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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Information Technology Systems Specialist (tentative) - **Company:** Woodland School District 50 - **Location:** Hainesville, IL, United States - **Experience:** Experienced - **Salary:** $70,000.0 - $90,000.0 - **Contract:** Permanent contract - **Skills:** Microsoft Windows, Active Directory, User Authentication, Backup Devices, Microsoft Online Services, VoIP, Software as a Service, Cloud Computing, Information Systems, Database Applications, Dynamic Host Configuration Protocol, Linux, Disaster Recovery, Domain Name System (DNS), Google Tools, Hyper-V, Identity and Access Management, Python (Programming Language), Linux Servers, Microsoft Office, Windows PowerShell, Azure Active Directory, Cloud Services, User Provisioning Software, Virtualization Technology, Software Troubleshooting, Peripherals, Computer Equipment, HR Software, Information Technology, Casper Suite, Data Management, Gsuite, Vmware - **Published:** October 27, 2026 - **Apply:** https://www.careerbuilder.com/job-details/information-technology-systems-specialist-tentative-round-lake-il--6fa02b20-2940-47ce-bb19-53d012aac291 ## About the Role Information Technology & Information Systems, Printers, CompTIA A+, Software as a Service (SaaS), Licensing, Staff Training, Authentication, Peripheral Hardware, VoIP (Voice over IP), Automation, access management systems, endpoint management platforms, and core operational applications. This role ensures the availability, security, and reliability of district technology systems that support instruction, business operations, and data management. The Systems Administrator works closely with Technology leadership, building technicians, instructional technology teams, and external vendors to maintain stable, secure, and scalable systems across the district.QUALIFICATIONS:1. License:A. Required - CompTIA A+ Certification, however, if does not have the certification, will have six months from start of employment to receive it.B. Preferred - CompTIA A+ Certification. Current Apple Hardware and Software Technical Support Certifications.2. Education:A. Required - Bachelor's Degree in Information Technology, Computer Science, Systems Administration or equivalent degree.B. Preferred3. Experience:A. Required - Two (2) to three (3) years' experience working in a school environment requiring server experienceB. Preferred - Two (2) to three (3) years' experience working in a public-school environment requiring server experienceESSENTIAL PERFORMANCE RESPONSIBILITIES:Systems & Infrastructure Support:-Administers and supports Windows and/or Linux servers, both on-premises and cloud-based.-Assists with Active Directory, Azure AD / Entra ID, group policies, and identity lifecycle management.-Deploys & supports virtualization platforms (e.g., VMware, Hyper-V) and storage systems.-Performs routine system maintenance, patching, upgrades, and performance monitoring.Device Support:---Leads the deployment of staff devices.Cloud & Application Support:---Supports Microsoft 365 services.---Assists with SIS/SaaS platforms used for instruction, operations, and administration.---Collaboratively troubleshoots authentication, access, and services availability issues.Manages district servers both physical and virtual (Windows, Linux, and virtualized environments), including installation, configuration, patching, and performance monitoring.Maintains Active Directory, Group Policy Objects (GPOs), DNS, DHCP, and directory integrations. Oversees virtualization platforms (VMware, Hyper-V, or equivalent).Monitors system logs, storage capacity, backups, and resource utilization.Manages and supports VOIP/Cloud calling.Leads technical implementation of new district technology systems and services.Coordinates project timelines, testing, deployment, and stakeholder communication.Manages system migrations, upgrades, and platform transitions.Coordinates with vendors regarding support cases, upgrades, licensing, and implementation projects.Evaluates vendor solutions and provides recommendations for district technology needs.Cloud & Identity Management:-Administers cloud services including Google Workspace, Azure AD, Microsoft 365, and identity synchronization tools.-Manages user lifecycle processes: automated provisioning, deprovisioning, role-based access, and permissions.-Maintains secure configurations and integrations between SIS, HR systems, identity providers, and district applications.-Cross-trains with key technology and data personnel to ensure operational continuity.-Serves as backup support for critical district systems and applications.Application & Systems Support-Works with SIS platforms, automation tools (PowerShell/Python), and endpoint management systems (Jamf, etc.).-Administers core district device management systems such as:---Content filters, MDM platforms, print management, and database applications-Serves as Tier 2 escalation point for advanced system issues.-Works with departments to evaluate, test, and deploy new software and systems.Backup, Disaster Recovery & Continuity-Manages backup solutions, verifies backup integrity, and maintains recovery procedures.-Ensures business continuity through redundancy, failover planning, and periodic recovery testing.-Ensures compliance with SOPPA, FERPA, CIPA, cybersecurity standards, and district technology policies.-Reviews system configurations and integrations for data privacy and security compliance.Documentation & Asset Management-Maintains documentation for server configurations, systems diagrams, automation scripts, and operational procedures.-Supports inventory management and compliance with technology policies and state/federal data privacy requirements.Staff Training-Develops technical documentation, training materials, and user guides.-Provides training for district staff on system administration tools and processes.-Supports successful user adoption of new technologies and system enhancements.-Participates in technology planning and continuous improvement initiatives aligned with district strategic goals.OTHER PERFORMANCE RESPONSIBILITIES:1. Interacts with users of varying ages and experience levels, including, but not limited to, administrators, faculty, staff, and students.2. Assists in other areas as needed.3. Completes other duties as needed.KNOWLEDGE, SKILLS AND ABILITIES:Technical: Must have working knowledge in IT Help Desk with technical experience in desktop/laptop environment. General knowledge of computer equipment & peripherals required. Xerox printer support necessary. Customer Service oriented, excellent communication skills. Will be interacting with students. Must exhibit patience and professionalism. Proven troubleshooting and problem-solving skills. Experience with G-suite applications. Must be able to use the district email system, Google platforms, Microsoft Office, and the district's attendance system. Strong troubleshooting and analytical abilities. Must have a high attention to detail, security awareness, and a commitment to reliable technology services.Interpersonal: Must have excellent interpersonal skills, be confident and reliable. Excellent technical competencies in a variety of area including documentation skills, writing and editing, organization, problem-solving, multi-tasking, managing multiple priorities in a dynamic environment, statistical record keeping, prioritizing and the like. Ability to develop and maintain positive relationships with staff, parents, students, businesses and community. Must have strong organization, communication and interpersonal skills; and a strong sense of teamwork. Must be able to cope with deadline pressures; make difficult decisions that impact the organization in a positive sense; work harmoniously with the community, students, parents, staff, and administration, etc.; communicate effectively with students, parents and staff; exhibit sound judgment in dealing with people; and follow directives given by Administration. Must also be a creative problem solver; and empathetic, humanistic and open-minded.DISTRICT CORE COMPENTENCIES:1. Supports the establishment of mutual respect and equal human dignity across the entire school community.2. Welcomes and promotes inclusion, equity, and diversity.3. Demonstrates an unwavering commitment to the success of all students.4. Understands that one's identity may be different from students, parents, and staff. Appreciates those differences for the success of all students.5. Works collaboratively and respectfully with students, parents, staff and community members across diverse identities and backgrounds.6. Anticipates, identifies, and adapts to change in support of continuous improvement.7. Communicates in an approachable, respectful and professional manner.8. Participates in professional development and training to enhance effectiveness.9. Takes initiative, manages multiple priorities, and organizes work efficiently.10. Effectively organizes work to be as productive as possible.PHYSICAL DEMANDS:Manual Dexterity: Work requires definite skilled and accurate physical operations requiring some closely coordination performance.Physical Effort: Work requires handling average weight materials or equipment, but not for sustained periods.Working