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 were previously 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 Los Angeles 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: $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 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 mitigating risk to deliver on time. Prolific contributor to the objectives of the functional group, and plays a key role in driving outcomes for organization-wide projects. Work with leadership to assign prioritization of the technical roadmap and influence prioritization of the product roadmap and process enhancements within their area and across related areas. Actively identify and reduce failure domains while working with the 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 the engineer 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 the 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. We are an equal‑opportunity employer committed to a discrimination-free hiring process and an inclusive workplace. #J-18808-Ljbffr