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# Help Desk Support Specialist

- **Company:** CAREERSCAPE LLC
- **Location:** Chicago, IL, United States (Remote available)
- **Salary:** $60,000.0 - $70,000.0
- **Contract:** Permanent contract
- **Skills:** Access Network, Active Directory, Apple Mac Systems, Desktop Computing, Issue Tracking Systems, Virtual Private Networks (VPN), Network Troubleshooting, Microsoft Office, Guidewire PolicyCenter, User Accounts
- **Published:** October 27, 2026
- **Apply:** https://www.careerbuilder.com/job-details/help-desk-support-specialist-chicago-il--9dffb9bd-0d7e-4b88-8fe9-7b746cfc9c9e

## About the Role

Help Desk, Help Desk, Nonprofit, Identify Issues, Technical Support, Problem Solving Skills, Communication Skills, Desktop PC, Laptop PC, Mobile Devices, * 1 or more years of experience in a help desk or technical support role

 * Strong working knowledge of Windows and macOS operating systems
 * Familiarity with Active Directory, Office 365, and common ticketing systems
 * Experience troubleshooting hardware, software, and basic network connectivity issues
 * Excellent written and verbal communication skills with non-technical users
 * Ability to manage multiple tickets and priorities in a fast-paced environment
 * Comfortable working independently in a fully remote setting
 * Associate degree or IT certification such as CompTIA A+ preferred
 * Must be authorized to work in the United States

## Description

Careerscape is recruiting on behalf of our client, a mission-driven nonprofit organization based in Chicago, for a remote Help Desk Support Specialist to join their team. This is a great opportunity to bring your technical troubleshooting skills to an organization that measures success in community impact rather than just the bottom line, providing frontline IT support to staff across the country.

Day to day, you will field a steady stream of tickets and calls covering hardware, software, network access, and account issues, always with a calm and service-first attitude. People who thrive in this role enjoy problem solving, communicate clearly with non-technical staff, and take pride in being the dependable first point of contact when something is not working right., * Respond to help desk tickets, phone calls, and emails regarding hardware, software, and network issues

 * Diagnose and resolve technical problems for remote and in-office staff
 * Set up and configure laptops, desktops, mobile devices, and peripherals for new hires
 * Manage user accounts, permissions, and password resets in Active Directory
 * Document troubleshooting steps and resolutions in the ticketing system
 * Escalate complex issues to Tier 2 or Tier 3 support as needed
 * Support video conferencing, VPN, and remote access tools used by staff
 * Maintain inventory of IT equipment and coordinate shipping for remote employees
 * Assist with onboarding and offboarding of employee technology
 * Contribute to internal documentation and knowledge base articles