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Director, Actuarial

Oscar HealthRemotePosted 2 Nov 2026

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About this role

Hi, we're Oscar. We're hiring a Director, Actuarial to join our Actuarial 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: The Director, Actuarial, plays an important role in Oscar's actuarial department, leading a skilled team to manage Regional pricing across multiple states, drive strategic decisions and ensure regulatory compliance.

Additionally, responsibilities will extend to mentoring and developing Oscar's team of actuaries. This team includes Associate Directors, Managers, and Analysts. Responsibilities will also involve collaborating closely with cross-functional teams in Finance, P&L, Product Development, and others. This actuarial leadership position makes critical actuarial decisions, has ownership of financial estimates and forecasts, and communicates recommendations to senior executives.

You will report into the VP, Actuarial. Work Location: This position is fully remote and open to candidates residing in the U.S., excluding Alaska; Delaware; Hawaii; Louisiana; Montana; North Dakota; Oklahoma; West Virginia; Wyoming; and U.S. Territories. Daily work is completed from your home office, with occasional travel required for team meetings and company events. #LI-Remote Pay Transparency: The base pay for this role in the states of California, Connecticut, New Jersey, New York, and Washington is: $198,720 - $260,820 per year.

The base pay for this role in all other locations is: $178,848 - $234,738 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses. Responsibilities: Own decision-making responsibilities related to Actuarial methodologies, model enhancements, and business initiatives including but not limited to continually refining Actuarial approaches across the Director's portfolio and the business as a whole.

Oversee the end-to-end actuarial pricing processes within a specific portfolio. Promote long-term goals and objectives that guide the strategic direction of the Actuarial function as a whole. Have an in-depth understanding of key financial risks and opportunities within the domain and more broadly across Oscar's business. Apply learnings to guide analytical pricing, prospective pricing strategy, SAE considerations, network strategy, and other unique mitigation strategies.

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Mentor, coach, and provide Actuarial team members with regular feedback and developmental guidance. Provide an Actuarial viewpoint within cross-functional discussions across finance, P&L, product development, etc. to drive business objectives, insights, and understandings. Lead and shape Oscar Actuarial best practices with respect to automation and documentation. Develop strong relationships, rapport, and lines of communication with both internal and external senior stakeholders.

Compliance with all applicable laws and regulations. Other duties as assigned. Requirements: Bachelor's degree in a STEM field, or 4 years commensurate experience. Fellow of the Society of Actuaries (SOA), or on the track to become one. 10+ years of actuarial and/or quantitative analysis experience. Bonus points: Excellent communication, collaboration, and relationship-building skills. Strong understanding of health insurance concepts and nuances.

Prior experience leading teams of healthcare actuaries. This is an authentic Oscar Health job opportunity. 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. Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

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. 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 Privacy Policy .

Source listing: greenhouse_oscar

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