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# Windows Server SME / Windows Infrastructure Engineer

- **Company:** Braintree - PayPal
- **Location:** United States (Remote available)
- **Experience:** Expert
- **Contract:** Permanent contract
- **Skills:** Microsoft Windows, Adobe Coldfusion, Disaster Recovery, Internet Information Services (IIS), Java Virtual Machine (JVM), Windows Servers, Public Key Infrastructure, Windows PowerShell, Runbook, Software Vulnerability Management, Scripting, System Availability, Software Troubleshooting, Build Management, Windows Registry, Hardware Infrastructure, Network Server, Servicenow
- **Published:** November 7, 2026
- **Apply:** https://www.dice.com/job-detail/953b548e-9d91-4592-a4f0-79360438d052

## About the Role

Windows Server

Expert, 2016/2019/2022/2025

Windows Server Migration

Expert

Windows Administration & Troubleshooting

Expert

PowerShell

Advanced scripting & automation

IIS

Strong administration & troubleshooting

Adobe ColdFusion

Strong hands-on experience

PKI / SSL Certificates

Strong

Windows Registry

Strong

OS Imaging / Gold Images

Strong

Patching & Vulnerability Remediation

Strong

RCA / Problem Management

Strong

Application Dependency Mapping

Strong

ServiceNow

Working knowledge

Documentation / Runbooks / Playbooks

Strong

Mandatory Experience

 * 7 to 10+ years of enterprise Windows system administration or engineering experience.
 * Hands-on experience with at least one major Windows Server migration lifecycle, preferably covering Windows Server 2012/2016/2022 or later.
 * Strong hands-on PowerShell automation experience.
 * Experience supporting large enterprise Windows environments.
 * Strong troubleshooting experience across OS, IIS, application, server hardware, certificates, and networking dependencies.
 * Hands-on experience with IIS and Adobe ColdFusion administration.
 * Experience performing production upgrades/migrations with appropriate backup, rollback, validation, and recovery procedures.

Preferred Skills

 * Experience working in complex, highly controlled enterprise environments.
 * Knowledge of ITIL-based Incident, Problem, and Change Management.
 * Experience supporting business-critical applications requiring high availability.
 * Strong communication skills with the ability to coordinate across infrastructure, application, security, and support teams.

## Description

* Architect, deploy, administer, and maintain enterprise Windows Server environments, including Windows Server 2016 through 2025 and standardized Gold Images.
 * Lead Windows OS migrations and upgrades, including experience with migration cycles such as Windows Server 2012 - 2016 - 2022.
 * Apply and manage PKI/SSL certificates, including certificate renewals and troubleshooting.
 * Develop advanced PowerShell scripts to automate patching, configuration changes, health checks, and large-scale server updates.
 * Perform root-cause analysis (RCA) for complex Windows infrastructure and application issues and drive permanent fixes.
 * Lead Windows deployment using clean imaging, system builds, configuration, and hardware-readiness validation.
 * Manage localized user profiles, network shared drives, registry configurations, application dependencies, and backup/restore requirements during migrations.
 * Troubleshoot OS, application, hardware, and configuration issues before, during, and after upgrades.
 * Create and maintain technical documentation, troubleshooting guides, runbooks, SOPs, and operational playbooks.
 * Manage and troubleshoot Windows Registry configurations using tools such as ServiceNow for incident/change management.
 * Maintain and configure Microsoft IIS and Adobe ColdFusion environments across Production, Staging, and Development servers.
 * Optimize IIS application pools, ColdFusion JVM memory settings, threads, and application configurations for performance and high availability.
 * Act as a technical SME, provide cross-platform support, and mentor junior engineers.