Quick overview
Job description
Role: Windows Server SME / Windows Infrastructure Engineer
Location: Remote
Role Summary: We are looking for an experienced Windows SME with strong expertise in enterprise Windows Server administration, OS migrations, patching, automation, troubleshooting, and application hosting. The resource will be responsible for maintaining and modernizing Windows environments, executing migrations, supporting IIS/ColdFusion platforms, and driving automation using PowerShell.
Key Responsibilities
- 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.
Required Technical Skills
Skill | Requirement |
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.
Similar jobs
- BS
Part Time Server Friday-MondayRecently posted Auto Apply
Brookdale Senior Living Inc. · Tarzana · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Busser - Hollister Chili'sRecently posted Auto Apply
Chili\'s · Houston · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Food Runner - Hollister Chili'sRecently posted Auto Apply
Chili\'s · Houston · Hybrid 🇺🇸
LogisticsSalary not listed - CH
Food Runner - Cartersville Chili'sRecently posted Auto Apply
Chili\'s · Cartersville · Hybrid 🇺🇸
LogisticsSalary not listed - CH
Busser - Prosper Chili'sRecently posted Auto Apply
Chili\'s · Prosper · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Server - Mooresville Chili'sRecently posted Auto Apply
Chili\'s · Mooresville · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Busser - Conway Chili'sRecently posted Auto Apply
Chili\'s · Conway · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Food Runner - Enid Chili'sRecently posted Auto Apply
Chili\'s · Enid · Hybrid 🇺🇸
LogisticsSalary not listed - CH
To Go - Southern Pines Chili'sRecently posted Auto Apply
Chili\'s · Southern Pines · Hybrid 🇺🇸
Salary not listed - CH
Busser - N. Little Rock Chili'sRecently posted Auto Apply
Chili\'s · North Little Rock · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
Server - N. Little Rock Chili'sRecently posted Auto Apply
Chili\'s · North Little Rock · Hybrid 🇺🇸
Food & HospitalitySalary not listed - CH
To Go - Jacksonville Chili'sRecently posted Auto Apply
Chili\'s · Jacksonville · Hybrid 🇺🇸
Salary not listed