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DevOps Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: BigTime Software, Inc.
Full Time position
Listed on 2026-10-11
Job specializations:
  • IT/Tech
    Cloud Computing: Infrastructure & Operations, SRE/Site Reliability, Systems Engineer, AWS
Salary/Wage Range or Industry Benchmark: 120000 - 128000 USD Yearly USD 120000.00 128000.00 YEAR
Job Description & How to Apply Below
About Big Time

Big Time is the AI-powered PSA platform built for professional services firms. Our customers use Big Time to scope and sell work, staff it, track time and expense, bill their clients, and see where their margin comes from. More than 2,500 consulting, IT, engineering, and accounting firms run their business on Big Time, tracking over $4 billion in billable time each year.

Chicago, IL | Hybrid

About Big Time

Big Time is the AI-powered PSA platform built for professional services firms. Our customers use Big Time to scope and sell work, staff it, track time and expense, bill their clients, and see where their margin comes from. More than 2,500 consulting, IT, engineering, and accounting firms run their business on Big Time, tracking over $4 billion in billable time each year.

We've been featured on Inc.'s list of the fastest-growing companies in America four years in a row and named one of Crain's Best Places to Work three years running. Big Time is PE-backed and headquartered in Chicago, with offices in Chicago, Phoenix, and Wrocław, Poland. We're building the next generation of our platform, organized into cross-functional pods that each own a product surface end to end.

About

The Role

Big Time is looking for a Dev Ops Engineer to join our Technology Team in Chicago. You'll build and maintain the infrastructure, pipelines, and automation that let our engineering teams ship reliably and often. Our platform runs on AWS in a mixed environment that is primarily Windows with some Linux-based services, so you'll work across both.

We're looking for someone who is self-reliant, comfortable working independently, and brings a service-first, pragmatic mindset to working with internal and external stakeholders. If you enjoy automating the manual work nobody else wants to touch, this role is a great fit.

What You'll Do
  • Infrastructure as Code:
    Design, build, and maintain AWS infrastructure using Terraform and Terragrunt, with AWS CDK where it fits.
  • AWS Management:
    Deploy, configure, and manage AWS services including EC2, S3, and managed databases such as RDS (including SQL Server on RDS), Elasti Cache, and Document DB.
  • Containers & Kubernetes:
    Run containerized workloads on Amazon EKS, ECS, and App Runner. Maintain Helm charts and manage deployments with Helmfile.
  • CI/CD:
    Build and maintain Git Lab CI/CD pipelines that automate build, test, and deployment, and help standardize deployment processes across products.
  • Automation:
    Write scripts and tooling that replace manual processes and cut down on repetitive operational work.
  • Patching & Maintenance:
    Keep services upgraded and patched across our Windows and Linux environments, and maintain configuration management tooling.
  • Monitoring & Observability:
    Implement and maintain monitoring, logging, and tracing with tools such as Cloud Watch, Datadog, the Prometheus stack, and Open Telemetry.
  • Security & Compliance:
    Work with external auditors to maintain access controls, encryption, and vulnerability management in line with our SOC 2 certification.
  • Collaboration:

    Partner with development and QA teams on smooth releases, including supporting serverless architectures in production.
  • Documentation:
    Write and maintain documentation for infrastructure, processes, and procedures, and contribute to our Disaster Recovery and Incident Response playbooks.
Who You Are
  • 3+ years of experience as a Dev Ops Engineer or in a similar role
  • Bachelor's degree in computer science or a related field, or equivalent work experience
  • Hands-on experience with AWS services and best practices
  • Experience with infrastructure as code, preferably Terraform
  • Working knowledge of Docker and Kubernetes, including Helm
  • Proficiency with Git and Git Lab CI/CD
  • Experience deploying and monitoring .NET applications
  • Scripting skills in at least one of Python, Power Shell, Bash, or C#
  • Comfort working across Windows and Linux environments
  • Working knowledge of SQL, ideally SQL Server
  • Strong problem-solving, troubleshooting, and communication skills
  • A habit of documenting your work as you go
Nice to Have
  • AWS certification(s) or other relevant certifications, such as Terraform or Kubernetes
  • Experience with serverless computing, particularly AWS Lambda
  • Experience with Open Telemetry
  • Experience with configuration management tools such as Ansible
  • Experience building highly available, scalable cloud infrastructure
  • Familiarity with Azure or GCP
  • Familiarity with Dev Ops and Agile methodologies
  • Knowledge of cloud security best practices
What We Offer
  • Competitive salary…
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