DevOps Architect - Mainframe

Openkyber
Chicago, IL

Job Title: DevOps Engineer

Duration: 6+ month contract

Location: Morton Grove IL 60053

About the Role We are seeking an experienced DevOps Engineer to support and modernize our Windows-based application landscape. This role will focus on infrastructure reliability, application migration and modernization, automation, CI/CD optimization, and operational excellence across our IaaS environments. The ideal candidate combines strong hands-on Windows infrastructure experience with DevOps practices and automation capabilities. You will collaborate closely with development, infrastructure, and security teams to ensure stable, scalable, and secure platforms.

Key Responsibilities Infrastructure & Platform Engineering
  • Support and lead migration of applications from legacy Windows Server environments to modern Windows Server versions (2022+).
  • Manage and maintain IIS-hosted applications and Windows Services.
  • Ensure stability, performance, and security of IaaS-based environments.
  • Support SQL Server connectivity, configuration, and service account management.
Automation & DevOps Practices
  • Design and maintain CI/CD pipelines (TeamCity, Octopus Deploy, or similar tools).
  • Improve deployment reliability and release processes.
  • Contribute to Infrastructure-as-Code standards and practices.
  • Reduce manual operational tasks through scripting and automation.
Modernization & Cloud
  • Participate in modernization initiatives (replat forming, refactoring where applicable).
  • Assist in improving monitoring, logging, and observability practices (ELK, monitoring tools, etc.).
  • Support Azure-based workloads and hybrid environments.
Documentation & Governance
  • Document environments, architecture decisions, and operational processes.
  • Identify technical risks and propose mitigation strategies.
  • Contribute to change management processes and enterprise governance standards.
  • Ensure compliance with internal security and operational policies.
Collaboration
  • Work closely with development, security, infrastructure, and project teams.
  • Provide technical guidance during design and migration planning.
  • Participate in troubleshooting and root cause analysis for production incidents.
Required Skills & Experience
  • 4+ years of experience in DevOps, infrastructure engineering, or related roles.
  • Strong hands-on experience with IIS administration and application deployment, Windows Server administration, and Windows Services configuration and troubleshooting.
  • Experience migrating legacy workloads to modern environments.
  • Practical understanding of SQL Server connectivity, permissions, service accounts.
  • CI/CD pipeline design and maintenance (TeamCity, Octopus Deploy, or comparable tools).
  • PowerShell scripting for automation.
  • Experience working in Azure or hybrid cloud environments.
  • Solid understanding of networking fundamentals and Active Directory.
  • Strong troubleshooting and root cause analysis skills.
  • Familiarity with .NET application environments.
Desirable / Nice-to-Have
  • Azure infrastructure provisioning and configuration (Terraform, PowerShell, ARM/Bicep where applicable).
  • Exposure to containerization technologies (Docker, Kubernetes).
  • Knowledge of observability tools (ELK stack, APM tools).
  • Security hardening and vulnerability remediation experience.
  • Experience with enterprise-scale change management environments.
Soft Skills
  • Clear and professional written and verbal communication.
  • Ability to work independently while collaborating cross-functionally.
  • Structured and detail-oriented approach to problem solving.
  • Strong analytical and troubleshooting mindset.
  • Proactive attitude with continuous improvement focus.
  • Willingness to learn and adapt to evolving technologies.

For applications and inquiries, contact: [email protected]

Posted 2026-03-18

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