, 401(k) plan participation, life & disability insurance, & paid wellness time & reimbursements.

Reasonable Accommodation:

Oscar applicants are considered solely based on their qualifications, without regard to applicants 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.

To protect the health & safety of our employees, we require any employee conducting in-person work* to be fully vaccinated against COVID-19 by their start date. If you are unable to be vaccinated due to medical or protected religious reasons, please reach out to our Benefits team at to submit an accommodations request.

*Note: In-person work includes: employees required to work from our offices, employees conducting sales work in the field & employees conducting at-home or in-person visits with members.

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