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Associate System Administrator Jobs in Chicago, IL

Middleground It

Systems Administrator

Chicago, IL · On-site

In this systems administrator opportunity, the ideal candidate will be responsible for providing ... system experience -Documentation experience Preferred Qualifications: Associate or Bachelor ...

Shure

Senior Systems Administrator

Niles, IL

$86K - $117K/yr

Focus on optimizing system performance, scalability, and security across all platforms. * Manage ... We offer an Associate-first culture, flexible work arrangements, and opportunity for all. Shure is ...

Shure

Senior Systems Administrator

Niles, IL · On-site +1

$86K - $117K/yr

Focus on optimizing system performance, scalability, and security across all platforms. * Manage ... We offer an Associate-first culture, flexible work arrangements, and opportunity for all. Shure is ...

Shure

Senior Systems Administrator

Niles, IL

$86K - $117K/yr

Focus on optimizing system performance, scalability, and security across all platforms. * Manage ... We offer an Associate-first culture, flexible work arrangements, and opportunity for all. Shure is ...

Shure

Senior Systems Administrator

Niles, IL

$86K - $117K/yr

Focus on optimizing system performance, scalability, and security across all platforms. * Manage ... We offer an Associate-first culture, flexible work arrangements, and opportunity for all. Shure is ...

CAI

Network and Systems Administrator

Chicago, IL · On-site

$72K - $97K/yr

Onsite Who we are CAI is a global services firm with over 9,000 associates worldwide and a yearly ... Implement operating system and technology application installs and upgrades * Maintain logs related ...

CAI

Network and Systems Administrator

Chicago, IL · On-site

$72K - $97K/yr

Onsite Who we are CAI is a global services firm with over 9,000 associates worldwide and a yearly ... Implement operating system and technology application installs and upgrades * Maintain logs related ...

RSM

ServiceNow Systems Administrator Senior

Chicago, IL · On-site

$88K - $120K/yr

The ServiceNow Administrator Senior is a key member of the DASH / Technical Operations Team ... The salary range (or starting rate for interns and associates) for this role represents numerous ...

Shure

Incentive Plan Administrator Sr

Niles, IL · Hybrid

$86K - $138K/yr

We engineer microphones, headphones, wireless audio systems, conferencing systems, and more. And ... We offer an Associate-first culture, flexible work arrangements, and opportunity for all. Shure is ...

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All JobsAssociate System Administrator JobsAssociate System Administrator Jobs in Chicago, IL

Associate System Administrator information

See Chicago, IL salary details

$42.3K

$91.7K

$141.8K

How much do associate system administrator jobs pay per year?

As of Aug 1, 2026, the average yearly pay for associate system 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 are some typical challenges an Associate System Administrator may face during their first year on the job?

As an Associate System Administrator, newcomers often face challenges such as quickly learning the organization's specific IT infrastructure and adapting to a fast-paced environment where prompt troubleshooting is essential. Managing priorities between routine maintenance tasks and urgent technical issues can be demanding. Additionally, balancing learning new technologies while ensuring system security and uptime is maintained requires strong time-management and communication skills. Most teams provide mentorship and structured onboarding to support new associates as they build confidence and technical proficiency.

What is the difference between Associate System Administrator vs Network Technician?

AspectAssociate System AdministratorNetwork Technician
CertificationsCompTIA A+, Network+; Microsoft CertifiedCompTIA Network+, Cisco CCNA
Work EnvironmentData centers, IT departments, enterprise environmentsNetwork operations centers, troubleshooting sites, enterprise networks
Job FocusManaging servers, user accounts, system updatesInstalling, maintaining, troubleshooting network hardware and connectivity

While both roles support IT infrastructure, Associate System Administrators focus on server and system management, whereas Network Technicians specialize in network hardware and connectivity issues. Understanding these differences helps in choosing the right career path or job search focus.

How much do sys admins get paid?

System administrators typically earn a median annual salary ranging from $60,000 to $85,000, depending on experience, location, and certifications. Entry-level positions may start lower, while experienced sys admins with specialized skills or certifications like CompTIA or Cisco can earn higher salaries, especially in larger organizations or tech hubs.

What are the key skills and qualifications needed to thrive as an Associate System Administrator, and why are they important?

To thrive as an Associate System Administrator, you need a solid understanding of operating systems (Windows, Linux), basic networking, and a relevant degree or IT certifications such as CompTIA A+ or Microsoft Certified: Azure Fundamentals. Familiarity with system monitoring tools, ticketing systems, and remote management software is often required. Strong problem-solving skills, attention to detail, and effective communication help you excel in diagnosing issues and supporting users. These competencies ensure reliable system performance, minimize downtime, and contribute to smooth IT operations.

Is sysadmin an entry level job?

A system administrator (sysadmin) is typically not an entry-level position; it usually requires several years of experience with operating systems, networks, and security, along with relevant certifications such as CompTIA Server+ or Cisco CCNA. Entry-level roles in IT may include help desk or support technician positions, with sysadmin roles often requiring advanced skills and responsibilities.

Is sysadmin a stressful job?

System administrators often work in environments where they must ensure network and system uptime, which can involve handling urgent issues and troubleshooting. The job can be stressful during system outages or security incidents, but it also offers opportunities for problem-solving and skill development. Workload and stress levels vary depending on the organization and specific responsibilities.

Is a sysadmin job in high demand?

System administrator roles are in high demand due to ongoing reliance on IT infrastructure, cybersecurity needs, and cloud computing. Employers seek candidates with skills in network management, scripting, and certifications like CompTIA Server+ or Cisco CCNA, making it a stable career choice.

What are Associate System Administrators?

Associate System Administrators are entry-level IT professionals responsible for assisting in the maintenance, configuration, and reliable operation of computer systems and networks. They typically support senior system administrators by monitoring system performance, troubleshooting technical issues, and performing routine updates or backups. This role often serves as a starting point for a career in system administration, providing hands-on experience with servers, security protocols, and user support. Associate System Administrators work in a variety of industries to ensure that IT infrastructure runs smoothly and efficiently.
What are the most commonly searched types of System Administrator jobs in Chicago, IL? The most popular types of System Administrator jobs in Chicago, IL are:
What are popular job titles related to Associate System Administrator jobs in Chicago, IL? For Associate System Administrator jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Associate System Administrator jobs in Chicago, IL look for? The top searched job categories for Associate System Administrator jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Associate System Administrator jobs? Cities near Chicago, IL with the most Associate System Administrator job openings:
Associate System Administrator jobs near you
Infographic showing various Associate System Administrator job openings in Chicago, IL as of July 2026, with employment types broken down into 1% As Needed, 88% Full Time, 8% Part Time, 1% Temporary, and 2% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution, with an average salary of $88,849 per year, or $42.7 per hour.

IT Support and System Administrator

Fiber and Wireless Infrastructure Services Company

Naperville, IL • On-site

$80K - $90K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 11 days ago

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Job description

Company is seeking an experienced and detail-oriented IT Support and System Administrator to join our team. As an IT Support and System Administrator, you will manage, maintain and optimize our IT infrastructure, with a strong emphasis on Microsoft Office 365 and other Microsoft cloud services to ensure seamless and secure operations of our IT systems.   The IT Support and System Administrator role requires a balance of technical expertise, end-user support, and collaboration with various business units to ensure our IT systems align with organizational needs and objectives.  Some of the position objectives include:

  • Maintain essential IT infrastructure, including operating systems, security tools, applications, servers, email systems, laptops, desktops, software, and hardware
  • Handle business-critical IT tasks and systems administration
  • Research and evaluate emerging technologies, hardware, and software
  • Track and maintain hardware and software inventory

The IT Support and System Administrator will have an immediate impact on the day-to-day efficiency of our operations and a long-term impact on our overall growth. 

In return, we offer competitive pay with an excellent benefit package including paid time off, company matching 401(k) plans and medical, dental, vision and life insurance options as well as professional development with career advancement opportunity in an innovative growth industry.

ROLES & RESPONSIBILITIES

Helpdesk / End-User Support

  • Serve as the first point of contact for IT support requests (hardware, software, network issues)
  • Troubleshoot and resolve tickets related to desktops, laptops, printers, and mobile devices
  • Provision and deprovision user accounts (Active Directory, email, SaaS platforms)
  • Install, configure, and maintain end-user systems and applications
  • Document incidents, resolutions, and procedures in the ticketing system
  • Provide basic user training and support for common tools and systems

 

Systems Administration Support

  • Assist with administration of servers (Windows/Linux), virtualization, and cloud services (e.g., Azure, AWS, M365)
  • Monitor system performance, backups, and alerts; escalate issues when necessary
  • Support patch management, updates, and system maintenance activities
  • Maintain user permissions, group policies, and security configurations
  • Assist in network troubleshooting (DNS, DHCP, VPN, connectivity issues)
  • Participate in system upgrades, deployments, and IT projects

 

 

Security & Compliance

  • Follow IT security policies and best practices
  • Assist with endpoint protection, MFA, and access controls
  • Identify and report potential security risks or incidents
  • Support audits, documentation, and compliance efforts

 

Documentation & Process Improvement

  • Maintain internal documentation for systems, processes, and troubleshooting guides
  • Identify recurring issues and recommend long-term solutions
  • Contribute to improving helpdesk workflows and automation

Other Duties as assigned

Travel as needed

 

 

JOB REQUIREMENTS

Education

  • Bachelor's degree in information Technology, Computer Science, Information Systems, or a related field, or equivalent experience

Experience

  • Microsoft Certified: Azure Administrator Associate
  • Microsoft 365 Certified: Endpoint Administrator Associate
  • Administrator proficiency with Microsoft Office 365 applications and tools
  • Experience with Azure Active Directory and Group Policy Management
  • Ability to troubleshoot technical issues and provide resolutions
  • Prior experience providing Help Desk support

·         5+ years of experience in a systems administrator role.

·         5+ years of experience with Microsoft Entra, Intune and Autopilot

·         5+ years of experience with RMM and MDM

Skills/Knowledge/Abilities

  • Experience with Microsoft 365 Platform, Exchange Online, SharePoint Online, Teams, Security & Compliance Center, Office, and OneDrive for Business.
  • Experience with Microsoft 365 Intune MDM, Azure AD, SSO and Identity Management
  • Knowledge of PowerShell, LDAP, transfer protocols, API's and troubleshooting dataflows.
  • Experience with Acumatica and SITETRACKER.
  • Familiarity with application monitoring tools, reviewing log files, and be available on occasion for off hours emergency support for critical applications.
  • In-depth knowledge of Office365 licensing, features, and policy.
  • Knowledge of PowerShell scripting is a plus.
  • Knowledge base of Office 365 technical architecture and the interdependencies with other enterprise services in O365/Azure technology stack.
  • Experience developing technical solutions using O365 Suite of products.
  • Experience with Identity and Conditional Access design and implementation.
  • Experience with implementation/configuration of Office 365 messaging and collaboration tools.
  • Implementation of advanced functions of Office 365 Security and Compliance center, Microsoft.
  • Federation Integration with Office 365, Azure, and Identity Management
  • Excellent working knowledge of computer systems, security, network and systems administration, databases and data storage systems, and phone systems
  • Strong critical thinking and decision-making skills
  • Excellent time management skills and strong ability to prioritize
  • Strong teamwork and communication skills
  • Firm grasp on IT infrastructure and operations best practices
  • Experience with integration of multiple business platforms such as Acumatica, ESRI, ADP Sitetracker and others.
  • Familiarity with enterprise backup and recovery procedures, and systems performance monitoring
  • Expertise in implementing, configuring, and testing IT solutions
  • Strong creative and analytical thinking
  • Microsoft Professional certification

 

 

PHYSICAL REQUIREMENTS

Physical Demands

While performing the duties of this job, the candidate will be regularly required to sit; use hand and fingers, handle, or feel objects, tools, or controls; reach with hands and arms; and talk or hear. The candidate will be occasionally required to walk or stand for long periods of time. The candidate may be required to lift and/or move up to 10 lbs. and occasionally lift and/or move up to 10 lbs. and occasionally lift and/or move up to 25 lbs. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

 

OTHER REQUIREMENTS

Work Environment

While performing the duties of this job, the incumbent may split time between work in a semi-quiet office environment and on customer sites, where there is moderate to occasional great noise levels.

Language Skills

Ability to read, analyze, and interpret engineering and construction drawings and specifications, and other documents.  Communicates effectively in oral and written English technical language, both in interpreting requirements and providing reports and mentoring.

Reasoning Ability

Ability to define problems, collect data, establish facts and draw valid conclusions.  Ability to interpret a variety of technical instructions in mathematical or diagram form and deal with several abstract and concrete variables.

The incumbent must have a valid driver’s license.

Disclaimer

Employee must be able to perform the essential functions of the position satisfactorily and, if requested, reasonable accommodations will be made to enable employees with disabilities to perform the essential functions of their job, absent undue hardship. Job Descriptions typically change over time as requirements and employee skill levels change. The employer retains the right to modify or assign other duties to this position.