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Weekend Windows Systems Engineer Jobs in Rosemont, IL

Our client is looking for a tenured Windows Engineer. This role is supporting a multi year project to add multiple domains. This role is very heavy in Active Directory so that experience is critical.

... an on-prem Windows Server/VMWare environment to a cloud environment (Azure).What You'll Be ... Systems Engineering in Microsoft environments2+ years of Azure experienceNice To Have ...

... an on-prem Windows Server/VMWare environment to a cloud environment (Azure).What You'll Be ... Systems Engineering in Microsoft environments2+ years of Azure experienceNice To Have ...

Windows and Google programs preferable Required Experience Level: Entry Level Work Environment: Office and programming on a showroom floor Key Contributions (First 90-120 Days): Learning system ...

Maintain and administer Windows Server, virtualized environments (VMware/Hyper-V), and cloud-based ... occasional weekend or off-hours travel based on project needs. Work Conditions & Physical ...

Windows Server and Hypervisor experience (VMware, Hyper-V, or similar virtualization platforms ... The field engineer acts as a generalist across servers, virtualization, operating systems ...

Systems Engineer

Libertyville, IL · On-site

$50 - $60/hr

We are looking for a Systems Engineer to support and evolve a complex enterprise infrastructure ... Administer physical and virtual server environments, including Windows Server platforms, VMware and ...

The ideal candidate will have hands-on experience with Windows Server, VMware/Hyper-V ... We're looking for hands-on Systems Engineers or Administrators with experience in Windows Server ...

Sr. Systems Engineer

Schaumburg, IL · On-site

$90K - $100K/yr

We are seeking a Sr. Systems Engineer to serve as a high-level technical escalation point for our ... Operating Systems expertise in installing, configuring, and troubleshooting Windows Server 2008 ...

Senior Azure/Systems Engineer

Chicago, IL · Hybrid

$107K - $147K/yr

... Windows servers. This role will be responsible for designing and optimizing our cloud ... with Cloud/Systems Engineering experience in a Microsoft environmentMust have 3+ years of ...

Senior Azure/Systems Engineer

Chicago, IL · Hybrid

$107K - $147K/yr

... Windows servers. This role will be responsible for designing and optimizing our cloud ... with Cloud/Systems Engineering experience in a Microsoft environmentMust have 3+ years of ...

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Weekend Windows Systems Engineer information

See Rosemont, IL salary details

$10

$51

$75

How much do weekend windows systems engineer jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for weekend windows systems engineer in Rosemont, IL is $51.73, according to ZipRecruiter salary data. Most workers in this role earn between $40.91 and $62.02 per hour, depending on experience, location, and employer.

What is the difference between Weekend Windows Systems Engineer vs Weekend Linux Systems Administrator?

AspectWeekend Windows Systems EngineerWeekend Linux Systems Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Server+Linux Professional Institute Certification (LPIC), CompTIA Linux+
Work EnvironmentPrimarily Windows-based servers and enterprise environmentsPrimarily Linux/Unix servers and open-source platforms
Industry UsageCorporate IT, data centers, cloud servicesWeb hosting, open-source projects, tech startups
Common Search IntentComparing roles in Windows server managementRoles involving Linux server administration

The Weekend Windows Systems Engineer focuses on managing and maintaining Windows-based servers, often in enterprise environments, while the Weekend Linux Systems Administrator specializes in Linux/Unix systems. Both roles require similar certifications and work in IT infrastructure, but they differ in operating systems expertise and industry focus.

What are the most commonly searched types of Windows Systems Engineer jobs in Rosemont, IL?

The most popular types of Windows Systems Engineer jobs in Rosemont, IL are:

What are popular job titles related to Weekend Windows Systems Engineer jobs in Rosemont, IL?

For Weekend Windows Systems Engineer jobs in Rosemont, IL, the most frequently searched job titles are:

What cities near Rosemont, IL are hiring for Weekend Windows Systems Engineer jobs?

Cities near Rosemont, IL with the most Weekend Windows Systems Engineer job openings:

Infographic showing various Weekend Windows Systems Engineer job openings in Rosemont, IL as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 15% Part Time, 3% Contract, and 5% Nights. Highlights an 86% Physical, 7% Hybrid, and 7% Remote job distribution, with an average salary of $107,608 per year, or $51.7 per hour.

Systems Engineer - Windows

Hudson River Trading

Chicago, IL • On-site, Remote

Full-time

Re-posted 29 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.