Demo

Helpdesk Analyst

Trilogy
Skokie, IL Full Time
POSTED ON 3/28/2026
AVAILABLE BEFORE 4/25/2026
$24.38 - 28.04 /Hr.

Schedule: Monday - Friday; 8:00 am - 4:30 pm

Location: Rogers Park (Chicago 60626) and Skokie, IL (60077)

The Help Desk Analyst will provide the first level of customer service problem diagnosis and phone/email support to employees throughout the organization. He/she/they will mentor and coach employees on escalation and troubleshooting procedures; and cross train with the remaining IT team. The Help Desk Analyst may work evening hours, weekends, or holidays as required for projects, coverage, and system upgrades/maintenance. The Help Desk Analyst will have opportunities to develop systems administration skills in Microsoft systems as well as Qualifacts Carelogic EHR.

Responsibilities

  • Interpret, analyze, diagnose, document, and resolve first and second level customer service issues related to supported hardware, application/operating systems software, and LANs/WANs
  • Perform local and remote phone and electronic support and incident response to users
  • Troubleshoot desktop applications and configurations; i.e. Windows, Microsoft Office, VPN connectivity, etc. Investigate recurring issues and provide solutions to address root problem.
  • Research support/technical issues through problem tracking system, websites, software manuals, etc. Implement solutions or escalate problems to appropriate parties. Monitor progress until issue is resolved.
  • Work closely with team on server, network management, and deployments. Update team on new support issues.
  • Provide training on software applications and new initiatives to users. Develop, write, and maintain end-user documentation.
  • Interact and collaborate with third-party vendors to manage the resolution of complex client issues.
  • Document calls/resolutions; and identify strategies to improve the call handling and resolution process.
  • Maintain network and PC preventive maintenance to ensure data integrity.
  • Contribute to special projects that will facilitate the growth of the department.
  • Perform other related duties and/or projects as assigned

Qualifications

  • Minimum of 2 years IT troubleshooting/technical experience. Work experience is preferred, a combination of trainings/school and certifications can help supplement work experience.
  • Excellent oral, written, and interpersonal communication skills with a focus on customer service.
  • Solid understanding of Information Technology equipment; i.e. laptops, printers, wireless technology, network equipment, servers, and phone systems.
  • Experience with Azure/Office 365, Intune, MS Teams phone systems, Qualifacts Carelogic.
  • Strong problem-solving and project management skills. Ability to take initiative.
  • Works well under pressure and demonstrates flexibility and sensitivity to changing priorities.
  • Reliable personal vehicle, valid driver’s license, and insurance required to travel between multiple Trilogy locations.

Benefits

  • FREE Virtual Primary Care, Urgent Care, and Mental Health Counseling for ALL Employees
  • PAID Maternity/Paternity leave
  • Medical Insurance (BCBS of IL)
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Long-Term & Short-Term Disability
  • Pet Insurance
  • FSA (Health, Dependent Care, Transit)
  • Telemedicine
  • EAP
  • 403(b) Retirement Plan with Employer Match

Salary : $24 - $28

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