Senior Software Engineer, Cloud Infrastructure / SRE

Oscar is a health insurance company built around a full-stack technology platform and a focus on serving its members. The Senior Software Engineer will lead efforts to build reliable, maintainable applications and infrastructure, drive complex technical projects, mentor engineers, and develop resilient cloud systems and SRE practices.

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
• 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), error budgets, and incident management
• CI/CD & Automation: Experience building robust deployment pipelines via GitHub Actions
• Observability: Proficiency with monitoring using tools like Prometheus, Grafana, or similar
• Security & Networking: Knowledge of cloud-native security (IAM, VPC peering) and service mesh technologies like Istio
• Programming: Understanding of at least one coding language that you are able to use to develop scripts and software
• Education: B.S. in Computer Science, a related technical field, or equivalent high-level industry experience