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DevOps Manager

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: First Stop Health
Full Time position
Listed on 2026-03-05
Job specializations:
  • IT/Tech
    SRE/Site Reliability, Cloud Computing
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

About Us

On a mission to deliver affordable, delightful healthcare for all, First Stop Health provides connected, whole‑person virtual care to employers 24/7 through app, website, or phone in all 50 states. First Stop Health prioritizes an engaging and easy‑to‑use experience, setting people on healthier journeys through care at multiple stages.

Job Description

Job Title: Dev Ops Manager

We are seeking an experienced Dev Ops Manager to lead the evolution, reliability, and scalability of our cloud infrastructure as we modernize our technology platform.

Our environment is built on AWS and supports a Django monolith with React and React Native applications running on ECS, with Postgre

SQL, Redis, Celery, and Rabbit

MQ. We are actively transitioning to a Node.js‑based microservices and event‑driven architecture.

This is a hands‑on leadership role in a small team. The ideal candidate is a strong technical contributor who can also provide direction, mentorship, and operational ownership.

Benefits

First Stop Health offers a comprehensive benefits package that includes various health and medical coverage options, dental and vision coverage, disability and life coverage, making healthcare easily accessible. For those that choose to waive medical coverage a monthly medical waiver allowance will be provided.

First Stop Health offers a remote‑first work environment and flexible paid time off, including Summer Fridays. Furthermore, the employer match 401(k) plan and monthly phone stipend demonstrates the company's commitment to employee financial well‑being. The First Stop Health membership benefit is another added perk for employees and provides our virtual care solutions – Urgent Care, Mental Health, and Primary Care – from their very first day!

Responsibilities
  • Own and operate the company’s AWS infrastructure, container platforms, and deployment architecture
  • Lead and execute the migration of Dev Ops tooling and infrastructure for our platform modernization from Django monolith to Node.js microservices and event‑driven systems
  • Design, maintain, and improve CI/CD pipelines and release processes
  • Write, review, and maintain Infrastructure as Code (Terraform) and automation
  • Establish and monitor SLOs, SLAs, and operational KPIs
  • Lead incident response, post‑incident reviews, and reliability improvements
  • Build, mentor, and manage a high‑performing Dev Ops / Platform Engineering team
  • Partner with Engineering, Product, Security, and QA on platform priorities
  • Own cloud security, access controls, and compliance practices
  • Drive cloud cost optimization and vendor management
Requirements
  • 8+ years of experience in Dev Ops, SRE, Platform Engineering, or related fields
  • 2+ years of experience leading technical teams
  • Experience operating large‑scale AWS environments
  • Hands‑on experience with containerized workloads and orchestration platforms
  • Proven experience supporting microservices and distributed systems
  • Experience designing and operating CI/CD pipelines
  • Strong background in incident response and reliability engineering
  • Deep knowledge of AWS infrastructure and networking
  • Strong experience with Docker and ECS (Kubernetes experience is a plus)
  • Experience with Postgre

    SQL, Redis, and message queues
  • Strong proficiency in Terraform for Infrastructure as Code (required)
  • Scripting and automation skills (Python, Bash, Node.js, or similar)
  • Understanding of event‑driven and asynchronous architectures
Success In This Role First 30 Days
  • Meet key stakeholders and understand business and technical priorities
  • Assess infrastructure, CI/CD pipelines, security posture, and operational maturity
  • Identify high‑risk areas and quick‑win improvements
  • Begin contributing directly to production systems and automation
First 90 Days
  • Deliver a prioritized Dev Ops and modernization roadmap
  • Improve deployment reliability and incident response practices
  • Establish core SLOs, dashboards, and operational reviews
  • Demonstrate strong hands‑on leadership within the team
First 12 Months
  • Support major milestones in the microservices migration
  • Establish a mature reliability and on‑call culture
  • Improve platform scalability, security, and cost efficiency
  • Build a resilient, high‑performing Dev Ops organization

First Stop Health is committed to diversity, equity, inclusion, and belonging. Research shows that women, people of color and other historically underrepresented groups tend to only apply to jobs in which they meet all the job requirements. Unsure if you check every box? Apply. We would love to consider your unique experiences and how you could make First Stop Health even better.

To learn more about First Stop Health, visit  and if you require any assistance during the application process or have questions, please don't hesitate to contact our talent acquisition team via email at

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