Chief of Staff

Hi, we're Oscar. We're hiring a Chief of Staff to join our 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 drive the economic flywheel for the Insurance and Operations business across strategic planning, operational execution and talent strategy to ensure business achieves its objectives. You will partner with leaders across the company, including Chief of Staff roles for other executives, to solve complex problems, drive solutions, and orchestrate operational initiatives. You will drive annual corporate business processes, in partnership with corporate strategy, including long term strategy and operating plan annual development and implementation

You will report into the EVP, President of Oscar Insurance.

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.

Pay Transparency

The base pay for this role is: $180,504 - $236,911 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 multi-year department strategy in partnership with the leadership team

Drive departmental efficiencies through process improvements and workforce optimization initiatives

Facilitate and provide leadership on cross-functional processes to drive efficiency in partnership with subject matter experts (i.e., performance management, FP&A, budget reporting, and tech)

Prioritize competing initiatives and projects. Create decision-making frameworks that help prioritize critical tasks for leadership

Serve as a proxy for leadership as needed, including attending meetings and calls and ensure leadership is prepared for meetings with appropriate pre-reads and context

Drive various department-wide forums, including owning agendas and ensuring the smooth running of the forum and thoughtful discussion on key topics

Manage preparation for and execution of governance meetings owned by the leader including aggregating, evaluating, and tracking department vitals and KPIs

Partner with the People Team to drive staff talent development and organization structure across the organization

Compliance with all applicable laws and regulations

Other duties as assigned

Requirements

Bachelor's degree or commensurate 4 years of experience

10+ years experience, with 5+ of those years in healthcare consulting or a strategic role in the healthcare industry

5+ 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

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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.

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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.

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