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Remote Systems Administrator Jobs in Chicago, IL

Senior Systems Administrator

Niles, IL ยท On-site +1

$86.50K - $117.10K/yr

Overview We're seeking a Senior Systems Administrator to support and enhance our global IT infrastructure across both on-premises and cloud environments. This role will lead key functions including ...

Lead System Administrator

Chicago, IL ยท On-site +1

$108.70K - $127.90K/yr

What You'll Do We are seeking a Lead Systems Administrator to act as the technical escalation point for our Service Desk and to own the reliability, security, and operational excellence of our ...

Lead System Administrator

Chicago, IL ยท Remote

$108.70K - $127.90K/yr

WHAT YOU'LL DO We are seeking a Lead Systems Administrator to act as the technical escalation point for our Service Desk and to own the reliability, security, and operational excellence of our ...

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Remote Systems Administrator information

See Chicago, IL salary details

$42.3K

$91.7K

$141.8K

How much do remote systems administrator jobs pay per year?

As of May 28, 2026, the average yearly pay for remote systems administrator in Chicago, IL is $91,680.00, according to ZipRecruiter salary data. Most workers in this role earn between $72,200.00 and $107,200.00 per year, depending on experience, location, and employer.

What Does a Remote Systems Administrator Do?

As a remote systems administrator, you work from home to install, customize, configure, and update software, networks, and other computer systems for a company or organization. Your duties also include ensuring network security, backing up data, and troubleshooting when IT issues arise. You test existing networks for efficiency and performance. This virtual position involves monitoring the systems from a remote location, so you communicate with employees via web-based chat apps or telephone. You may need to train employees to securely connect and perform tasks using the systems that you develop and deploy. Your responsibilities often involve working in a cloud computing environment.

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

To thrive as a Remote Systems Administrator, you need a strong background in operating system management, network administration, and troubleshooting, typically supported by a degree in IT or computer science and relevant certifications like CompTIA Network+ or Microsoft Certified: Azure Administrator. Familiarity with tools such as remote desktop software, virtualization platforms (VMware/Hyper-V), and cloud management systems is essential. Excellent problem-solving skills, self-motivation, and effective communication are key soft skills for managing issues independently and collaborating with remote teams. These skills ensure secure, reliable system performance and efficient support for distributed organizations.

How does a Remote Systems Administrator typically collaborate with on-site IT teams and end-users?

As a Remote Systems Administrator, effective collaboration with on-site IT teams and end-users is essential for maintaining system reliability and resolving technical issues. Communication is usually conducted through emails, video calls, and ticketing systems to provide support, coordinate maintenance windows, and implement updates. Regular check-ins and clear documentation help bridge the physical distance, ensuring that all team members are aligned on priorities and procedures. Building strong relationships remotely can also improve response times and user satisfaction.

What is a Remote Systems Administrator?

A Remote Systems Administrator is an IT professional who manages, monitors, and maintains computer systems, servers, and networks from a remote location. Their tasks include installing software updates, troubleshooting technical issues, ensuring system security, and providing support to users. By working remotely, they help organizations maintain smooth and secure operations without needing to be physically present at the office. This role typically requires strong technical skills, problem-solving abilities, and familiarity with remote management tools.

What is the difference between Remote Systems Administrator vs Remote Network Technician?

AspectRemote Systems AdministratorRemote Network Technician
CertificationsCompTIA Network+, Microsoft Certified: Windows Server, Cisco CCNACompTIA Network+, Cisco CCNA, Cisco CCNP
Work EnvironmentServer management, system configuration, troubleshooting across servers and OSNetwork setup, hardware troubleshooting, cabling, and connectivity issues
Industry UsageIT departments, data centers, cloud servicesTelecommunications, enterprise networks, ISP providers

Remote Systems Administrators focus on managing and maintaining servers, operating systems, and enterprise IT infrastructure remotely. Remote Network Technicians primarily troubleshoot and repair network hardware and connectivity issues. While both roles require networking certifications and involve remote work, their core responsibilities differ: systems administrators handle servers and OS, whereas network technicians focus on network hardware and connectivity.

What are the most commonly searched types of Systems Administrator jobs in Chicago, IL? The most popular types of Systems Administrator jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Systems Administrator jobs? Cities near Chicago, IL with the most Remote Systems Administrator job openings:

Systems Administrator (US) Remote

Roy Talman and Associates, Inc.

Chicago, IL โ€ข On-site, Remote

Full-time

Posted 23 days ago


Job description

Job Function & Responsibilities
We are seeking a talented and self-motivated Systems Administrator to join our growing IT team
Member of an existing IT team which s/he will interact with on a daily basis
Interact with all IT functional areas (e.g. systems architecture, design, Helpdesk/Desktop support, application development, and support)
Design and improve core technology at the firm that includes Active Directory architecture, Exchange design/architecture, proxy servers, security design, datacenter design
Exposure to troubleshooting scenarios such as intermittent pack loss, latency issues, exchange server malfunctions, trading system connectivity, and equipment failure
Excel at multitasking and comfortable working in a demanding, state of the art trading environment
Location
Employee must be an US citizen
Work location in the US is generally flexible and subject to approval
Education
Bachelor's degree in a technical area such as computer science or management information systems
Active or near completion of Microsoft Certified Systems Engineer (MCSE), Cisco Certified Network Associate (CCNA) or similar IT certification a plus
Required Experience & Skills
Worked within the financial industry with a robust background in systems architecture, maintenance and monitoring
Exceptional written and verbal communication skills. Must be able to interact with management, vendors and external parties and should be able to effectively communicate complex issues in a clear and concise manner. Must be able to thoroughly document implementations, modifications and removals
Highly organized, self-motivated, able to multi-task, able to work independently as well as a team player
Must be willing to work some weekend shifts in support of maintenance and participate in on-call rotation duties
Strong understanding of the TCP/IP suite
Experience with Ansible and automating a Windows environment
Extensive knowledge of Active Directory and Exchange Server
Experience with packet sniffing applications (Snort, TCPDump, Wireshark)
Knowledge of the latest in server hardware technology and trends
Experience with core system administration and troubleshooting for Windows
Solid knowledge of scripting languages (bash, python, powershell)
Experience with bug/ticket tracking systems like JIRA a plus
Day to day support of server and application environments
Work closely with all IT functional areas to design and implement operational requirements for new and existing IT systems
Troubleshoot intricate systems and networking issues down to the bit level and up to the application layer
Provide critical thinking to complex problems in a 24/7, mission critical mixed Windows/Linux environment
Process, monitor and prioritize trouble tickets
Install new /rebuild existing servers and configure hardware, services, settings directories and storage in accordance with company standards
Automate any and all tasks that can be automated
Remote datacenter design support and management
On-call rotation with weekly paid stipend
Support other key initiatives as the business dictates