Staff Software Engineer

Hi, we're Oscar. We're hiring a Staff Software Engineer to join our Engineering team. Oscar is the first health insurance company built around a full stack technology platform and a 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 As a Staff Software Engineer you'll join our distributed team, leading the design and development of enhancements to our next-generation claims and payment processing systems. You will work on a broad problem space spanning contract and pricing configuration, system extensibility through our internally developed DSL, and data pipeline architecture and efficiency. You'll selectively apply AI to solve hard problems, automating and improving processes that previously were tedious and error-prone. Your focus will be on building scalable and reliable systems that ensure the accuracy and efficiency of our claims and payment processes. You will report to the Director, Software 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: $192,000 - $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses. Responsibilities Serve as the subject matter expert on business and technical domains. Lead the planning, execution and release of complex technical projects across multiple teams, including owning medium to large features or infrastructure projects from technical design through completion. Work with partners, product managers, and designers to solve challenging problems. Lead and mentor engineers and engineering teams to improve technology, apply best practices and set overall team direction. Responsible for ensuring the team's delivery of large or complex technology capabilities (set of components or services) within their team's domain or spanning multiple domains. Facilitate, encourage, and enhance a culture of collaboration within the engineering team and its internal customers; recognizing when cross-team projects are at risk and actively mitigate risk to deliver on time. Prolific contributor to the objectives of their functional group, and plays a key role in driving outcomes for organization-wide projects. Work with leadership to assign prioritization of technical roadmap and influence prioritization of product roadmap and process enhancements within their area and across related areas. Actively identify and reduce failure domains while working with their team to do the same. Build software to minimize effort and business impact during maintenance and failures. Guide the development of Service-Level Objectives (SLOs) for systems they and their team are responsible for. Compliance with all applicable laws and regulations. Other duties as assigned. Qualifications 7+ years of professional software engineering experience. 5+ years of experience as a leader of cross-pod or cross-company deliverables. 5+ years of experience leading technical contributions, improving the quality of what your teams create. 5+ years of experience with practical application of CS concepts within their team. 5+ years of experience setting and enforcing the standard for writing stable, correct, and maintainable code. 5+ years of experience leading technical teams including mentoring and training more junior engineers. Benefits In addition to base salary and equity, you’ll receive medical, dental, and vision coverage, 11 paid holidays, paid sick time, paid parental leave, 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements. Equal Opportunity Employment 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. #J-18808-Ljbffr