DevOps Engineer

BigTime Software, Inc.; Chicago (IL); Hybrid; USD 120,000 - 128,000; Full time

Benefits offered by this job

Competitive salary

Excellent benefits

401(k) with generous match

Hybrid work schedule

Paid time off

Tech tools & equipment provided

Job summary

BigTime Software, Inc. seeks a DevOps Engineer in Chicago on a hybrid schedule to build and maintain AWS infrastructure, pipelines, and automation.

You will work across Windows and Linux, supporting containerized workloads, serverless components, and security/compliance as part of cross-functional teams. You will design IaC, manage CI/CD, and automate operations while collaborating with engineering and QA to ensure reliable releases.

Qualifications

• 3+ years of DevOps experience or similar role.
• Bachelor's degree in computer science or related field or equivalent experience.
• Hands-on AWS experience and IaC best practices.
• Experience with Terraform (and Terragrunt).
• Docker & Kubernetes experience including Helm.
• Proficiency with Git and GitLab CI/CD.
• Experience deploying and monitoring .NET apps.
• Scripting in Python, PowerShell, Bash, or C#.
• Comfort across Windows and Linux environments.
• Knowledge of SQL (SQL Server).
• Strong problem-solving and communication skills; write things down.

Responsibilities

• Design, build, and maintain AWS infrastructure via IaC (Terraform) and CDK.
• Manage AWS services like EC2, S3, RDS, ElastiCache, DocDB.
• Run container workloads on EKS/ECS; maintain Helm charts and Helmfile.
• Build/maintain GitLab CI/CD pipelines for automated deployments.
• Create scripts/tools to automate repetitive tasks.
• Patch, maintain, and monitor Windows and Linux services.
• Implement monitoring with CloudWatch, Datadog, Prometheus, OpenTelemetry.
• Support security/compliance with SOC 2 controls.
• Collaborate with dev/QA for smooth releases; support serverless apps.
• Document infrastructure, processes, and DR/IR playbooks.

Skills

DevOps experience

AWS

Infrastructure as Code

Docker

Kubernetes

Git & GitLab CI/CD

.NET deployment

Scripting (Python/PowerShell/Bash/C#)

Windows & Linux

SQL Server

Documentation

Communication

Education

Bachelor's degree in CS or related field

Tools

Terraform

Terragrunt

AWS CDK

Helm

OpenTelemetry

Job description

DevOps Engineer

Chicago, IL | Hybrid

About BigTime

BigTime is the AI-powered PSA platform built for professional services firms. Our customers use BigTime 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 BigTime, 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. BigTime 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

BigTime is looking for a DevOps 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), ElastiCache, and DocumentDB.
• 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 GitLab 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 CloudWatch, Datadog, the Prometheus stack, and OpenTelemetry.
• 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 DevOps 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 GitLab CI/CD
• Experience deploying and monitoring .NET applications
• Scripting skills in at least one of Python, PowerShell, 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 OpenTelemetry
• Experience with configuration management tools such as Ansible
• Experience building highly available, scalable cloud infrastructure
• Familiarity with Azure or GCP
• Familiarity with DevOps and Agile methodologies
• Knowledge of cloud security best practices

What We Offer

• Competitive salary and bonus
• Company pays 100% of benefits, including medical, dental, vision, disability, and life insurance
• 401(k) with generous company match
• Hybrid work schedule, in office three days a week
• Generous time off and paid company holidays
• Fresh fruit, snacks, cold brew coffee and tea, soda, and sparkling water
• Company-provided technology and software tools

The expected salary for this position ranges from $120,000 to $128,000 annually. The actual salary will be determined on an individualized basis, taking into account a wide range of factors including, but not limited to, relevant skills, experience, education, and, where applicable, licenses or certifications held. In addition to base salary and a competitive benefits package, this position may be eligible for additional types of compensation such as bonuses.

Applicants must be authorized to work in the U.S. BigTime Software, Inc. is proud to be an Equal Opportunity Employer. BigTime Software is committed to equal employment opportunities regardless of race, color, genetic information, creed, religion, sex, sexual orientation, gender identity, national origin, age, marital status, disability status, protected veteran status, or any other category protected under the law. All employment decisions are based solely on business needs, job requirements, and individual qualifications. We support an inclusive workplace where everyone can excel based on personal merit, qualifications, experience, ability, and job performance.

In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form upon hire.