Compensation & Benefits:

Estimated Starting Salary Range for Windows Systems Engineer - Expert: [$190,939] 

Pay commensurate with experience.

Full time benefits include Medical, Dental, Vision, 401K, and other possible benefits as provided.Benefits are subject to change with or without notice.

Windows Systems Engineer - Expert Responsibilities Include: 

• Manage and automate patch deployment and configuration management across multiple domains and enclaves.
• Develop automation solutions using PowerShell, Python, APIs, or orchestration frameworks to streamline system updates and administrative tasks.
• Support hybrid and cloud patching capabilities using tools such as Azure Update Management, AWS Systems Manager (SSM), and SCCM/ConfigMgr.
• Engineer improvements to the enterprise patching infrastructure and contribute to the design of a new automated update and hotfix distribution system.
• Perform automation-driven server configuration, baseline enforcement, compliance reporting, and STIG/vulnerability remediations. 
• Provide Tier 3 troubleshooting and root-cause analysis for complex Windows systems.
• Migrate, refactor, and modernize traditional server workloads to support cloud compatibility and virtualization strategies.
• Monitor infrastructure performance, proactively identify issues, and implement automated remediation with minimal user impact.
• Translate customer requirements into hardware/software specifications and perform system integration, verification, and validation.
• Prepare technical documentation, diagrams, and patching process workflows for customer and team use.
• Work independently in a fast-paced environment while maintaining strong communication and problem-solving skills.
• Deliver strong customer service and collaborate effectively with technical teams.
• Performs other job-related duties as assigned

Windows Systems Engineer - Expert Experience, Education, Skills, Abilities requested: 

• Active TS/SCI with Polygraph 

• Must have a minimum of eleven (11) years of relevant experience 

• Have a Bachelors' Degree, in a related field of study.

• Significant engineering experience supporting Windows platform environments

• Experience in Advanced PowerShell scripting

• Must have experience with WSUS across multiple enclaves and in offline/air-gapped systems. 

• Familiarity with cloud patching tools (Azure Update Management, AWS SSM)

• Have familiarity with SCCM/ConfigMgr or similar enterprise patching tools

• Experience with vulnerability remediation automation and STIG compliance workflows virtualization & Infrastructure

• Experience with VMware (vSphere 4.x–6.x) and Microsoft Hyper-V (2016–2022)

• Knowledge of  commercial cloud providers including Azure, Google Cloud (GCP), and Oracle Cloud (OCI)

• Must have Cloud certifications (Azure/AWS)

• Preferred to have Microsoft AZ900 and MS900 certifications.

• Must have experience in the following: 

  • Automation/orchestration tools such as AWS Lambda

  • Cloud-native monitoring tools (Azure Sentinel, CloudWatch) or Splunk automation

  • Creating enterprise-level documentation and architectural diagrams

  • DSC, CI/CD pipelines, GitHub/GitLab, Jenkins Pipeline

  • AWS services including VPC, EC2, ELB, S3, IAM, Security Groups, Fleet Manager, and EventBridge to perform a variety of engineering analyses, software, hardware, development, integration, testing, maintenance tasks, and support duties. 

  • Working knowledge of Virtual Desktop Infrastructure

  • Familiar with Azure 

  • DevOps

  • Working knowledge of GIT Hub

• Strong, written and verbal communication skills

• Strong documentation skills

• Robust troubleshooting skills

• Must pass pre-employment qualifications of Cherokee Federal

   

Similar searchable job titles:

• Systems Administrator

• DevOps Engineer

• Systems Integrator

• Infrastructure Engineer

Keywords:

• Microsoft Azure

• Virtual Desktop Infrastructure

• Windows Server

• Troubleshooting skills

• Microsoft Defender

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