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Remote Operating Systems Engineer Jobs in Chicago, IL

Lead Power Systems Engineer 2

Chicago, IL ยท On-site +1

$134.55K - $205.56K/yr

... working remote from home. We are seeking a highly skilled and experienced Lead Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Senior Power Systems Engineer 2

Chicago, IL ยท On-site +1

$100.02K - $152.81K/yr

... working remote from home. We are seeking a highly skilled and experienced Senior Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Senior Power Systems Engineer 2

Chicago, IL ยท On-site +1

$100.02K - $152.81K/yr

... working remote from home. We are seeking a highly skilled and experienced Senior Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Lead Power Systems Engineer 2

Chicago, IL ยท On-site +1

$134.55K - $205.56K/yr

... working remote from home. We are seeking a highly skilled and experienced Lead Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Lead Power Systems Engineer 2

Chicago, IL ยท On-site +1

$134.55K - $205.56K/yr

... working remote from home. We are seeking a highly skilled and experienced Lead Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

Senior Power Systems Engineer 2

Chicago, IL ยท On-site +1

$100.02K - $152.81K/yr

... working remote from home. We are seeking a highly skilled and experienced Senior Electrical ... A Bachelor's Degree in Electrical Engineering (background in Power/Power Systems) and sufficient ...

System Engineer, Senior

Downers Grove, IL ยท On-site +1

$120K - $140K/yr

Responsibilities Sentinel is seeking a Senior Systems Engineer with 5-7 years of industry ... This position can be work remote within the United States but must travel to Downers Grove, IL as ...

System Engineer, Senior

Downers Grove, IL ยท On-site +1

$120K - $140K/yr

Responsibilities Sentinel is seeking a Senior Systems Engineer with 5-7 years of industry ... This position can be work remote within the United States but must travel to Downers Grove, IL as ...

System Engineer, Senior

Downers Grove, IL ยท On-site +1

$120K - $140K/yr

Responsibilities Sentinel is seeking a Senior Systems Engineer with 5-7 years of industry ... This position can be work remote within the United States but must travel to Downers Grove, IL as ...

System Engineer, Senior

Downers Grove, IL ยท On-site +1

$120K - $140K/yr

Sentinel is seeking a Senior Systems Engineer with 5-7 years of industry experience to support and ... This position can be work remote within the United States but must travel to Downers Grove, IL as ...

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Showing results 1-20

Remote Operating Systems Engineer information

See Chicago, IL salary details

$55.1K

$131.1K

$172K

How much do remote operating systems engineer jobs pay per year?

As of May 29, 2026, the average yearly pay for remote operating systems engineer in Chicago, IL is $131,050.00, according to ZipRecruiter salary data. Most workers in this role earn between $101,000.00 and $161,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Operating Systems Engineer, and why are they important?

To thrive as a Remote Operating Systems Engineer, you need a deep understanding of operating system concepts, scripting, and systems administration, typically supported by a degree in computer science or a related field. Familiarity with tools like Linux/Unix, Windows Server, virtualization platforms, and certifications such as CompTIA Linux+ or Microsoft Certified: Windows Server are highly valuable. Strong problem-solving abilities, effective communication, and self-motivation are essential soft skills for remote collaboration and troubleshooting. These competencies ensure secure, reliable system performance and effective support for distributed teams and infrastructure.

What are some common challenges faced by Remote Operating Systems Engineers when troubleshooting issues across distributed environments?

Remote Operating Systems Engineers often encounter challenges such as diagnosing problems without physical access to hardware, managing system performance across various network conditions, and ensuring secure remote connections. They must be adept at using remote diagnostic and monitoring tools, as well as effectively communicating with on-site teams to resolve issues quickly. Success in this role relies on strong problem-solving skills, a deep understanding of operating system internals, and the ability to adapt to different system architectures and configurations.

What are Remote Operating Systems Engineers?

Remote Operating Systems Engineers are IT professionals who design, implement, and maintain operating systems and related infrastructure while working remotely. They ensure the security, stability, and performance of systems such as Linux, Windows, or macOS for organizations that may operate in cloud or on-premises environments. Their responsibilities also include troubleshooting issues, deploying updates, and collaborating with other IT staff to optimize system operations. Working remotely, they use secure connections and communication tools to manage systems from anywhere. This role requires strong technical expertise and excellent problem-solving skills.

What is the difference between Remote Operating Systems Engineer vs Remote Systems Administrator?

AspectRemote Operating Systems EngineerRemote Systems Administrator
CredentialsLinux/Windows certifications, scripting skillsIT certifications, system management experience
Work EnvironmentDesign, develop, troubleshoot OS systems remotelyMaintain, monitor, and support existing systems remotely
Employer & Industry UsageTech companies, cloud providers, enterprise ITSMBs, large organizations, hosting providers
Search & Comparison IntentFocus on OS development and optimizationFocus on system support and maintenance

The Remote Operating Systems Engineer primarily focuses on designing and developing operating system solutions, while the Remote Systems Administrator manages and maintains existing systems. Both roles require technical certifications and work in remote environments, but their core responsibilities differ in scope and focus.

What are the most commonly searched types of Operating Systems Engineer jobs in Chicago, IL? The most popular types of Operating Systems Engineer jobs in Chicago, IL are:
What are popular job titles related to Remote Operating Systems Engineer jobs in Chicago, IL? For Remote Operating Systems Engineer jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Remote Operating Systems Engineer jobs? Cities near Chicago, IL with the most Remote Operating Systems Engineer job openings:

Systems & Automation Engineer, Work From Home

Ginas Tech Jobs

Chicago, IL โ€ข Remote

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 10 days ago


Job description

Job Description

Systems & Automation Engineer, Work From Home

We are seeking a talented and motivated Systems & Automation Engineer to join the trading team.ย  This position is 100% Remote.

Systems & Automation Engineer Responsibilities:

- Oversee the operation and maintenance of the trading systems, guaranteeing continuity and stability in a production trading environment.

- Design, build, and maintain Python-based automation to support operational tooling, monitoring, dashboards, and deployment workflows.

- Administer and support Windows systems, including configuration management, patching, performance tuning, and incident response.

- Manage identity, endpoint, and access platforms across the Microsoft ecosystem, including Microsoft 365, Entra ID, Intune, and related services.

- Troubleshoot and resolve issues across systems, applications, and core networking components in a multi-platform environment.

- Support operational security initiatives such as system hardening, vulnerability remediation, and continuous monitoring.

- On call coverage in a team rotation.

Qualifications

Systems & Automation Engineer Qualifications:

- Bachelor's or Associate's degree preferably in a technical area such as computer science or engineering.

- Experience administering Windows Server and Windows 11 in a production environment.

- Hands-on knowledge of Active Directory and Group Policy, including Active Director architecture, user, device, and policy management.

- Proficiency administering Linux systems for operational and troubleshooting purposes.

- Working knowledge of networking fundamentals, including DNS, HTTP/S, TCP/IP, and related protocols.

- Experience writing Python scripts to automate operational tasks and improve system reliability.

- Familiarity with identity, access, and endpoint management concepts and tools.

- Ability to work independently, manage priorities, and own projects end-to-end.

- Strong communication skills with the ability to collaborate effectively across technical and non-technical teams.

Benefits include medical, dental, vision spending account, health savings account, 50K life insurance policy, short-term/long-term disability insurance, employee assistance program, 401K, tuition reimbursement, etc.

Keywords:ย  Chicago IL Jobs, Systems & Automation Engineer, Windows Server, Windows 11, Active Directory, Group Policy, DNS, HTTP, HTTPS, TCP/IP, Python, Network, Networking, Endpoint Management, Work From Home, Remote, Chicago Recruiters, Information Technology Jobs, IT Jobs, Chicago Recruiting

Looking to hire a Systems & Automation Engineer in Chicago, IL or in other cities? ย Our IT recruiting agencies and staffing companies can help.

We help companies that are looking to hire Systems & Automation Engineers for jobs in Chicago, Illinois and in other cities too.ย  Please contact our IT recruiting agencies and IT staffing companies today!

Additional Information

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