Lead DevOps Engineer
Location: Chicago, IL (100% Onsite) | Employment Type: Full Time | Start: ASAP
About Our Client
We are a mission-driven financial services organization dedicated to supporting member institutions with competitively priced funding, strong returns, and community investment initiatives.
Our work helps strengthen communities across both urban and rural areas. Operating in a highly regulated environment, we prioritize innovation, stability, and long-term impact.
Why This Role Matters
We are undergoing a high-impact DevSecOps transformation and are seeking a hands-on Lead DevOps Engineer to help drive it forward.
This role will play a key part in modernizing our software delivery lifecycle, leading a migration from Azure DevOps to GitHub, and introducing AI-enabled development practices. You will help build scalable, secure, cloud-native delivery pipelines while influencing strategy and execution.
What You’ll Do
Modernize DevSecOps
- Lead the redesign of fragmented DevOps pipelines
- Drive migration from Azure DevOps to GitHub
- Build scalable, end-to-end CI/CD pipelines
- Develop reusable infrastructure-as-code standards and templates
- Implement Kubernetes-based architectures
Embed Security and AI into the SDLC
- Implement security controls including SAST, DAST, SCA, IaC, and container scanning
- Enable AI-assisted development practices (e.g., Copilot)
- Improve compliance, auditability, and delivery efficiency
Drive Engineering Excellence
- Mentor engineers and promote DevSecOps best practices
- Contribute to building a DevSecOps Center of Excellence
- Partner with development, architecture, and security teams
- Establish metrics to measure DevOps maturity and adoption
First 90–180 Days
- Lead redesign of DevSecOps pipelines
- Support migration from Azure DevOps to GitHub
- Improve SDLC scalability and efficiency
- Identify and implement AI opportunities within the toolchain
What You Bring
Core Requirements
- Proven DevOps leadership experience with a strategic mindset
- Strong experience with CI/CD pipelines and DevSecOps practices
- Experience with Azure DevOps and AWS environments
- Hands-on experience migrating pipelines or platforms
- Ability to modernize SDLC and identify AI integration opportunities
Technical Expertise
- Infrastructure as Code: Terraform, Ansible, Chef
- Containerization: Docker, Kubernetes (EKS/ECS preferred)
- Programming: Python and C++ required; C# preferred
- DevSecOps tools such as Checkmarx, SonarQube
- Application monitoring tools like Datadog
- Databases including SQL, NoSQL, and graph technologies
Differentiators
- Experience redesigning fragmented DevSecOps environments
- Exposure to AI-enabled development toolchains
- Strong architectural vision and systems thinking
What It’s Like to Work Here
Our client fosters a collaborative, high-performance environment focused on innovation, learning, and continuous improvement. Employees benefit from mentorship programs, professional development opportunities, and hands-on training.
Our client’s in-office model promotes collaboration and team alignment.
Why Join
- Opportunity to lead a large-scale DevSecOps transformation
- Influence both strategy and execution
- Work with modern tools, including AI-enabled development
- Make a measurable impact in a mission-driven organization