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Windows Systems Engineer Jobs in Chicago, IL (NOW HIRING)

Cyber Advisors

Systems Engineer

Schaumburg, IL · On-site

$65K - $80K/yr

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a ... Broad knowledge of Windows Server, Active Directory, and Exchange * Broad knowledge of Windows ...

Prinova US LLC

Network Systems Engineer

Itasca, IL

$120K - $140K/yr

Maintain and administer Windows Server, virtualized environments (VMware/Hyper‑V), and cloud ... network/systems engineering roles. * Experience with enterprise networking technologies.

1872 Consulting

Senior Azure/Systems Engineer

Chicago, IL · Hybrid

$107.70K - $147.40K/yr

Senior Azure/Systems Engineer The role of the Senior Azure/Systems Engineer will be to design ... Windows servers. This role will be responsible for designing and optimizing our cloud ...

SG Cap Trading

Linux Systems Engineer

Chicago, IL · On-site

Linux Systems Engineer ID: 1018 Location: Chicago, IL More about this job > Description SG is a ... Set up desktops, laptops, and virtual machines (Linux, Windows, Mac). Support SQL database ...

blueStone

Systems Engineer Lead

Vernon Hills, IL

... engineering, interfacing, integration and testing of hardware/software systems. We offer an ... CISCO Network Hardware, VMware VSphere and Windows Server 2008/2012 Ability to prioritize ...

Auria

Systems Engineer

Chicago, IL · Remote

$95K - $130K/yr

The Systems Engineer will provide support for ongoing software development contracts, enhance existing software tools, and design and test new software products. This position is remote with a ...

Halo Group

Senior Systems Engineer

Chicago, IL

$107.60K - $147.30K/yr

... Windows Server 2008 or later systems 5-7 years of experience engineering and administering Exchange server enterprise environment 5-7 years intermediate level understanding of network principles. 3-5 ...

Aquatic Capital Management

Systems Engineer

Chicago, IL · On-site

$150K - $300K/yr

Systems Engineer Infrastructure & Research Computing Aquatic Capital Management • Chicago, IL • Full-Time About the Role * We are hiring a Systems Engineer to join our Infrastructure team. This ...

Aquatic Capital Management

Systems Engineer

Chicago, IL

$150K - $300K/yr

Systems Engineer Infrastructure & Research Computing Aquatic Capital Management Chicago, IL Full-Time About the Role * We are hiring a Systems Engineer to join our Infrastructure team. This is a ...

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How much do windows systems engineer jobs pay per hour?

As of May 28, 2026, the average hourly pay for windows systems engineer in Chicago, IL is $52.93, according to ZipRecruiter salary data. Most workers in this role earn between $41.88 and $63.46 per hour, depending on experience, location, and employer.

What is a Windows Systems Engineer job?

A Windows Systems Engineer is responsible for designing, implementing, managing, and maintaining Windows-based infrastructure in an organization. They ensure system stability, security, and performance by configuring servers, managing updates, and troubleshooting issues. Their role often includes automation, scripting, and working with Active Directory, Group Policy, and virtualization technologies. Additionally, they collaborate with IT teams to optimize system efficiency and provide technical support.

What are the key skills and qualifications needed to thrive in the Windows Systems Engineer position, and why are they important?

A Windows Systems Engineer should have deep knowledge of Windows Server environments, networking principles, and scripting or automation, usually supported by a relevant degree and experience in IT infrastructure roles. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and certifications like Microsoft Certified: Windows Server or Azure Administrator is highly valued. Strong troubleshooting, analytical thinking, and communication skills are essential for collaborating with technical teams and supporting end-users. These capabilities ensure stable, secure, and efficient IT systems, critical to business operations.

What are some typical daily responsibilities for a Windows Systems Engineer?

Windows Systems Engineers are responsible for managing, monitoring, and maintaining Windows server environments, including performing routine updates, applying security patches, and troubleshooting system issues. Their day often involves configuring user access, managing Active Directory objects, scripting automation tasks, and responding to technical support requests. They also collaborate closely with network engineers, security specialists, and helpdesk teams to ensure system reliability and resolve incidents efficiently. This mix of proactive and reactive work provides variety and the opportunity to build both technical depth and teamwork skills.
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Windows Systems Engineer jobs near you
Systems Engineer

Systems Engineer

Cyber Advisors

Schaumburg, IL • On-site

$65K - $80K/yr

Full-time

Medical, Dental, Life, Retirement, PTO

Posted 26 days ago

Job description

Cyber Advisors (CA) based in Schaumburg, is looking for an experienced Systems Engineer. CA is a steadily growing IT managed services provider (MSP) business that specializes in a very high-quality, customer-focused approach to designing, managing, and maintaining our customer's IT environment. We have invested a tremendous amount of time to develop our technology, processes, and support platform. We are now adding to our team of outstanding individuals to help in our growth. Come grow with us!
You can learn more about us at https://cyberadvisors.com/
This is a full-time position- Hybrid based in the Chicago area. Working hours are Monday-Friday with occasional evenings and weekends.'
ROLES + RESPONSIBILIES:
This role will:
  • Provide primarily remote and on-site support to our clients.
  • Proactively anticipate, pre-empt, diagnose, and solve hardware, network, and software problems.
  • Develop and maintain knowledge of customer's specific business environment.
  • Perform major technology platform migrations (Exchange, Active Directory, and others)
TECHNICAL SKILLS:
  • Strong knowledge of TCP/IP and networking fundamentals
  • Broad knowledge of Windows Server, Active Directory, and Exchange
  • Broad knowledge of Windows Desktop OS & MS Office Suites
  • Experience with network security, anti-virus, and firewalls.
QUALIFICATIONS:
  • Dedication to customer satisfaction and getting it right the first time.
  • Demonstrate ability to explain complex technical concepts to a non-technical audience.
  • Strong trouble-shooting skills across a broad and diverse population and environment.
  • Demonstrate ability to proactively look for process improvement opportunities, challenge conventional practices, and adopt new methods and best practices. Also focused on continuous self-improvement.
  • Demonstrate verbal and written communication skills; ability to communicate with all levels of the organization, clearly and concisely present issues, alternatives, and recommendation(s).
  • Strong technical documentation skills, ability to clearly record key information within ticketing and knowledge base systems.
  • Appreciation of internal customer business, goals and objectives, strategies, and needs.
  • Demonstrate ability to manage and prioritize multiple tasks, aggressive targets and deadlines.
  • Demonstrate understanding of priorities and effective work procedures, self-manage work time and prioritize multiple tasks and problems.
EDUACATION + CERTIFICATIONS:
The successful candidate will hold:
  • Bachelor Degree in Computer Science or commensurate work experience
  • A+, Network+, or similar IT certification
  • 5+ years IT experience
COMPENSATION + BENEFITS:
- Competitive salary depending on skills and experience.
- PTO.
- Employer-paid Health and Dental Insurance for CA employees.
- Great opportunities for career advancement
- 401k with employer matching
- Paid time off to train for continuing education
- Disability and Life Insurance
About Cyber Advisors:
Cyber Advisors' culture is like no other. First and absolutely foremost, we believe in taking care of our employees and their families. Whether we are blowing off steam at Top Golf, gathering for a fun summer family picnic, or hosting sales -vs- engineering paintball war, we play just as hard as we work. We believe good things come to those who sweat

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