DevOps Engineer

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

We are seeking an experienced DevOps Engineer to support and modernize our Windows-based application landscape. This role focuses on infrastructure reliability, application migration, automation, CI/CD optimization, and operational excellence across IaaS environments. The ideal candidate combines strong hands-on Windows infrastructure expertise with DevOps practices and automation capabilities, collaborating closely with development, infrastructure, and security teams to deliver stable, scalable, and secure platforms.

Key Responsibilities

• Lead migration of applications from legacy Windows Server environments to modern versions (2022+).
• Manage 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).
• Improve deployment reliability and release processes.
• Contribute to Infrastructure-as-Code standards and practices.
• Modernization & Cloud
• Participate in replatforming and refactoring initiatives.
• Enhance monitoring, logging, and observability practices (ELK, monitoring tools).
• 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 and governance standards.
• Ensure compliance with internal security and operational policies.
• W ork 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 Qualifications

• 4+ years of experience in DevOps, infrastructure engineering, or related roles.
• Strong hands-on experience with:
• IIS administration and application deployment
• Windows Server administration
• Windows Services configuration and troubleshooting
• Experience migrating legacy workloads to modern environments.
• Practical understanding of SQL Server (connection strings, permissions, service accounts).
• CI/CD pipeline design and maintenance (TeamCity, Octopus Deploy, or similar tools).
• PowerShell scripting for automation.
• Experience with 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.

Preferred Qualifications

• Azure infrastructure provisioning and configuration (Terraform, PowerShell, ARM/Bicep).
• Exposure to containerization technologies (Docker, Kubernetes).
• Knowledge of observability tools (ELK stack, APM tools).
• Security hardening and vulnerability remediation experience.

Certifications

• Not required, but certifications in Microsoft Azure, Windows Server Administration, or DevOps practices are considered a plus.