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Online Remote Systems Engineer Jobs in Chicago, IL

Field Systems Engineer

Chicago, IL · Remote

$50 - $52.50/hr

The field engineer acts as a generalist across servers, virtualization, operating systems ... remote position. Application Deadline This position is anticipated to close on Aug 21, 2026. About ...

Senior Systems Engineer

Chicago, IL · On-site +1

$125K - $145K/yr

Hands-on experience with Microsoft 365, Microsoft Entra ID, and Exchange Online or Exchange Hybrid ... Remote The company offers a comprehensive benefits program to eligible employees, including ...

Senior Edge Systems Engineer (CHI)

Chicago, IL · Remote

$107K - $146K/yr

We need a Senior Edge Systems Engineer to own the architecture of our kiosks, edge compute systems ... Experience deploying and managing fleets of remote, embedded, or unattended systems at scale.

Senior Systems Engineer

Downers Grove, IL · On-site +1

$104K - $142K/yr

The Senior Systems Engineer is responsible for designing, implementing, and maintaining components of the internal technology architecture. By combining deep technical expertise and exceptional ...

The Cloud and Systems Engineer is a hands-on technical role responsible for designing, implementing ... Administer and optimize Microsoft 365 services including Exchange Online, Teams, SharePoint ...

Senior Power Systems Engineer 2

Chicago, IL · On-site +1

$100K - $152K/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 · On-site +1

$134K - $205K/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 · On-site +1

$100K - $152K/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 · On-site +1

$134K - $205K/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 ...

We are a small engineering company, so engineers here work directly with the people using the systems and carry a problem from the first report through to the fix. This is what we call mission ...

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Showing results 1-20

Online Remote Systems Engineer information

See Chicago, IL salary details

$55.1K

$131.1K

$172K

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

As of Sep 1, 2026, the average yearly pay for online remote 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 is the difference between Online Remote Systems Engineer vs Online Remote Network Engineer?

AspectOnline Remote Systems EngineerOnline Remote Network Engineer
CertificationsCompTIA Server+, Cisco CCNA, Microsoft CertifiedCCNA, Cisco CCNP, CompTIA Network+
Work EnvironmentRemote, supporting servers, hardware, and system infrastructureRemote, focusing on network design, configuration, and troubleshooting
Industry UsageIT services, cloud providers, enterprise ITTelecommunications, data centers, enterprise networks

Online Remote Systems Engineers primarily manage servers, hardware, and system infrastructure remotely, while Online Remote Network Engineers focus on designing and troubleshooting network systems. Both roles often require similar certifications and are used across IT and tech industries, but they specialize in different technical areas.

What are the most commonly searched types of Remote Systems Engineer jobs in Chicago, IL?

The most popular types of Remote Systems Engineer jobs in Chicago, IL are:

What are popular job titles related to Online Remote Systems Engineer jobs in Chicago, IL?

For Online Remote Systems Engineer jobs in Chicago, IL, the most frequently searched job titles are:

Infographic showing various Online Remote Systems Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 10% Part Time, 4% Contract, and 1% Nights. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $131,050 per year, or $63 per hour.

Systems Engineer - Windows

New York, NY • On-site, Remote

Full-time

Re-posted 9 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.