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Remote Windows Powershell Jobs in Chicago, IL (NOW HIRING)

HirexHire

AI Cloud Engineer

Elk Grove Village, IL · Remote

$55 - $73.50/hr

Chicago, IL (Remote) Industry: E-Commerce Company Size: What They Do: Our client offers a powerful ... Create automation solutions using Python, Bash, PowerShell, and related scripting tools to reduce ...

HirexHire

AI Cloud Engineer

Elk Grove Village, IL · Remote

$55 - $73.50/hr

Chicago, IL (Remote) Industry: E-Commerce Company Size: What They Do: Our client offers a powerful ... Create automation solutions using Python, Bash, PowerShell, and related scripting tools to reduce ...

Firstup

Senior Systems Administrator - Chicago

Chicago, IL · Remote

$88K - $120K/yr

As a fully remote role supporting a globally distributed workforce, this position owns and manages ... Manage the full lifecycle of corporate endpoints across macOS and Windows environments, including ...

Firstup

Senior Systems Administrator - Chicago

Chicago, IL · Remote

$125K - $140K/yr

As a fully remote role supporting a globally distributed workforce, this position owns and manages ... Manage the full lifecycle of corporate endpoints across macOS and Windows environments, including ...

Sentinel

Cloud Engineer, Senior

Downers Grove, IL · On-site +1

$120K - $140K/yr

This position can be work remote within the United States but must travel to Downers Grove, IL as ... Provide senior-level technical support and system engineering for all Windows-based and Linux-based ...

Sentinel

Cloud Engineer, Senior

Downers Grove, IL · On-site +1

$120K - $140K/yr

This position can be work remote within the United States but must travel to Downers Grove, IL as ... Provide senior-level technical support and system engineering for all Windows-based and Linux-based ...

Sentinel

Cloud Engineer, Senior

Downers Grove, IL · On-site +1

$120K - $140K/yr

This position can be work remote within the United States but must travel to Downers Grove, IL as ... Provide senior-level technical support and system engineering for all Windows-based and Linux-based ...

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Remote Windows Powershell information

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$10

$57

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How much do remote windows powershell jobs pay per hour?

As of Jul 13, 2026, the average hourly pay for remote windows powershell in Chicago, IL is $57.55, according to ZipRecruiter salary data. Most workers in this role earn between $49.52 and $63.41 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Windows PowerShell Specialist, and why are they important?

To excel as a Remote Windows PowerShell Specialist, you need a solid understanding of Windows operating systems, advanced scripting skills in PowerShell, and experience with system administration. Familiarity with tools like Windows Management Instrumentation (WMI), Active Directory management, and remote automation platforms, along with relevant certifications such as Microsoft Certified: Windows Server or PowerShell certification, is highly beneficial. Strong problem-solving abilities, attention to detail, and effective communication are vital soft skills for diagnosing issues and collaborating remotely. These skills are crucial for automating tasks, managing systems efficiently, and ensuring seamless IT operations from a remote environment.

What is the difference between Remote Windows Powershell vs Windows System Administrator?

AspectRemote Windows PowershellWindows System Administrator
CredentialsPowerShell certifications, Microsoft certificationsCompTIA Server+, Microsoft Certified: Windows Server
Work EnvironmentRemote, scripting-focusedOn-site or hybrid, infrastructure management
Industry UsageIT, automation, scripting rolesNetwork, server, and infrastructure management
Common Search/ComparisonAutomation, scripting, remote managementServer administration, network management

Remote Windows Powershell primarily involves scripting and automation tasks performed remotely using PowerShell commands, often in a flexible, remote environment. Windows System Administrators manage and maintain Windows servers and networks, often on-site or in hybrid setups. While both roles require Microsoft certifications, Powershell specialists focus on scripting, whereas system administrators handle broader infrastructure responsibilities.

What is a Remote Windows PowerShell job?

A Remote Windows PowerShell job involves using PowerShell, a scripting and automation tool from Microsoft, to manage and automate tasks on remote Windows servers and computers. Professionals in this role write and execute scripts to handle system administration, configuration, and troubleshooting, all without needing to be physically present at the location of the machines. These jobs are often performed remotely, allowing IT administrators to efficiently manage multiple systems from anywhere. Common responsibilities include deploying software, managing updates, monitoring system health, and automating repetitive tasks across networks.

What are some common challenges faced by professionals working remotely with Windows PowerShell, and how can they be addressed?

Professionals working remotely with Windows PowerShell often encounter challenges such as secure remote access, network latency, and ensuring consistent execution across various systems. To address these issues, it's important to use secure communication methods like PowerShell Remoting over HTTPS, employ proper credential management, and utilize centralized scripts and modules via repositories. Collaboration with IT and security teams is also essential to maintain compliance and troubleshoot connectivity or permission issues efficiently.
What are the most commonly searched types of Windows Powershell jobs in Chicago, IL? The most popular types of Windows Powershell jobs in Chicago, IL are:
Remote Windows Powershell jobs near you
Systems Engineer - Windows

Systems Engineer - Windows

Hudson River Trading

Chicago, IL • On-site, Remote

Other

Posted 20 days ago

Job description

Hudson River Trading (HRT) is seeking a Windows Systems Engineer to join our Enterprise Engineering team. In this role, you will help scale HRT's global hybrid Windows deployment and develop automation, configuration-as-code, and infrastructure-as-code solutions to seamlessly manage fleets of top-of-the-line user endpoints, mission critical servers, cloud infrastructure, and secure remote computing environments around the world. You will apply configuration-as-code practices to reduce operational overhead, build PowerShell-based systems that improve platform stability and resilience, and enhance the reliability of our Windows platform by designing and implementing automation that identifies and resolves technical inefficiencies across on-premises and Azure infrastructure.

The ideal candidate is a Microsoft-based technology engineer and eager problem solver who is comfortable working in a fast-paced environment. Terrific communication and collaboration skills, as well as a positive attitude towards team members and internal customers, are crucial to success within this role. 

Responsibilities

  • Leverage configuration-as-code paradigms to reduce the operational overhead of managing Windows infrastructure
  • Use infrastructure-as-code to consistently configure Microsoft Azure resources
  • Develop PowerShell-based systems to automate operational tasks and enhance the reliability of the Windows platform
  • Leverage automation to identify and remediate technical inefficiencies across Windows endpoints, Windows infrastructure, and Microsoft Azure resources
  • Participate in ongoing engineering, maintenance, and support efforts to improve the Windows environment

Qualifications

  • 10+ years of experience as a Microsoft-based technology engineer
  • Experience using Ansible (or similar configuration-as-code tool) to manage a fleet of Windows devices
  • Proven ability to provision Microsoft Azure resources with Terraform
  • Proficiency with Microsoft Graph API development
  • Experience developing scripts and tools using PowerShell
  • Familiarity with Microsoft Intune, Autopilot, Entra ID, and Active Directory
  • A general design approach that incorporates security best practices, business continuity, high availability, and scalability
  • A self-motivated and driven work ethic

The estimated base salary range for this position is 150,000 to 250,000 USD per year (or local equivalent). The base pay offered may vary depending on multiple individualized factors, including location, job-related knowledge, skills, and experience. This role will also be eligible for discretionary performance-based bonuses and a competitive benefits package.

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