Senior Software Engineer, Cloud Infrastructure / SRE

Hi, we're Oscar. We're hiring a Senior Software Engineer, Cloud Infrastructure / SRE to join our Engineering 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: Our Core Technology teams build and maintain the foundational platform upon which all Oscar engineering is built. We are responsible for architecting a world-class, resilient ecosystem using a modern stack centered on AWS/GCP, Terraform, and Kubernetes with developer focused tooling and CI/CD. Our mission is to provide an automated, self-service infrastructure that empowers our engineering organization to move fast without sacrificing security or stability. You will report into a Staff/Senior Staff Engineer. 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: $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: Become the expert on your team's business and technical domains such as DevOps, site reliability, and cloud best practices Lead the planning, execution and release of complex technical projects across multiple teams outside of Core Technology Work with partners, product managers, and designers to solve challenging problems Lead and mentor engineers on the team to improve technology and apply best practices Independently responsible for large or complex technology capabilities (set of components or services) within their team's domain or spanning multiple domains Facilitates, encourages, and enhances cross-team execution and collaboration; knows when cross-team projects are at risk and actively mitigates risk to deliver on time Prolific contributor to the objectives of their functional group, as well as organization-wide projects Drives prioritization of technical roadmap and influences prioritization of product roadmap and process enhancements within their team Actively identifies and reduces failure domains, designs and builds resilient systems, and strives to reduce adverse effects of an outage. Builds software to minimize effort and business impact during maintenance and failures Guides the development of Service-Level Objectives (SLOs) for systems they are responsible for Own medium to large features or infrastructure projects from technical design through completion Compliance with all applicable laws and regulations Other duties as assigned Requirements: 6+ years of professional software engineering experience, working with a variety of technologies, and have increasingly impactful accomplishments Experience as a major contributor cross-pod or cross-company deliverables Experience leading technical contributions, improving the quality of what your teams create, and are excited to build fault-tolerant, and scalable software systems. Demonstrates expertise of the practical application of CS concepts within their team. Sets and enforces the standard for writing stable, correct, and maintainable code Experience mentoring and training more junior engineers Bonus points: Cloud Proficiency: Deep expertise in managing production environments within AWS or GCP at scale. Infrastructure as Code: Advanced experience with Terraform or similar IaC tools to manage complex, multi-account structures. Orchestration & Delivery: Proven track record with Kubernetes and workflows using ArgoCD. SRE Discipline: Strong background in Site Reliability Engineering, including Service Level Objectives (SLOs), e…