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Sysops Jobs in Chicago, IL (NOW HIRING)

AWS Engineer

Chicago, IL ยท On-site

$57.50 - $76.75/hr

AWS Certified SysOps Administrator * AWS Certified DevOps Engineer Domain & Platform Experience * Experience with Healthcare IT applications and data platforms. * Healthcare industry experience ...

Hold AWS Cloud Practitioner and AWS Sysops Associate certifications. * Experience of building and maintaining scalable and auto-scaled environments using automation and configuration management tools ...

AWS Experience in EC2, CloudWatch, ELB, S3, VPC, CodeCommit/git, Route53 DNS, Jira, SDLC Education and Training AWS Certification (preferably, SysOps), Lambda, Beanstalk, ACM, Workspaces (preferred ...

Cloud or security certifications such as AWS Solutions Architect, SysOps, Security Specialty, or CISSP ECX Benefits PTO * 15 days * All major holidays * Full day off on Thursday and Friday of ...

Cloud or security certifications such as AWS Solutions Architect, SysOps, Security Specialty, or CISSP ECX Benefits PTO * 15 days * All major holidays * Full day off on Thursday and Friday of ...

Sysops information

See Chicago, IL salary details

$60K

$129.8K

$178.6K

How much do sysops jobs pay per year?

As of Aug 10, 2026, the average yearly pay for sysops in Chicago, IL is $129,846.00, according to ZipRecruiter salary data. Most workers in this role earn between $111,879.00 and $150,370.00 per year, depending on experience, location, and employer.

What skills and qualifications are needed to thrive as a SysOps engineer?

To thrive as a SysOps Engineer, you need a solid understanding of operating systems, networking, cloud infrastructure (such as AWS or Azure), and scripting, often supported by a degree in IT or related certifications like AWS Certified SysOps Administrator. Familiarity with monitoring tools (e.g., Nagios, CloudWatch), configuration management systems (e.g., Ansible, Puppet), and CI/CD pipelines is typically required. Strong problem-solving skills, attention to detail, and the ability to communicate effectively with cross-functional teams set exceptional SysOps professionals apart. These skills and qualities are crucial to ensuring system reliability, minimizing downtime, and facilitating efficient infrastructure management in dynamic environments.

How to become a Sysops?

To become a Sysops professional, you typically need a strong understanding of system administration, networking, and scripting, often gained through a bachelor's degree in computer science or related fields. Relevant certifications such as CompTIA Server+, Microsoft Certified: Windows Server, or Linux certifications can enhance your qualifications. Practical experience with server management, operating systems, and monitoring tools is also essential for this role.

What is the difference between Sysops vs Network Administrators?

AspectSysopsNetwork Administrators
CertificationsCompTIA Linux+, Cisco CCNA, Microsoft CertifiedCisco CCNA, CompTIA Network+, Microsoft Certified
Work EnvironmentData centers, server rooms, cloud environmentsOffice networks, server rooms, enterprise environments
Primary ResponsibilitiesServer management, automation, scripting, system maintenanceNetwork setup, configuration, troubleshooting, security
Industry UsageIT operations, hosting providers, cloud servicesCorporate IT, ISPs, telecommunication companies

Sysops and Network Administrators share overlapping skills in managing IT infrastructure, but Sysops focus more on server and system operations, while Network Administrators specialize in network infrastructure. Both roles are essential in maintaining reliable IT environments and often collaborate within organizations.

What are the main challenges a SysOps professional typically encounters when managing cloud infrastructure?

SysOps professionals often face challenges such as maintaining system uptime, ensuring security, and automating repetitive tasks in dynamic and complex cloud environments. Balancing rapid deployment of updates with the need for system stability can be demanding, especially as infrastructure scales. Additionally, collaborating with development and security teams to implement best practices and troubleshoot incidents is a key part of the role. Staying updated with evolving cloud technologies and compliance requirements is also essential for long-term success.

What is a SysOps?

Sysops, short for 'system operators,' are IT professionals responsible for managing, monitoring, and maintaining computer systems and servers. They ensure that systems run smoothly, troubleshoot issues, apply updates, and implement security measures. Sysops play a crucial role in keeping an organization's IT infrastructure reliable and secure, often working closely with other IT teams to support day-to-day operations.
What are the most commonly searched types of Sysops jobs in Chicago, IL? The most popular types of Sysops jobs in Chicago, IL are:
Infographic showing various Sysops job openings in Chicago, IL as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $129,846 per year, or $62.4 per hour.

Systems Engineer/Retail/Chicago, IL, Local

Motion Recruitment Partners, LLC

Chicago, IL โ€ข On-site

Other

Medical, Dental, Vision, PTO

This job post hasย expired today.ย Applications are no longer accepted.


Job description

Our client is hiring a Systems Engineer I for a full-time, permanent hybrid role based in the Bolingbrook, IL area (3 days onsite / 2 days remote). Our client is a large, established distribution company with a mature and complex hybrid infrastructure environment.
This is a solid infrastructure role for someone who genuinely likes owning hard problems. You won't be watching dashboards someone else built, you'll be designing the alerting, writing the automations, and serving as the escalation point when things get complex. The environment is broad by design: Windows and Linux, on-prem and cloud, identity and containers. If you're a systems engineer who gets energized by depth over breadth and wants a role where your technical judgment is actually trusted, this one is worth a look. The company is stable, well-established, and genuinely invested in its technology team.
Required Skills & Experience
  • Deep hands-on experience with Active Directory Domain Services - GPO authoring, replication troubleshooting, OUs, sites and services
  • Strong Windows Server generalist skills (2019/2022); experience with patching, event monitoring, and failover clustering
  • Strong Linux administration background across multiple distributions; comfortable troubleshooting at the OS level (systemd, networking, storage, permissions, logs)
  • Ability to design and build workflow automations using PowerShell and/or Python - building solutions from scratch, not just modifying existing scripts
  • Broad Microsoft 365 administration experience across Exchange Online, Teams, SharePoint, and Entra ID
  • Experience with infrastructure monitoring tools; able to build dashboards and alerting (CloudWatch and/or Datadog preferred)
Desired Skills & Experience
  • Experience with Microsoft Intune - policy management, compliance baselines, and application deployment
  • Experience with containerized Linux workloads (Docker, ECS/Fargate)
  • Familiarity with ITSM processes - change management, incident management, and documentation
  • Relevant certifications a plus: AWS SysOps Administrator (SOA-C02), MS-102, CompTIA Security+, or LFCS
What You Will Be Doing
Tech Breakdown
  • Windows Server / Active Directory / Microsoft 365 / Intune
  • Linux (Red Hat / Ubuntu / Debian) / Docker / AWS ECS & EC2
  • PowerShell / Python / Power Automate / CloudWatch / Datadog
Daily Responsibilities
  • ~50% Windows and Linux infrastructure administration and troubleshooting
  • ~25% Automation development and infrastructure monitoring
  • ~25% Tier 2/3 escalation support, change management, and documentation

The Offer
  • Bonus OR Commission eligible
You will receive the following benefits:
  • Medical, Dental, and Vision Insurance
  • Vacation time
  • Stock options

Applicants must be currently authorized to work in the US on a full-time basis now and in the future.