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  • Support Engineer - Payments

    Pagos Consultants

    Systems administrator job in Chicago, IL

    Support Engineer - AI-Driven Customer Operations About the Role We're hiring a Support Engineer to help one of our global payments clients who operate and protect a modern payments platform where uptime, speed, and accuracy directly impact customer revenue. This role blends technical customer support, API-level troubleshooting, and AI-powered workflow building. You'll work directly with merchants to diagnose payment issues, test APIs, investigate logs, and resolve problems quickly while also using AI tools to improve documentation, automate responses, and scale customer operations. This is not a call-center role and not a traditional software engineering position. It's a hands-on technical problem-solving role at the intersection of support, payments, and AI. What You'll Do Own inbound customer support via Slack with fast, clear, professional responses Troubleshoot issues using API testing (Postman/cURL), logs, dashboards, and browser dev tools Reproduce issues independently before escalating to engineering Triage technical vs. non-technical issues and route them with strong context Use AI tools daily to draft responses, improve documentation, automate workflows, and build internal knowledge systems Track SLAs and surface recurring issues to product and engineering teams Act as a product guide, helping customers use the platform effectively What We're Looking For Experience testing APIs with Postman or cURL Comfortable interpreting JSON responses and reviewing logs Familiarity with browser developer tools Able to write basic database queries (e.g. SELECT statements) Calm under pressure with a strong sense of urgency Ownership mindset - attempts to solve before escalating Structured, analytical troubleshooting approach Strong interest in using AI to improve support workflows Bonus Experience in payments, fintech, crypto, or other high-volume transactional systems Why This Role Is Different You'll work directly with enterprise customers on high-impact issues You'll use AI to scale your effectiveness instead of repeating manual work You'll help build the systems that power customer operations You'll gain deep exposure to modern payments infrastructure Ideal Backgrounds B2B technical support at payments or fintech companies Technical support roles with API exposure Payments experience is a major advantage
    $62k-82k yearly est. 1d ago
  • IT Services Technician

    Clarity Technology Group, Inc. 4.5company rating

    Systems administrator job in Schaumburg, IL

    Are you a skilled problem-solver who is always looking to sink your teeth into something new? A strong communicator who enjoys helping others? Clarity Technology Group, a Managed Service Provider comprised of a hard-working and close-knit team is searching for a new IT Services Technician. We maintain a flexible and relaxed office environment and work every day to exceed our clients' expectations. We offer comprehensive benefits to promote health and wellness among our staff. This is a hybrid position in Schaumburg, IL. We'll Provide: A collaborative work environment with the ability to learn about many different industries Salary of $65,000-75,000 Room for professional growth Robust benefits, including health, dental, and vision insurance, a 401(k) plan, life insurance, and both short- and long-term disability coverage What You'll Do: Implement, and support primarily Microsoft solutions both in the cloud and on-premises for organizations ranging from a dozen to hundreds of users Implement and support Microsoft cloud technologies including O365, Azure, Entra ID, Intune, and SSO Implement and support Microsoft on-premises technologies including Windows, Hyper-V, and AD Configure and deploy new laptop and desktop systems Document incidents and follow resolution procedures Provide exceptional customer service at all times Skills You'll Need: 2+ Years supporting Microsoft cloud technologies (O365, Azure, Entra ID, Intune, etc.) 2+ Years supporting Windows Server and Active Directory 2+ Years working with networking and firewalls Enjoy working as part of a collaborative team and in a fast-paced environment Analytical thinking, problem solving, and the ability to learn quickly Ability to work a light, rotating on-call schedule Technical curiosity! Associate's or Bachelor's degree in an Information Technology related field is preferred Proficiency or familiarity with Connectwise, Datto, Ninja, or similar products Ability to travel to head office in Madison, WI on occasion preferred, including one week at the start of the role Next Steps: Quick apply with your resume here Or Get a head start on our application and aptitude testing process here: *******************************************************************
    $65k-75k yearly 5d ago
  • System Administrator (MSP / Partial WFH)

    Bowman Williams

    Systems administrator job in Elmhurst, IL

    A growing Managed Service Provider in Elmhurst is seeking a System Administrator who enjoys solving technical problems, supporting a variety of environments, and working directly with clients. This role is ideal for someone with solid Microsoft and networking experience who wants a mix of escalated support, light project work, and the ability to grow into more advanced responsibilities over time. You will support multiple small and mid-sized businesses across Microsoft 365, Azure, Windows Server, and network infrastructure while collaborating with a supportive engineering team. After training, this position offers a hybrid schedule and the chance to develop your skills in a fast-paced MSP environment. What You Will Do • Provide Tier 2 support for desktops, servers, cloud services, and network infrastructure • Manage Microsoft 365, Azure AD, and user provisioning across multiple client environments • Support Windows Server, Active Directory, DNS, DHCP, Group Policy, and file services • Troubleshoot switches, firewalls, VPN connectivity, and general networking issues • Assist with projects such as onboarding, upgrades, deployments, and cloud initiatives • Maintain accurate documentation and follow internal processes for ticketing and communication • Deliver an excellent client experience with clear, friendly, service-oriented communication What You Bring • At least 1 year of experience working for a Managed Service Provider • Strong understanding of Microsoft 365 and Windows Server configuration • Experience troubleshooting networking fundamentals such as DNS, DHCP, VLANs, and VPNs • Ability to work both independently and collaboratively in a fast-moving environment • Clear communication skills and a strong customer-focused approach • Curiosity, accountability, and a desire to continue growing your technical skill set What You'll Receive • Profit sharing • Medical, dental, and vision insurance • Telemedicine option • Life, short-term, and long-term disability insurance • Legal assistance services • Retirement plan with company matching • Three weeks of paid time off • Rewards and recognition platform with gift cards, additional PTO, and more • Bonuses for certifications and continued learning • Weekly DoorDash meal benefit • Competitive salary based on experience • Room for long-term career growth within a supportive, award-winning team
    $62k-82k yearly est. 5d ago
  • IT System Administrator - Onsite at DC - 2nd Shift - Joliet, IL

    Harbor Freight Tools 4.4company rating

    Systems administrator job in Joliet, IL

    The IT Systems Administrator may be required to perform duties that include elevated privileges. As a trusted custodian to the Company's sensitive information and/or systems you will be expected to maintain professional conduct and protect the confidentiality of any information to which you may have access. You will be expected to commit yourself to the highest standards of moral and business ethics. Essential Duties and Responsibilities Support a 2 million square foot warehouse environment Configure/Troubleshoot desktop issues and applications Assist staff with the installation, configuration, and ongoing usability of desktop computers, peripheral equipment, thin clients, and software within established standards and guidelines Configure/Troubleshoot handheld scanners, Access Points, and warehouse networking Cable/Replace any failed hardware for warehouse wireless support mounted at 30 feet and higher utilizing a scissor lift or fork lift Provide a point of escalation and support to the Technical Infrastructure Group Participate in weekend, night, and alternate shift maintenance activities, as required Perform general system administration duties in a Windows Active Directory environment Support, maintain and administer third party applications Produce appropriate documentation for application deployment, configuration, and related processes Participate in disaster recovery planning, testing and response Perform routine preventative maintenance on all hardware on a routine and scheduled basis Perform network troubleshooting to isolate and diagnose common network problems Non-Essential Duties and Responsibilities Enforce change management and compliance processes Work as a technical resource on assigned projects Independent analysis, communication, and problem solving Position is expansive and additional responsibilities can be added Additional duties as assigned by manager Job Qualifications - Education and Experience Excellent customer service and telephone skills, and experience in a professional service environment, with responsibility for supporting multiple applications and network environments College degree preferred but not required. Minimum of 3 years working experience in a warehouse environment preferred Must have a minimum of 3 years working experience and intimate proficiency with Microsoft Technologies, IBM AIX and UNIX Must have a minimum of 3 years working experience with Active Directory administration and troubleshooting Must have experience supporting mobile email devices such as Blackberry, iPhone (and other, similar technologies) Sound working knowledge of Internet/Intranet technologies including security features Sound working knowledge of network infrastructure and operations, including switching, routing, Ethernet, TCP/IP Working knowledge of remote access technology such as VPN or VM View Proficient and familiar with MS Office Professional Suite including the ability to fluently use Microsoft Word, Excel and PowerPoint Must have Good verbal and written communications skills Self-motivated and directed Must have very strong problem solving skills Physical Requirements General office environment requiring ability to: stand, walk, sit for extended periods of time speak and listen to others in person and over the phone use keyboard and read from computer screen and reports lift up to 15 lbs. Safety The candidate must be able to perform this job safely in accordance with standard operating procedures and good manufacturing practices, without endangering the health or safety of self or others. Supervisory Responsibility None
    $54k-68k yearly est. 4d ago
  • IT Administrator

    Kwill Merchant Advisors

    Systems administrator job in Chicago, IL

    About the Job KWILL Merchant Advisors counsels evolving businesses through management consulting, commercial real estate, and capital investment. We are a closely held coalition of entrepreneurs, industry leaders, and investors. We are integrators who leverage talent, analytics, and critical thinking to provide comprehensive, strategic solutions to a wide range of industries from real estate to manufacturing, construction supply, logistics, business services, banking, consumer goods, and beyond. Consulting | Capital | Real Estate | Video Production | Finance & Accounting | Information Technology Position Summary The IT Administrator is responsible for maintaining the organization's technology infrastructure, including Microsoft 365, endpoint devices, and cybersecurity initiatives. This role combines technical support and system administration to ensure a secure, efficient, and reliable IT environment. The ideal candidate is a problem-solver with experience in an administrator role and is passionate for delivering exceptional user support. This role's responsibilities will span several organizations and line of businesses. Experience in a managed service provider environment is preferred. Responsibilities Include Serve as the initial point of contact for issues in Microsoft 365, including Exchange Online, Teams, SharePoint, and OneDrive Administer and maintain Entra ID/AAD by ensuring alignment and security across group policies, identity logs, and permissions Manage Intune, including device enrollment, endpoint security, and application deployment Maintain and support desktops, laptops, and mobile devices across all operating environments Utilize RMM platforms for proactive system monitoring, patching, and automation Manage network infrastructure, including access points, switches, routers, and firewalls Lead cybersecurity initiatives such as phishing simulations and employee training Oversee onboarding/offboarding processes for user accounts, devices, and permissions Provide quarterly audits evaluating infrastructure health, access controls, and cybersecurity posture to maintain compliance Ensure configurations adhere to HIPAA, HITRUST, and CIS framework best practices through continuous monitoring and policy alignment Document processes, standard operating procedures, and technical knowledge base articles to promote efficiency and standardization across the organization Requirement This role is based in Chicago, IL and requires regular in-office work. Candidates must live in the Chicagoland area and be able to commute to our Chicago office. Qualifications Bachelor's degree in Information Technology or related field 4+ years of progressive IT experience with familiarity in a system or network administration capacity Proven expertise in: Microsoft 365 administration (Exchange, Teams, SharePoint, OneDrive) Entra ID/Active Directory management Intune Device Management and Compliance Experience with RMM platforms (patching, monitoring, automation) and PSA tools Working knowledge of networking (APs, switches, routers, firewalls), Windows Server, and BCDR solutions (Datto, Azure Backup) This role blends technical execution with a consulting mindset. As IT Admin, you will play a critical role in strengthening KWILL's IT infrastructure while advancing the vision of our clients and partners.
    $60k-84k yearly est. 1d ago
  • Information Technology System Administrator

    Prestige Staffing 4.4company rating

    Systems administrator job in Oak Brook, IL

    Title: IT System Admin Industry: Construction Salary: 30-38hrW2 Duration: 12 + month contract Skills: Sys admin exp, onprem and cloud based support exp, Microsoft exp Like to have skills: Microsoft cloud/on-prem, Azure, Intune, VMware, Veeam, Jira, Autodesk, Salesforce, Meraki, SQL Overview: Collaborate with internal teams across construction operations, finance, and project management. Assist with cloud migrations, upgrades, and modernization projects. Document infrastructure details, processes, and policies.
    $63k-80k yearly est. 1d ago
  • Information Technology System Engineer

    Shadowtech Labs, Inc.

    Systems administrator job in Willowbrook, IL

    Systems Engineer - (Mid-Level - 3 to 5 Years' Experience) Company: ShadowTech Labs About ShadowTech Labs ShadowTech Labs is a leading security technology firm specializing in secure computing platforms and advanced surveillance systems for critical infrastructure. We partner with industry leaders to deliver air-gapped, high-availability solutions that are compliant with stringent regulatory requirements. Position Overview We are seeking a talented Systems Engineer with 3-5 years of hands-on experience in designing, deploying, and maintaining mission-critical IT infrastructure. The ideal candidate will join our systems engineering team in Willowbrook, Illinois, reporting directly to our Systems Engineering & Information Technology Manager. Due to the sensitive nature of our work, U.S. Citizenship and the ability to pass a rigorous background investigation, drug screening, and working on location are required. Key Responsibilities • Design, implement, and support VMware-virtualized and bare-metal Windows and Linux server environments, ensuring high availability and security. • Maintain and expand corporate IT environment, including Active Directory, Entra, Azure, Intune, SentinelOne, and other enterprise-level solutions. • Configure and maintain network infrastructure such as routers, switches, and firewalls from Ubiquiti, Cisco, Fortigate, and Netgear. • Develop and maintain automation scripts and tools (Bash, PowerShell, Ansible, etc.) for system provisioning and configuration management. • Collaborate with cross-functional teams to integrate virtualization (vSphere, Hyper-V), containerization (Docker), and cloud-based resources when applicable. • Assist in cybersecurity assessments, vulnerability scanning, and remediation; documenting findings in line with NRC RG 5.71, NEI 08-09, and industry best practices. • Create and maintain technical documentation, runbooks, and standard operating procedures. • Configuration of Active Directory, including group policy, and integrating Azure SAML authentication with other vendors. • Configuration and troubleshooting a diverse spectrum of IoT devices such as cameras, motion sensors, and industrial automation appliances. • Supporting day-to-day IT operations. • Troubleshoot and resolve system, network, and application issues promptly. Required Qualifications • Bachelor's degree in Computer Science, Information Technology, or a related field; equivalent experience may be considered. • 3-5 years of professional experience in systems engineering, with demonstrated Windows and Linux server administration expertise. • 3-5 years of professional experience in virtualization and/or containerization, VMware VCP certifications are a plus. • Proficient with networking, switching, and routing. • Proficient in Microsoft Entra (Azure AD), Microsoft 365, and Active Directory. • Excellent problem-solving abilities and attention to detail. • Superior communication skills, both written and verbal. Desired Skills • Solid understanding of cybersecurity principles and compliance frameworks (NIST, NRC/NEI/DOE regulations, role-based access controls). • Experience with Netbox and Snipe-IT. • Experience with SMB-level storage infrastructure; SAN or NAS. • Ability to travel 20%. • Ability to lift 30 pounds. Desired Skills Solid understanding of cybersecurity principles and compliance frameworks (NIST, NRC/NEI/DOE regulations, role-based access controls). Experience with SMB-level storage infrastructure; SAN or NAS. Security & Employment Requirements • U.S. Citizenship and a compliant real ID are mandatory. Non-US Citizens cannot be considered. • Willingness to undergo and pass a comprehensive background investigation and drug screening in accordance with 10 CFR 73.56. • Ability to work on-site in Willowbrook, IL; no remote work options for this role. What We Offer Competitive salary ($80,000 - $125,000) based on experience, with bonus eligibility. Benefits package including health, dental, and vision. 401(k) retirement plan. Paid time off and holidays. Opportunities for professional development, certifications, and career growth. A collaborative, mission-driven work environment focused on cutting-edge national security. Hiring Process 1. Virtual Interview 2. On-site Interview & Facility Tour 3. Offer & Acceptance 4. Background Check & Onboarding ShadowTech Labs is an equal opportunity employer committed to diversity in the workplace.
    $80k-125k yearly 5d ago
  • Principal Infrastructure Lead

    Cube Hub Inc.

    Systems administrator job in Hoffman Estates, IL

    Principal Infrastructure Lead - Job Description 6 months contract role with hire possibility Onsite from Day 1 The Principal Infrastructure Lead is a senior technical role responsible for designing, implementing, and optimizing enterprise infrastructure platforms across data center, cloud (Azure), network, storage, and compute environments. This role acts as a hands-on technical leader, providing mentorship and direction to infrastructure staff while setting standards for reliability, scalability, and security. In addition, the Principal Infrastructure Lead will play a forward-looking role in identifying potential use cases for AI and automation - both within IT operations and across business processes. While not directly responsible for building AI solutions, this position ensures the infrastructure and platforms are ready to support AI adoption and surfaces opportunities for efficiency and business enablement. Key Responsibilities Infrastructure Design & Engineering Lead the design and implementation of hybrid cloud infrastructure with an emphasis on Azure adoption, automation, and modernization. Architect solutions across compute, storage, and network domains, ensuring scalability and disaster recovery readiness. Define standards for monitoring, performance, and configuration management. AI & Automation Readiness Identify opportunities for AI and automation within IT and business operations (e.g., help desk automation, predictive maintenance, workflow optimization). Ensure infrastructure platforms (Azure, M365, data integrations) are capable of supporting AI tools and services. Partner with leadership on early AI use case evaluations and proof-of-concepts,while leaving ownership of enterprise AI strategy to future dedicated roles. Operations Leadership Provide Tier-3/architect-level support for escalations from Infrastructure Engineers, Service Desk, and Applications teams. Oversee infrastructure lifecycle (capacity planning, patching, hardware refresh,cloud ptimization). Own infrastructure documentation, runbooks, and technical standards. Automation & Cloud Enablement Drive adoption of Infrastructure-as-Code (IaC) for deployments and guardrails. Lead automation efforts for provisioning, monitoring, and backup/restore processes. Partner with DevOps/CloudOps on pipelines and secure cloud adoption. Security & Compliance Alignment Collaborate with Security team to enforce zero-trust principles, network segmentation, and vulnerability remediation. Using consolidated strategy and risk from leadership, identify platforms and configurations that secure systems. Ensure infrastructure controls support compliance frameworks where appropriate. Team Mentorship & Leadership Provide technical leadership and mentorship to a small team of infrastructure engineers/administrators. Act as a thought leader in infrastructure design, helping less senior staff build skills. Contribute to workforce planning and skill development but without formal people-management overhead. Skills & Qualifications Bachelor's degree in Computer Science, IT, or related field (or equivalent experience). 8-12 years of progressive IT infrastructure experience, with senior engineering exposure. 2 years in an IT infrastructure leadership position. Deep expertise in Microsoft Azure, virtualization (vSphere), and Windows/Linux server environments. Strong knowledge of networking (routing, switching, firewalls, VPN, SD-WAN). Hands-on experience with infrastructure automation tools (Terraform, Ansible, PowerShell DSC). Familiarity with monitoring and observability platforms (e.g., SolarWinds, Azure Monitor, Splunk). Experience in DR/BCP planning and execution. Relevant certifications a plus: MCSE, Azure Solutions Architect, CCNP,VMware VCP. Reporting & Collaboration Reports to: Head of IT Operations. Works closely with: Service Desk Lead, Application Support, Security team, and external vendors. Acts as the bridge between strategy and execution - ensuring infrastructure roadmaps are executed effectively.
    $96k-137k yearly est. 5d ago
  • Desktop Administrator

    Flexon Technologies Talent360.Ai

    Systems administrator job in Chicago, IL

    We have below Following Contract Positions Available If you have profiles please share me at ****************************** Job Title: Desktop Administrator Duration: Contract 100% onsite role. Responsibilities • Provide desktop administration and support. • Perform basic IT hardware troubleshooting. • Handle Windows XP, 7, 10 and 11 operating system imaging and troubleshooting. • Deliver PC asset support including add, move, change, update and reassign of company-owned devices (formerly IMAC operations). Share me resumes at ******************************
    $85k-112k yearly est. 1d ago
  • Information Technology Infrastructure Engineer

    Giesecke+Devrient 4.7company rating

    Systems administrator job in Bolingbrook, IL

    The IT Infrastructure Engineer is a senior technical role responsible for implementing, operating, and improving enterprise IT infrastructure across our US locations. While enterprise architects define global designs and standards, this role ensures their successful implementation locally, taking full ownership of operations and driving solutions to completion. The Infrastructure Engineer covers core infrastructure domains (network, virtualization, servers, firewalls, storage, backup, monitoring, MFT) and plays a key role in delivering projects, ensuring compliance, and maintaining reliable, secure operations. Salary range starts at $100,000 base and increases based on experience, with bonus eligibility of 10%. DUTIES & ESSENTIAL JOB FUNCTIONS Implement and manage enterprise network infrastructure (LAN, WAN, WiFi, VPNs) across US sites. Administer, configure, and troubleshoot firewalls (Fortinet, Cisco) to ensure secure and compliant connectivity. Manage Windows Server and Linux (RHEL/Debian) environments, Active Directory, and Group Policy Objects (GPOs). Oversee datacenter operations, including storage (SAN/NAS) and enterprise backup systems (Commvault). Deploy, administer, and optimize virtualization platforms (VMware vSphere, ESXi, vCenter). Administer Managed File Transfer (MFT) platforms such as Axway, Connect:Direct, and SFTP. Implement and maintain infrastructure monitoring tools Lead and execute infrastructure projects, including upgrades, migrations, and new deployments, in alignment with global standards. Collaborate with InfoSec and Audit teams to ensure PCI, SOC II, and ISO compliance. Drive troubleshooting and root-cause analysis for complex incidents, ensuring long-term solutions. Provide technical input to architecture discussions, ensuring feasibility and operational efficiency. Mentor junior staff and act as escalation point for technical issues. Document infrastructure standards, procedures, and lessons learned. OTHER FUNCTIONS AND RESPONSIBILITIES This in no way states or implies that these are the only duties to be performed by the employee occupying this position. Employees will be required to follow any other job-related instructions and to perform other job-related duties requested by their supervisor in compliance with applicable Federal and State laws. All job requirements are subject to possible modification to reasonably accommodate individuals with disabilities. Some requirements may exclude individuals who pose a direct threat or significant risk to the health and safety of themselves or other employees. REQUIRED QUALIFICATIONS 5-7+ years of experience in IT infrastructure engineering or senior system administration. Strong hands-on expertise in: Networking (LAN, WAN, WiFi, VPNs) Firewalls (Fortinet, PaloAlto) Virtualization (VMware vSphere, ESXi, vCenter) Windows Server, Linux, Active Directory, GPO Storage, Backup (Commvault) MFT platforms (Axway, Connect:Direct, SFTP) Monitoring tools (Nagios, PRTG, Lansweeper, Sentinel or similar enterprise monitoring tools) Proven ability to take ownership and deliver infrastructure projects end-to-end. Strong troubleshooting skills with a solution-oriented mindset. Experience working in compliance-driven environments (PCI, SOC II, ISO). Excellent communication skills; ability to collaborate with global teams and present technical issues to management. Experience in multinational or highly regulated enterprise environments. Demonstrated ability to lead projects and mentor team members. Scripting/automation skills (PowerShell, Bash, Python). PHYSICAL REQUIREMENTS/WORK ENVIRONMENT Requires working on hard floor - standing, walking, bending, squatting, climbing, kneeling, twisting and stooping on occasion. Must be able to withstand loud noise in a manufacturing environment Must be able to work while wearing Personal Protective Equipment (PPE). The above job description is meant to describe the general nature and level of work being performed. It is not intended to be construed as an exhaustive list of all responsibilities, duties and skills required for the position. BENEFITS INCLUDE medical (PPO and HDHP with HSA), dental, Vision, PTO, paid holidays, 401k with employer match, short/long term disability, life insurance, healthcare and dependent care flexible spending, EAP, commuter benefits, education assistance and more.
    $100k yearly 2d ago
  • Windows Server Engineer (Terraform, CICD, Kubernetes)

    Request Technology, LLC

    Systems administrator job in Chicago, IL

    ***Hybrid, 3 days onsite, 2 days remote*** ***We are unable to sponsor as this is a permanent full-time role*** A prestigious company is looking for a Windows Administrator (AWS, VMware, CICD, Automation). This role is focused on AWS/On-prem Windows server 2016, 2019, 2022 administration, CICD pipeline automation, Terraform, Ansible, Jenkins, VMware, etc. Responsibilities: Administer, support, and optimize Windows Server environments (2016, 2019, 2022) across on-prem and AWS. Design and maintain automated CI/CD pipelines for server builds and AMIs using Jenkins, Terraform, Ansible, and Packer. Manage hybrid infrastructure including VMware-based virtualization (vSphere, ESXi, vCenter) and AWS cloud workloads. Troubleshoot complex system, OS, and application issues; collaborate with vendors and cross-functional teams for resolution. Automate infrastructure provisioning, patching, and operational tasks to reduce manual effort and increase reliability. Participate in security patching, hardening, and vulnerability remediation. Provide input on infrastructure modernization initiatives, including container platforms (Kubernetes as a plus). Qualifications Bachelor s degree in computer science, Information Technology, or related field preferred. Professional Experience: 7+ years of Windows Server engineering and infrastructure support in enterprise environments, with at least 2 3 years in hybrid (on-prem + AWS) environments. Platform Skills: Strong Windows Server expertise; experience with VMware, AWS, and hybrid infrastructure. Exposure to Kubernetes/container platforms is a plus. Solution Design: Proven ability to build automated, reliable, and secure infrastructure solutions leveraging IaC and CI/CD pipelines. Advanced administration of Windows Server 2016, 2019, 2022. Hands-on experience with CI/CD pipelines and automation (Terraform, Ansible, Jenkins, Packer). Experience building and maintaining custom AMIs and golden images. VMware administration (vSphere, ESXi, vCenter) and virtualization concepts. AWS experience with EC2, networking, and hybrid integrations. PowerShell scripting; experience with Python or Bash scripting is a plus. Active Directory and Group Policy administration. Networking fundamentals (TCP/IP, DNS, DHCP, VLANs, firewalls, load balancers). Vulnerability remediation and patch management experience.
    $75k-106k yearly est. 4d ago
  • Windows Server Upgrade Engineer

    Krasan Consulting Services

    Systems administrator job in Chicago, IL

    The Windows Server Upgrade Engineer will be part of a Server Operations team and will support the day-to-day technical operations of a large-scale infrastructure environment consisting of approximately 1,800 physical and virtual servers running on Dell hardware and Hyper-V. This role involves assessing complex technical issues, recommending and implementing solutions, and providing administration and oversight for server hardware and software infrastructure. The ideal candidate is a self-starter who can independently drive tasks to completion and quickly adapt to changing technical demands. Key Responsibilities: Coordinate with application owners to schedule and perform comprehensive Windows Server OS upgrades, including in-place upgrades and new deployments (e.g., 2012 to 2016/2019/2025) within a large-scale Hyper-V environment. Perform physical hardware upgrades on Dell R620 servers across multiple sites, using Dell tools such as iDRAC, onboard flash memory, and Dell OpenManage Essentials (OME). Develop and utilize automation scripts using PowerShell, Ansible, or similar tools to streamline OS deployments, upgrades, and repetitive operational tasks. Work independently, taking direction from managers or team leads to complete server provisioning and support activities. Collaborate with team members to provide cross-training on roles and responsibilities. Manage day-to-day server operations using standard enterprise tools. Respond to and resolve alerts generated by server infrastructure monitoring systems. Work closely with application teams to resolve software installation and compatibility issues on managed servers. Coordinate with third-party vendors for support, recommendations, and issue resolution. Perform initial entry of enterprise server assets into the server asset management database. Participate in a 24x7 Windows Server on-call rotation to support critical server emergencies. Education & Certifications: Bachelor's degree or equivalent experience preferred. Microsoft certifications (e.g., MCSE) are a plus but not required. Experience Requirements: 5+ years of experience managing Windows Server OS (2012, 2016, 2019, 2025) in an enterprise Hyper-V / SCVMM environment. Expert-level Windows troubleshooting and triage experience. Proven experience planning and executing OS upgrades, including in-place upgrades and new deployments. Hands-on experience with Dell server hardware (e.g., R620) and remote management tools such as iDRAC and Dell OpenManage Essentials (OME). Experience with Microsoft Failover Clustering, host/OS patching, migrations, SCCM, and Azure administration. Knowledge, Skills, and Abilities: Strong scripting and automation skills using PowerShell, Ansible, or similar technologies. Excellent planning, organizational, and prioritization skills, with the ability to manage multiple projects simultaneously. Experience translating business requirements into IT specifications, including strategy, platform selection, and reference architecture designs. Strong interpersonal, collaboration, leadership, facilitation, and conflict-management skills. Excellent communication skills, with the ability to clearly explain complex technical concepts to both technical and non-technical audiences. Strong commitment to leveraging information technology to positively support organizational and community outcomes. 2009
    $75k-106k yearly est. 2d ago
  • Field System Engineer, Document Imaging systems

    Scannx, Inc. 3.5company rating

    Systems administrator job in Chicago, IL

    ScannX leads innovation in document and book scanning solutions, transforming how libraries and institutions handle information. The company provides cutting-edge systems that replace traditional copiers, allowing for seamless digital file storage, reduced operating costs, and instant access to scanned content. ScannX empowers libraries to expand their offerings, improve workflow efficiency, and enhance user experience through state-of-the-art, user-friendly book and document scanning technologies. Its solutions cater to librarians, archivists, and patrons, enabling effortless digitization, improved access, and modernized library services. Role Description This is a full-time position located in a major market in NY, Virginia, or Philadelphia, for a Field System Engineer specializing in Document Imaging Systems. The Field System Engineer will be responsible for on-site installing, configuring, and maintaining document imaging systems, providing technical support, troubleshooting issues, and ensuring seamless integration with existing networks. Daily tasks include diagnosing and resolving system errors, conducting software installations and updates, and collaborating with the engineering team to sustain optimal system performance. Qualifications Experience in archival imaging systems, a PLUS Proficiency in Technical Support and Troubleshooting to diagnose and resolve software and hardware issues effectively Experience with Software Installation and Systems Engineering to integrate, maintain, and optimize systems Strong understanding of Networking concepts to ensure seamless connectivity and integration between systems Excellent problem-solving skills and confidence working under pressure Ability to work independently and manage on-site responsibilities with minimal supervision Bachelor's degree in Engineering, Computer Science, Information Technology, or related field is preferred
    $63k-88k yearly est. 1d ago
  • Senior System Engineer

    The Planet Group 4.1company rating

    Systems administrator job in Park Ridge, IL

    Job Title: Senior System Engineer Responsibilities: Design, deploy, configure, and manage Windows Server environments (2012+) across physical and virtual server and storage platforms (VMware/Hyper-V) Administration of Microsoft Cloud (e.g., Azure Infrastructure, M365, Intune, Entra ID, Exchange, SharePoint) Configure and manage routers, switches, firewalls, and wireless networking systems Administration of Active Directory, Group Policy Objects (GPO), DNS, DHCP, and supporting services for enterprise-wide user and resource management Oversee system patching, security updates, and vulnerability remediation processes to maintain a strong security posture Implement and enforce network security measures to protect against unauthorized access and cyber threats Manage storage solutions (SAN/NAS) and implement efficient backup and recovery strategies (e.g., Veeam) Ensure the 24/7 high availability (HA) and disaster recovery (DR) of critical network systems Develop, document, and regularly test DR and business continuity plans. Develop and maintain detailed network documentation, including diagrams, configurations, and operational procedures Monitor system performance, troubleshoot complex infrastructure problems, and execute necessary tuning to optimize resource utilization and system responsiveness. Provide tier 3 desktop support for complex issues - available for tier 1/2 support coverage as needed ( Qualifications: Experience: 10+ years of experience in systems engineering or advanced system administration in a mid-size enterprise environment. Bachelor's degree or equivalent combination of training, education, and work experience Deep expertise in Microsoft Windows Server (current and recent versions) Hands-on experience with virtualization technologies, preferably Hyper-V Strong experience with TCP/IP, routing, switching, wireless, and firewall concepts Experience working with MSP/MSSP's for NOC/SOC services Knowledge of Backup/DR best practices and systems Experienced with cyber security best practices and systems Proficiency in PowerShell for automation, task scheduling, and configuration management Process/Systems improvement strategy Strong communication skills and team player mindset
    $81k-100k yearly est. 1d ago
  • Information Technology Governance Consultant

    The Judge Group 4.7company rating

    Systems administrator job in Chicago, IL

    About the Role We are seeking an experienced IT Governance & Controls Program Manager to design, implement, and oversee enterprise‑level governance programs. In this role, you will ensure the effectiveness of IT controls, strengthen operational rigor, and support leadership with data‑driven insights. You will partner cross‑functionally across technology, audit, and compliance teams to enhance processes, manage risks, and elevate the organization's control posture. Responsibilities Analyze control data to identify trends, assess control effectiveness, and drive continuous improvement across IT delivery processes and frameworks. Build advanced dashboards and analytical reports that illustrate control adherence and uncover strategic optimization opportunities. Develop key performance indicators (KPIs), key risk indicators (KRIs), and other metrics to support leadership decision‑making. Create consistent communication templates and executive‑ready presentation materials to simplify complex technical information. Prepare comprehensive reports for senior leadership, enabling strategic planning and informed business decisions. Serve as a trusted advisor to stakeholders on IT control requirements, best practices, and risk mitigation strategies. Lead projects spanning multiple systems and teams, ensuring alignment with governance frameworks and regulatory expectations. Conduct gap analyses to evaluate control coverage against regulatory or industry standards, and map current processes to those standards. Build and maintain continuous monitoring frameworks to ensure ongoing compliance and control effectiveness. Provide subject matter expertise across IT process domains, control frameworks, and operational governance. Partner with compliance and internal audit to ensure IT controls meet regulatory and audit expectations. Support remediation of identified findings by collaborating with IT stakeholders to implement effective, sustainable solutions. Act as a governance liaison during regulatory examinations and audit engagements. Identify emerging technologies and tools that enhance efficiency, quality, and security across IT systems. Anticipate risks and develop proactive mitigation strategies. Lead special initiatives and IT projects that address evolving organizational priorities. Apply strategic and analytical thinking to solve complex technical challenges and support innovative solution development. Perform additional responsibilities aligned with organizational needs. Minimum Qualifications Bachelor's degree in Computer Science, a related technical field, or equivalent practical experience. 10+ years of experience in IT, governance, controls, or related fields. Strong analytical skills and experience developing data reports or dashboards. Ability to work effectively across multiple levels of management and within fast‑paced environments. Excellent communication skills, with the ability to translate technical concepts for varied audiences. Demonstrated initiative, curiosity, and a proactive approach to problem‑solving. Collaborative mindset with a focus on team success. Working knowledge of IT control frameworks and industry standards such as ITIL, COBIT, NIST CSF, or similar. Proficiency with Excel, PowerPoint, and dashboard/reporting tools (e.g., Tableau, Jira). Preferred Qualifications Experience with Security or DevOps tooling. Familiarity with integrated GRC platforms (e.g., Archer). Experience in capital markets or the broader technology industry. Salary: ~$175k - $195k + bonus
    $58k-80k yearly est. 1d ago
  • IT Services Technician

    Clarity Technology Group, Inc. 4.5company rating

    Systems administrator job in Schaumburg, IL

    Are you a skilled problem-solver who is always looking to sink your teeth into something new? A strong communicator who enjoys helping others? Clarity Technology Group, a Managed Service Provider comprised of a hard-working and close-knit team is searching for a new IT Services Technician. We maintain a flexible and relaxed office environment and work every day to exceed our clients' expectations. We offer comprehensive benefits to promote health and wellness among our staff. This is a hybrid position in Schaumburg, IL. We'll Provide: A collaborative work environment with the ability to learn about many different industries Salary of $55,000-65,000 Room for professional growth Robust benefits, including health, dental, and vision insurance, a 401(k) plan, life insurance, and both short- and long-term disability coverage What You'll Do: Provide support to end users via remote support sessions and on-site Provide support for Microsoft technologies including Windows and Office 365 Configure and deploy new laptop and desktop systems Document incidents and follow resolution procedures Provide exceptional customer service at all times Skills You'll Need: 1-2 years of previous technical support experience Experience with building desktops and troubleshooting hardware issues Enjoy working as part of a collaborative team and in a fast-paced environment Analytical thinking, problem solving, and the ability to learn quickly Ability to work a light, rotating on-call schedule Technical curiosity! Associate's or Bachelor's degree in an Information Technology related field is preferred Experience with Active Directory and Group Policy a plus Ability to travel to head office in Madison, WI on occasion preferred, including one week at the start of the role Next Steps: Quick apply with your resume here Or Get a head start on our application and aptitude testing process here: *******************************************************************
    $55k-65k yearly 3d ago
  • System Administrator Level 2.5 (MSP)

    Bowman Williams

    Systems administrator job in Palatine, IL

    We are an MSP supporting small and mid sized businesses across the Chicagoland area. Our team offers the pace and variety of a local MSP with the support and structure of a larger organization. We value ownership, consistency, and continuous learning, and we are looking for a System Administrator with MSP experience who wants to grow while taking on meaningful technical responsibility. This role is a strong fit for a mid level MSP engineer who can handle escalations, keep server environments healthy, and contribute to Microsoft 365 and Azure projects. You will work across multiple client networks, support cloud migrations, and partner with senior engineers on upgrades and modernization work. Responsibilities • Take ownership of escalations across Windows Server, Microsoft 365, Azure, and core networking • Administer Windows Server 2016 to 2022 including Active Directory and Group Policy • Support Microsoft 365 migrations and improvements including Exchange Online and OneDrive • Work with Azure services including Entra ID, Intune, and Azure Virtual Desktop • Troubleshoot DNS, DHCP, VPN connectivity, VLANs, and firewall related issues • Assist with infrastructure upgrades, refreshes, and cloud transition projects • Maintain clean documentation and ticket updates in PSA and RMM tools • Travel to client sites as needed for deployments, maintenance, and higher touch support Qualifications • 3 to 5 years of MSP experience supporting multiple client environments • Strong skills in Microsoft 365, Azure, and Windows Server 2016 to 2022 • Solid networking fundamentals including DNS, DHCP, VLANs, VPNs, and firewalls • Experience supporting Entra ID, Intune, and Azure Virtual Desktop • Comfortable handling escalations and participating in project work • Familiarity with Autotask and Kaseya or similar MSP toolsets • Strong communication, documentation, and problem solving skills • Certifications like Network+ or Microsoft 365 or Azure are a plus Location, Pay, and Benefits • Chicagoland area role with client site visits as needed • Hybrid schedule after onboarding, 2 to 3 days work from home • Salary up to $90K plus monthly performance bonus • Health, dental, and vision insurance • Mileage reimbursement for client visits • Training and certification reimbursement • Supportive MSP culture with clear growth path
    $90k yearly 1d ago
  • Field System Engineer, Dopcument Imaging systems

    Scannx, Inc. 3.5company rating

    Systems administrator job in Chicago, IL

    ScannX leads innovation in document and book scanning solutions, transforming how libraries and institutions handle information. The company provides cutting-edge systems that replace traditional copiers, allowing for seamless digital file storage, reduced operating costs, and instant access to scanned content. ScannX empowers libraries to expand their offerings, improve workflow efficiency, and enhance user experience through state-of-the-art, user-friendly book and document scanning technologies. Its solutions cater to librarians, archivists, and patrons, enabling effortless digitization, improved access, and modernized library services. Role Description This is a full-time on-site position located in Northern California or a major market on the east coast for a Field System Engineer specializing in Document Imaging Systems. The Field System Engineer will be responsible for installing, configuring, and maintaining document imaging systems, providing technical support, troubleshooting issues, and ensuring seamless integration with existing networks. Daily tasks include diagnosing and resolving system errors, conducting software installations and updates, and collaborating with the engineering team to sustain optimal system performance. Qualifications Experience in archival imaging systems, a PLUS Proficiency in Technical Support and Troubleshooting to diagnose and resolve software and hardware issues effectively Experience with Software Installation and Systems Engineering to integrate, maintain, and optimize systems Strong understanding of Networking concepts to ensure seamless connectivity and integration between systems Excellent problem-solving skills and confidence working under pressure Ability to work independently and manage on-site responsibilities with minimal supervision Bachelor's degree in Engineering, Computer Science, Information Technology, or related field is preferred Previous experience in document imaging systems or library technology is a plus
    $63k-88k yearly est. 1d ago
  • Senior System Engineer

    The Planet Group 4.1company rating

    Systems administrator job in Niles, IL

    Direct Hire - No 3rd Party Recruiters Responsibilities: Design, deploy, configure, and manage Windows Server environments (2012+) across physical and virtual server and storage platforms, including VMware and Hyper-V Administer Microsoft Cloud technologies such as Azure infrastructure, Microsoft 365, Intune, Entra ID, Exchange, and SharePoint Configure and manage routers, switches, firewalls, and wireless networking systems Administer Active Directory, Group Policy Objects (GPO), DNS, DHCP, and related services to support enterprise-wide user and resource management Oversee system patching, security updates, and vulnerability remediation to maintain a strong security posture Implement and enforce network security controls to protect against unauthorized access and cyber threats Manage storage solutions (SAN/NAS) and implement reliable backup and recovery strategies, including Veeam Ensure 24/7 high availability (HA) and disaster recovery (DR) for critical infrastructure systems Develop, document, and routinely test disaster recovery and business continuity plans Create and maintain comprehensive infrastructure documentation, including network diagrams, configurations, and operational procedures Monitor system performance, troubleshoot complex infrastructure issues, and perform tuning to optimize system reliability and efficiency Provide Tier 3 desktop support for complex issues, with availability to assist Tier 1/2 support as needed (less than 20%) Work on-site full-time for the first three months, with potential for a one-day-per-week hybrid schedule thereafter; must be available on-call for critical issues Qualifications: 10+ years of experience in systems engineering or advanced system administration within a mid-sized enterprise environment Bachelor's degree or an equivalent combination of education, training, and professional experience Deep expertise in Microsoft Windows Server (current and recent versions) Hands-on experience with virtualization technologies, preferably Hyper-V Strong understanding of TCP/IP networking, routing, switching, wireless, and firewall technologies Experience working with MSPs/MSSPs for NOC and SOC services Solid knowledge of backup, disaster recovery, and business continuity best practices Strong background in cybersecurity principles, tools, and best practices Proficiency in PowerShell for automation, task scheduling, and configuration management Experience driving process improvements and systems optimization initiatives Strong communication skills with a collaborative, team-oriented mindset
    $81k-100k yearly est. 1d ago
  • Infrastructure Engineer (MSP)

    Bowman Williams

    Systems administrator job in Chicago, IL

    Cloud Infrastructure Engineer (Career Path → Senior Cloud Engineer / Security Engineer) $95,000 - $110,000 + Monthly Bonus I'm hiring again because our cloud and security practice continues to scale faster than expected. Over the past few years, we've doubled recurring revenue, expanded our project delivery team, and strengthened our cloud-first service model. We're a financially backed, growth-focused MSP serving SMB and mid-market clients across Chicago, and we've invested heavily in Azure, automation, security hardening, and standardizing how we deliver modern cloud environments. What makes us different is the culture: small, tight-knit, highly technical, and built around real career development-not the reactive, chaotic MSP experience so many engineers are burned out from. Engineers here actually get to grow. You'll work directly with senior cloud architects, have a documented advancement track, and operate inside an efficient, proactive managed services framework. We're now adding a Cloud Infrastructure Engineer who wants to deepen expertise in Azure, identity, network modernization, and modern workplace design. If you want a long-term role where you're part of a collaborative engineering team and not just grinding tickets, this will feel like a breath of fresh air. What You'll Work On • Lead and own cloud-first technical operations across Microsoft 365, Azure, Entra ID, identity governance, endpoint management, and cloud networking. • Act as a technical advisor for clients, helping shape cloud modernization plans and ensuring best practices in security and automation. • Participate in and help deliver cloud transformation projects-Azure build-outs, virtualized infrastructures, network redesigns, and security enhancements. • Build strong relationships with clients, positioning yourself as a trusted technical resource (no ticket mill culture). • Improve documentation, templates, design patterns, and internal processes as we continue to scale our cloud practice. • Work comfortably in both independent and collaborative environments with a team that supports each other. Who Thrives Here • Someone with 3-5+ years in the MSP world handling diverse environments. • Strong hands-on background with Azure, Microsoft 365, identity, Windows Server, and cloud-driven operations. • Solid understanding of networking fundamentals-DNS, DHCP, routing, VLANs, firewalls, cloud networking concepts. • Familiar with modern MSP tooling (Kaseya, Autotask, NinjaOne, Datto, etc.). • Excellent communicator who feels comfortable advising clients and presenting recommendations. • Self-motivated technologist who enjoys learning, stepping into new areas, and collaborating with a team that moves fast. • Certifications (CompTIA, Microsoft, Azure) are a plus but not required. Why People Stay Here • Career path into Senior Cloud Engineer, Cloud Architect, or Security Engineer roles. • Financially backed MSP with real stability, not a struggling reactive shop. • Proactive engineering culture, predictable workload, and strong quality-of-life environment. • A team that values learning, mentorship, and internal promotions. • Hybrid flexibility after onboarding, monthly bonus structure, and strong benefits. • Leadership that listens, invests in modern tools, and creates opportunities for growth.
    $81k-115k yearly est. 4d ago

Learn more about systems administrator jobs

How much does a systems administrator earn in Downers Grove, IL?

The average systems administrator in Downers Grove, IL earns between $55,000 and $93,000 annually. This compares to the national average systems administrator range of $59,000 to $100,000.

Average systems administrator salary in Downers Grove, IL

$71,000

What are the biggest employers of Systems Administrators in Downers Grove, IL?

The biggest employers of Systems Administrators in Downers Grove, IL are:
  1. Sonoma Consulting
  2. 360 IT Professionals
  3. Bowman Williams
  4. Mindlance
  5. RJW Transport
  6. CACI International
  7. Strategic Employment Partners
  8. Federal Signal
  9. Sterling Engineering, Inc.
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