Senior DevOps Engineer

Post Date

Feb 09, 2026

Location

Chicago,
Illinois

ZIP/Postal Code

60607
US
Apr 12, 2026 Insight Global

Job Type

Perm

Category

Programmer / Developer

Req #

CHI-5f914755-f785-42ce-889f-f6b309ed8217

Pay Rate

$125k - $165k (estimate)

Job Description

This financial services company is looking for a Senior DevOps Engineer to join their Modern Engineering team and serve as a hands‑on technical owner for CI/CD, cloud platforms, security automation, and observability. This engineer will build and support pipelines in Azure DevOps and GitHub, implement security controls, and contribute to the enterprise migration to GitHub.

They will deploy and operate containerized workloads (Docker/Kubernetes), provision cloud resources using Terraform, and ensure stable environments across AWS and Azure. The role also owns monitoring and observability using Datadog, including proactive alerting and incident support.

Successful candidates are highly technical, strong in pipeline automation, cloud operations, DevSecOps tooling, Terraform, Kubernetes, and have proven experience improving reliability and security in regulated environments.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

5+ years of hands‑on DevOps or Software Engineering experience
Strong CI/CD experience with Azure DevOps and GitHub Enterprise
Experience supporting Azure DevOps to GitHub migrations
DevSecOps experience (SAST, SCA, DAST, container scanning, secrets mgmt)
Cloud engineering experience across AWS and Azure
Docker + Kubernetes (EKS preferred) operational experience
Terraform experience (modules, validation, pipeline integration)
Scripting: Bash, PowerShell, Python
Experience with observability tools (Datadog strongly preferred)
Strong communication and cross‑team collaboration skills

Nice to Have Skills & Experience

Experience in regulated financial environments

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.