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Operations Engineer II

Oscar
New York, New York, United States
Posted October 26, 2026
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Hi, we're Oscar. We're hiring a Operations Engineer II to join our Eligibility & Billing 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:

This role designs, develops, builds, tests, and implements data and technical solutions with a focus on creating efficiency and scale through technology and automation of Oscar’s infrastructure and underlying logic for core insurance functions.

The Operations Engineer II is a technical thought partner responsible for project delivery within their team’s domain and represents the team in cross-functional discussions of opportunities for technology enablement.

You will report into the Manager, Operations Engineering.

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. #LI-Hybrid

Pay Transparency: The base pay for this role is: $135,792 - $178,227 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.

Responsibilities:

• Leads the development of technical solutions across specific areas within their team’s domain in response to requirements from business stakeholders regarding new product and market expansions, regulatory strategic needs, automated workflows to reduce manual work requirements, new/improved tooling, and data quality/integrity needs. Consistently writes correct, stable, modular, and adaptable code with little guidance/oversight; capable of independent delivery. Key contributor to code review and design reviews for projects across the team.

• Consults and cross-collaborates on technical design and scoping to build and document complex, scalable, and repeatable processes/capabilities Independently represents our team in cross-functional work, projects, and technical discussions.

• Proactively identifies and mitigates risks; responds to and resolves issues/errors/escalations through investigation.

• Partners closely with the Business, Engineering, and Data orgs to structure and operationalize the next generation of health insurance operations.

• Supports urgent operational needs through on-call rotation; identifies and drives resolution of production issues across team boundaries.

• Compliance with all applicable laws and regulations.

• Other duties as assigned.

Requirements:

• A technical bachelor’s degree or 4+ years commensurate experience

• 4+ years experience in a technical role (examples include, but are not limited to QA lead, data lead, systems lead, engineer, or QA engineer)

• 3+ years of experience in SQL

• 3+ years of experience Python

Bonus points:

• A professional background in coding, analytics, math, finance, statistics, or data science

• Experience working in dynamic environments, including but not limited to start-up experience

• Experience with various phases of technical projects (e.g. from early design phases through stable operations/production)

• Experience in coaching, mentorship, or project management

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 (accommodations@hioscar.com) 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.

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