We are seeking an experienced Windows Server Engineer to join our Windows Application Management Services Team. In this role, you will serve as a key technical resource, partnering with developers and vendors to deploy, maintain, and troubleshoot Windows Server-based applications. You will also play a critical role in onboarding teams into our DevOps platform and driving automation of application deployment pipelines. Responsibilities Collaborate with internal development teams and third-party vendors to deploy, configure, and support applications hosted on Windows Server infrastructure Troubleshoot complex application and platform issues across the full Windows Server stack, identifying root causes and driving resolution Assist teams in onboarding to the organization's DevOps platform, guiding them through best practices and standardized workflows Design, develop, and maintain automation scripts and processes to streamline application deployments and reduce manual effort Manage and maintain IIS-hosted web applications, including configuration, performance tuning, and issue resolution Administer and troubleshoot database connectivity, including MySQL, SQL Server, and ODBC connections Manage certificate lifecycles, including provisioning, renewal, installation, and troubleshooting across application environments Create and maintain documentation for processes, configurations, and runbooks Participate in on-call rotations or incident response as neede Education & Experience Minimum 8 years of experience as a Windows Systems Engineer — OR — Bachelor's degree and a minimum of 4 years of experience as a Windows Systems Engineer Required Qualifications Strong troubleshooting skills with a demonstrated ability to diagnose and resolve complex, multi-layered technical issues Deep experience with Windows Server administration (2016/2019/2022) Proficiency in IIS configuration, management, and troubleshooting Experience with Team Foundation Server (TFS) / Azure DevOps Server Strong PowerShell scripting skills for automation, administration, and tooling Working knowledge of MySQL, SQL Server, and ODBC connection configuration and troubleshooting Experience managing SSL/TLS certificates — provisioning, binding, renewal, and troubleshooting Preferred Qualifications The following skills are not required but are considered a strong plus:

Configuration Management & IaC:

Ansible, Crossplane, Terraform Collaboration & Project Tracking:

JIRA, Confluence Containers & Orchestration:

Kubernetes Operating Systems:

Linux Source Control:

Git, Git branching strategies,

GitHub, Bitbucket CI/CD & Artifact Management:

Jenkins/CloudBees, Artifactory, Xray, ArgoCD