Sr/Staff Site Reliability Engineer, Consumer Apps

Attain; Chicago (IL); Hybrid; USD 150,000 - 210,000; Full time

Job summary

Attain in Chicago is seeking a Senior/Staff Site Reliability Engineer to build and maintain the infrastructure that powers our fintech platform. Automation is central, using AI agents to remove toil, improve observability, and accelerate delivery across cloud environments.

You will partner with nearly every engineering team, write Terraform modules, deploy services with Helm in Kubernetes, define metrics and service mesh policies, and enhance our CI/CD pipelines.

Qualifications

• 5+ years of experience building and maintaining large-scale cloud-native infrastructure on AWS and/or GCP.
• Demonstrated fluency directing AI coding agents to build, operate, and debug real infrastructure.
• Experience replacing manual operations with durable automation.
• Experience with Docker, Kubernetes, Istio or similar service mesh.
• Experience with SQL databases such as MySQL, Google BigQuery, and Google Spanner.

Responsibilities

• Automate operations to remove toil and manual work across systems.
• Develop and maintain Terraform modules, Helm charts, and CI/CD pipelines.
• Collaborate with multiple engineering teams to ensure scalable, reliable, and secure infrastructure.

Skills

Automation

AI agents

Cloud platforms

Terraform

Kubernetes

Observability

CI/CD

Tools

Docker

Kubernetes

Istio

Terraform

Prometheus

Grafana

Datadog

BigQuery

Spanner

Kafka

Job description

About Attain

Built for consumers and companies, alike Klover's engineering team powers one of the fastest-growing fintech platforms in the U.S., supporting over one million active users each month. Our systems process and move more than $1.5 billion annually, enabling real-time access to financial tools, rewards, and services that help people improve their day-to-day lives.

Attain Office Hybrid Schedule (where applicable)

• Chicago, IL & New York, NY: 4 days in-office; 1 day remote
• We are also potentially open to discussing a remote arrangement for the right candidate

About The Role

As a Senior/Staff Site Reliability Engineer, you will play a critical role in building out and maintaining the infrastructure that powers all of our systems, as well as all of the supporting tools to ensure that those systems are running smoothly. Automation is the core of this role. We expect you to hunt down manual toil wherever it hides and engineer it out of existence — and to do that with the best tooling available, including AI agents you direct to write, test, and ship infrastructure code. We treat fluency with modern AI as a first‑class SRE skill, along with cloud platform literacy, a strong dedication to observability, and a laser‑focus on improving developer experience. You will work closely with nearly every engineering team at Attain, helping to ensure that our systems are operating at peak efficiency, and preparing us to handle the scale of our future growth.

What a typical week might look like

• Use AI agents as a force multiplier for yourself and others
• Create, improve, and maintain internal agentic tools and harnesses
• Add automation to both existing and new systems until manual processes, and the toil that comes with them, simply go away
• Write Terraform modules for deploying infrastructure resources via our GitLab pipelines
• Develop Helm charts for deploying services and jobs in our Kubernetes cluster
• Define metrics, network policies, and routing rules for our Istio service mesh
• Monitor and maintain our GCP BigQuery, Spanner, and CloudSQL databases
• Pipe metrics to our Google‑managed Prometheus instance and build out Grafana dashboards and alerts to increase visibility on our systems
• Experiment with GCP offerings, 3rd party vendors, AI tooling, and open‑source projects to further automate and secure day‑to‑day operations
• Pair with engineering leads to instrument and monitor critical functionality
• Participate in architecture design and capacity planning discussions to ensure that our systems are scalable, maintainable, reliable, and secure
• Build, maintain, and improve our CI/CD pipeline

You'll be a great fit for the role if

• You reach for automation before you reach for a runbook, and a manual process is something you want to delete, not document
• You treat AI agents as power tools and have real opinions about how to drive them — especially when to stop trusting them
• You are comfortable wearing many hats
• You have a willingness to learn and teach in a fast‑paced, collaborative environment
• You have a strong desire to automate things
• You readily provide constructive feedback, and also proactively seek feedback to improve yourself
• You like to get your hands dirty and tinker with/stress test new technologies

Preferred Qualifications

• 6+ years of experience building and maintaining large‑scale cloud‑native infrastructure (AWS and/or GCP)
• Demonstrated fluency directing AI coding agents (e.g. Claude Code, Cursor, or similar) to build, operate, and debug real infrastructure; and robust and experienced judgment on verification of their work
• A track record of replacing manual operations with durable automation
• Experience working with the containerization technologies Docker, Kubernetes, and Istio or a similar service mesh technology
• Experience with SQL database technologies such as MySQL, Google BigQuery, and Google Spanner
• Experience with stream technologies such as Kafka and Amazon Kinesis
• Experience with pub sub technologies such as AWS SNS and Google Pub/Sub
• Experience with serverless computing technologies such as AWS Lambda and Google Cloud Functions/Google Cloud Run
• Experience with infrastructure‑as‑code tools such as Terraform
• Experience with observability tools such as Datadog, Prometheus, and Grafana
• Strong computer science and software engineering fundamentals
• Experience with SOC2 and PCI Compliance processes and requirements

We are excited to hear from you. At Attain, we are passionate about finding people to continuously help us grow our organization. We encourage you to apply, even if your experience doesn't match every detail on the job description. If we don't see something that immediately fits, we will keep your resume on file for future opportunities.