Windows DevOps Engineer - Cloud Migration & CI/CD

Compunnel, Inc.; Morton Grove (IL); On-site; USD 110,000 - 150,000; Full time

Job summary

Compunnel, Inc. is seeking an experienced DevOps Engineer to support and modernize a Windows-based application stack. You will own migration projects, manage IIS-hosted apps, and drive automation, CI/CD, and IaC across IaaS in a hybrid Azure environment.

The role emphasizes Windows experience, deployment automation, security, and collaboration with cross-functional teams to deliver stable, scalable platforms.

Qualifications

• 4+ years of DevOps or infrastructure engineering experience in Windows environments.
• Hands-on IIS administration and reliable app deployment practices.
• Strong Windows Server and Windows Services troubleshooting abilities.
• Experience migrating legacy workloads to modern Windows/IaaS setups.
• Proficient with CI/CD tools and scripting (PowerShell).

Responsibilities

• Lead migration of applications from legacy Windows Server to modern versions.
• Manage IIS-hosted apps and Windows Services for reliability.
• Ensure stability, performance, and security of IaaS environments.
• Support SQL Server connectivity, permissions, and service accounts.
• Design and maintain CI/CD pipelines (TeamCity/Octopus Deploy).
• Improve deployment reliability and release processes.
• Contribute to IaC standards and cloud modernization efforts.
• Enhance monitoring and observability; support Azure-based workloads.
• Document architectures, decisions, and operational processes.
• Collaborate with development, security, and infrastructure teams.

Skills

IIS Admin

Windows Server

Windows Services

Legacy Migration

SQL Server

CI/CD Design

PowerShell

Azure Cloud

Networking

Active Directory

.NET

Tools

TeamCity

Octopus Deploy

Docker

Kubernetes

Terraform

ARM/Bicep

ELK

APM tools

Job description

Compunnel, Inc. is seeking an experienced DevOps Engineer to support and modernize a Windows-based application stack. You will own migration projects, manage IIS-hosted apps, and drive automation, CI/CD, and IaC across IaaS in a hybrid Azure environment.

The role emphasizes Windows experience, deployment automation, security, and collaboration with cross-functional teams to deliver stable, scalable platforms.