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Remote Operating Systems Engineer Jobs in Chicago, IL

Crate and Barrel

Systems Engineer

Northbrook, IL · Remote

This position is remote This role is an Individual Contributor A day in the life as a Systems ... operating procedures for building and deploying infrastructure Resolve incidents and work orders ...

Auria

Systems Engineer

Chicago, IL · Remote

$95K - $130K/yr

Remote Job Id: 13690-CPAW # of Openings: 1 Auria Innovations is seeking a talented Systems Engineer to design and test web, mobile, and desktop applications for aerospace mission planning and ...

Akuna Capital

Systems Engineer

Chicago, IL · On-site +1

What you will do as a Systems Engineer at Akuna: We are looking for a versatile and driven Systems ... This role is open to hybrid and fully remote candidates In addition to technical skillsets, Akuna ...

Akuna Capital

Systems Engineer

Chicago, IL · On-site +1

$120K/yr

What you will do as a Systems Engineer at Akuna: We are looking for a versatile and driven Systems ... This role is open to hybrid and fully remote candidates In addition to technical skillsets, Akuna ...

Akuna Capital

Senior Systems Engineer

Chicago, IL · On-site +1

$107.60K - $147.30K/yr

What you will do as a Senior Systems Engineer at Akuna: We are looking for a versatile and driven ... This role is open to hybrid and fully remote candidates In addition to technical skillsets, Akuna ...

Akuna Capital

Senior Systems Engineer

Chicago, IL · On-site +1

$145K/yr

What you will do as a Senior Systems Engineer at Akuna: We are looking for a versatile and driven ... This role is open to hybrid and fully remote candidates In addition to technical skillsets, Akuna ...

Truno

System Engineer

Chicago, IL · Remote

$50K/yr

... operating systems, application software, and system management tools. This individual analyzes site conditions and consults with on-site users to determine system requirements, working independently ...

Ensono

Senior Systems Engineer

Downers Grove, IL · On-site +1

$104.30K - $142.70K/yr

The Senior Systems Engineer is responsible for designing, implementing, and maintaining components ... Perform installation and configuration of software including operating system, patches, and 3rd ...

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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 28, 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 job categories do people searching Remote Operating Systems Engineer jobs in Chicago, IL look for? The top searched job categories for Remote Operating Systems Engineer jobs in Chicago, IL 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:
Remote Operating Systems Engineer jobs near you
Systems Engineer

Systems Engineer

Crate and Barrel

Northbrook, IL • Remote

Full-time

Posted 27 days ago

Job description

The Systems Engineer will be responsible for building, configuring and deploying critical infrastructure used across the organization. They will be responsible for providing 24x7 operational support along with executing infrastructure related projects. This is a combination of infrastructure administration, engineering, and architecture.

This position is remote This role is an Individual Contributor A day in the life as a Systems Engineer Partner with technical administrators, application developers, and other technical peers to create robust, scalable infrastructure solutions Coordinate and execute projects associated with the installation, configuration and deployment of compute, storage, and virtualization technologies Contribute and support disaster recovery activities and strategy Script and automate routine tasks Participate in annual business audits and provide all related documentation to appropriate team(s) Participate in the evaluation of new infrastructure technologies Recommend optimizations to the environment which improve delivery and performance for end users and customers Establish standard operating procedures for building and deploying infrastructure Resolve incidents and work orders escalated from the Service Desk Provide technical training to Service Desk, Operations, and relevant parties Serve as after hour, weekend and holiday support, as necessary Maintain and support infrastructure at remote locations What You'll Bring To The Table Working knowledge and hands‐on experience integrating with public cloud providers (AWS, Azure, GCP) Automation experience with one or more of the following. (vRA/vRO, PowerShell, PowerCli, Terraform) Understand and implementation of Configuration management technologies (Salt, Ansible) Knowledge of VMware NSX - a plus Strong reading and writing skills We'd love to hear from you if you have Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field (or equivalent practical experience) 2+ years of System Engineering experience in a hybrid-cloud environment with hands‐on experience with VMware, Linux (RHEL) and Windows Infrastructure #J-18808-Ljbffr

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