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Remote Endpoint System Administrator Jobs in Chicago, IL

EconONE Research

Systems Administrator

Chicago, IL · Remote

Configure and maintain Remote Desktop Services (RDS) / Terminal Services: session host farms ... endpoint protection. * Automate routine tasks and deployments using scripting (Bash, PowerShell ...

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Remote Endpoint System Administrator information

See Chicago, IL salary details

$42.2K

$91.6K

$141.6K

How much do remote endpoint system administrator jobs pay per year?

As of Aug 31, 2026, the average yearly pay for remote endpoint system administrator in Chicago, IL is $91,608.00, according to ZipRecruiter salary data. Most workers in this role earn between $72,100.00 and $107,100.00 per year, depending on experience, location, and employer.

What is a remote endpoint system administrator?

Remote Endpoint System Administrators are IT professionals who manage, monitor, and troubleshoot endpoint devices such as laptops, desktops, and mobile devices from a remote location. They ensure that devices are secure, updated, and compliant with organizational policies. Their responsibilities often include deploying software patches, responding to security incidents, and providing technical support for end users. This role is essential for organizations with distributed or remote workforces, as it helps maintain productivity and data security across all endpoints.

What are the key skills and qualifications needed to thrive as a remote endpoint system administrator?

To thrive as a Remote Endpoint System Administrator, you need expertise in endpoint management, operating systems (Windows, macOS, Linux), network troubleshooting, and typically a degree in information technology or a related field. Familiarity with tools like Microsoft Endpoint Manager (Intune), SCCM, antivirus platforms, and remote access technologies, along with certifications such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate, are often required. Strong problem-solving abilities, attention to detail, and effective communication skills are crucial for managing incidents and supporting remote teams. These skills ensure secure, reliable endpoint operations and efficient resolution of technical issues in distributed environments.

What are some common challenges faced by remote endpoint system administrators, and how can they be managed effectively?

Remote Endpoint System Administrators often encounter challenges related to managing and securing a diverse array of devices across multiple locations. Ensuring consistent patch management, handling varied user access needs, and maintaining endpoint security can be complex without physical access. Effective strategies include leveraging centralized management tools, establishing clear communication with end users, and implementing robust security policies. Regular virtual training and documentation also help in troubleshooting and keeping endpoints compliant.

What is the difference between Remote Endpoint System Administrator vs Network Support Specialist?

AspectRemote Endpoint System AdministratorNetwork Support Specialist
CredentialsIT certifications (e.g., CompTIA A+, Microsoft Certified)Networking certifications (e.g., Cisco CCNA, CompTIA Network+)
Work EnvironmentRemote or on-site, managing endpoints like PCs, laptops, and mobile devicesPrimarily on-site or remote, focusing on network infrastructure and troubleshooting
Employer & Industry UsageIT departments across various industries, focusing on endpoint managementNetwork teams in corporate, telecom, or data center environments

The Remote Endpoint System Administrator and Network Support Specialist roles share some technical certifications and may work in similar environments, but the administrator focuses on managing and securing endpoints remotely, while the support specialist concentrates on network infrastructure and connectivity issues.

What are the most commonly searched types of Endpoint System Administrator jobs in Chicago, IL?

The most popular types of Endpoint System Administrator jobs in Chicago, IL are:

What are popular job titles related to Remote Endpoint System Administrator jobs in Chicago, IL?

For Remote Endpoint System Administrator jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Endpoint System Administrator jobs in Chicago, IL look for?

The top searched job categories for Remote Endpoint System Administrator jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Endpoint System Administrator jobs?

Cities near Chicago, IL with the most Remote Endpoint System Administrator job openings:

Remote Endpoint System Administrator jobs near you
Infographic showing various Remote Endpoint System Administrator job openings in Chicago, IL as of August 2026, with employment types broken down into 94% Full Time, and 6% Contract. Highlights an 100% Remote job distribution, with an average salary of $91,608 per year, or $44 per hour.

Systems Administrator

Chicago, IL • Remote

EconONE Research
See more jobs at EconONE Researchexternal

Full-time

Medical, Dental, Life, Retirement

Re-posted 21 days ago

Job description

Description

The Systems Administrator will maintain, configure, and secure the organization’s Windows and Linux server/workstation infrastructure, with primary responsibilities in Active Directory (including Group Policy), PostgreSQL administration, Remote Desktop Services, and helpdesk assistance. Systems operate 24/7; the role requires flexibility for out-of-hours work and participation in an on-call rotation.

What You Get To Do…

  • Administer Windows servers and workstations (installation, updates, troubleshooting, Windows Server features).
  • Administer Linux servers (deployment, patching, package management, service monitoring, performance tuning).
  • Administer Truenas (CORE and SCALE) file servers (management, service and performance)
  • Install, configure, and maintain PostgreSQL databases: backups, replication, performance tuning, schema migrations, and troubleshooting.
  • Manage Active Directory: user/group lifecycle, OU structure, Group Policy Object (GPO) design, application and troubleshooting, AD health monitoring.
  • Configure and maintain Remote Desktop Services (RDS) / Terminal Services: session host farms, licensing, profiles, RD Gateway, and security.
  • Provide first- and second-line helpdesk support for server- and workstation-related incidents; escalate to vendors or senior engineers as needed.
  • Implement and maintain monitoring, logging, and alerting (metrics, log aggregation, capacity planning) to support 24/7 operations.
  • Perform regular backups and validate disaster recovery and business continuity procedures for systems and databases.
  • Harden systems and enforce security best practices: patch management, access controls, vulnerability remediation, auditing, and endpoint protection.
  • Automate routine tasks and deployments using scripting (Bash, PowerShell, Python) and configuration management tools.
  • Maintain accurate documentation: knowledgebase, on-call procedures, topology diagrams, change logs, and incident post-mortems.
  • Participate in an on-call rotation and perform out-of-hours maintenance or incident response as required.

Requirements

  • Bachelor’s degree in Computer Science, Information Technology, applicable performance experience and appropriate industry certifications are also acceptable.
  • 3+ years of systems administration experience supporting both Linux and Windows environments.
  • Strong Linux administration experience (e.g., Ubuntu, RedHat, and other distros).
  • Solid Windows Server administration experience, including Active Directory and Group Policy.
  • Experience administering Remote Desktop Services or equivalent VDI/session-host technologies.
  • Practical PostgreSQL administration experience: backups, replication, tuning, maintenance, and troubleshooting.
  • Experience providing helpdesk or end-user support and triaging incidents.
  • Proficiency with scripting (Bash, PowerShell, Python) and familiarity with automation/configuration management tools.
  • Knowledge of networking fundamentals (TCP/IP, DNS, DHCP, routing, firewalls).
  • An understanding of security controls, IAM concepts, and best practices.
  • Strong communication, documentation, and customer-service skills.

Bonus Points If You Have…

  • Relevant certifications (RHCE/LPIC, Microsoft Certified: Azure/Windows Server, PostgreSQL certification).
  • Experience with cloud platforms (AWS, Azure) and hybrid architectures (Entra, Intune).
  • Familiarity with containerization (Docker) and orchestration (Kubernetes).
  • Familiarity with virtualization platforms (Proxmox)
  • Experience with remote profile management (FSLogix), session brokering, or VDI platforms.

Benefits

Econ One offers a competitive salary with an annual bonus and excellent benefits, which include employer-paid health, dental, life, and disability insurance, 401(k) plan with a generous employer match, Employee Stock Ownership Plan (ESOP) and flexible spending accounts.

To be considered for this position, please submit your application using the link provided in this job posting. Due to high volume of applications, we regret that we cannot respond to every candidate or to unsolicited messages sent via email or social media platforms such as LinkedIn. If you require any accommodations to complete your application, pleas contact us at hr@econone.com.

We are an Equal Opportunity Employer and value diversity at our company. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.

Notice to Recruitment Agencies

Econ One does not accept unsolicited resumes from external recruiters, staffing agencies, or search firms. Please do not forward resumes directly to our employees, hiring managers, or through our careers site. Unsolicited resumes will not be considered and will not create any obligation for the Company to pay a placement fee.

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