Staff Site Reliability Engineer

Stash • New York City, NY

21d • Hybrid

About The Position

Want to help everyday Americans invest and build wealth? Financial inequality is increasing, and too many people are getting left behind. At Stash, we are passionate about democratizing wealth creation through education, advice, and products that help customers achieve greater financial freedom. Join our Infrastructure team as a Staff Site Reliability Engineer and play a key role in building and scaling Stash’s platforms. You’ll drive initiatives that strengthen reliability, design secure and resilient systems, and lead automation efforts that make our infrastructure faster and more efficient in a high-growth environment.

Requirements

• 8+ years of experience in site reliability engineering or similar roles.
• Deep expertise in AWS networking (VPC design, Transit Gateway, PrivateLink, routing, security groups, NACLs).
• Strong experience with Nginx (configuration, tuning, scaling, troubleshooting).
• Strong expertise in Kubernetes (K8s) and Amazon EKS.
• Advanced skills in AWS infrastructure setup, management, and optimization.
• Proficiency in infrastructure as code (Terraform, Terraform Cloud).
• Strong programming skills in Python and/or Go.
• Experience with system monitoring (Datadog) and logging/archiving practices.
• Extensive experience with GitHub Actions for CI/CD pipelines.
• Proven track record with containerized microservice architectures (Docker).
• Experience with Kafka.
• Experience working in PCI or other regulated environments.

Nice To Haves

• Advanced network security design — experience with segmentation strategies, zero-trust architectures, and firewall policy management.
• Performance optimization expertise — analyzing latency and throughput, tuning DNS resolution, load balancing, and packet-level troubleshooting.
• Observability leadership — hands-on with Datadog dashboards, metrics strategy, log pipelines, and tracing at scale.
• Resiliency and chaos engineering — designing fault-tolerant architectures and running game days to validate recovery plans.
• Compliance and governance experience — prior work in regulated industries (e.g., PCI, SOC 2, HIPAA) beyond just technical enforcement.
• Cross-team leadership — ability to influence architecture decisions across product and platform teams, and mentor engineers on reliability and networking best practices.
• Startup and scale-up experience — familiarity with rapid growth environments where infrastructure must evolve quickly while staying reliable.

Responsibilities

• Design, build, and operate AWS networking and infrastructure, including VPCs, Transit Gateway, PrivateLink, routing, and security boundaries.
• Lead Kubernetes (EKS) platform operations — scaling clusters, optimizing workloads, and ensuring reliability of critical services.
• Automate infrastructure workflows with Terraform and CI/CD pipelines (GitHub Actions) to increase speed and consistency.
• Configure and maintain Nginx for high-availability, load balancing, and secure traffic management.
• Troubleshoot and resolve complex issues across systems, networks, and applications (DNS, routing, TCP, container orchestration).
• Collaborate with engineering teams to design scalable cloud solutions and embed best practices for reliability.
• Continuously improve observability using Datadog and related tooling to monitor performance and proactively prevent outages.
• Drive architectural decisions that strengthen system reliability, security, and scalability in AWS.

Benefits

• Comprehensive total rewards package, comprising compensation (salary and equity) and health care benefits
• Complimentary subscription to Stash+ account
• Remote-first work policy – Live and work where you feel the most productive, whether that is in your home, in an office.
• Flexible PTO
• Work-from-home equipment stipends; home internet subsidy
• Paid Parental Leave (offerings for birth giving and non-birth giving parents)
• Primary & Secondary Enhanced health and wellness benefits through One Medical, Gympass, and Maven Health

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 251-500 employees