Apprentice Computer Support Specialist Jobs in Wheaton, IL

We are seeking a Help Desk / Desktop Support Specialist to provide reliable, responsive technical support to end users in a primarily remote support environment, with occasional onsite desktop support (BEDFORD PARK, IL) as needed.

The ideal candidate is a customer-focused IT professional who enjoys troubleshooting technical issues, assisting users, and keeping employees productive. This role will handle day-to-day Tier 1/Tier 2 help desk support, including password resets, Microsoft 365 support, workstation troubleshooting, software issues, user account administration, and hardware support.

The position is primarily remote, but the candidate must be available to report onsite periodically for hands-on technical support, workstation setup, hardware troubleshooting, new-hire onboarding, and other IT needs.

Key Responsibilities

• Provide remote Help Desk / Service Desk support to employees and end users.
• Troubleshoot and resolve common hardware, software, network, and application issues.
• Provide Microsoft 365 / Office 365 support, including Outlook, Teams, Word, Excel, OneDrive, SharePoint, and related applications.
• Perform password resets, account unlocks, user account administration, and access troubleshooting.
• Assist users with Microsoft Entra ID/Azure AD and Active Directory-related issues.
• Troubleshoot Windows desktops, laptops, printers, monitors, docking stations, and other peripherals.
• Assist with employee onboarding and offboarding, including computer setup, software installation, account provisioning, and equipment deployment.
• Install, configure, update, and troubleshoot desktop applications.
• Troubleshoot email, Outlook profiles, Microsoft Teams, VPN, Wi-Fi, and connectivity issues.
• Provide remote assistance using help desk/ticketing and remote support tools.
• Document troubleshooting steps, resolutions, and user interactions in the ticketing system.
• Escalate complex technical issues to senior IT staff, infrastructure teams, or third-party vendors when appropriate.
• Maintain a high level of customer service and communicate technical information clearly to non-technical users.
• Provide onsite desktop support when hands-on assistance is required.
• Assist with workstation moves, hardware replacements, equipment installations, and other onsite IT projects.
• Follow IT security, access-control, data protection, and company policies.

Required Skills & Qualifications

• 2+ years of experience in Help Desk, Service Desk, Desktop Support, IT Support, or Technical Support.
• Strong troubleshooting and problem-solving skills.
• Experience supporting Microsoft 365 / Office 365 environments.
• Strong knowledge of Windows 10/11 desktop operating systems.
• Experience with Active Directory and/or Microsoft Entra ID/Azure AD.
• Experience with password resets, account administration, and user access issues.
• Familiarity with Microsoft Outlook, Teams, OneDrive, SharePoint, Word, and Excel.
• Experience troubleshooting laptops, desktops, monitors, printers, docking stations, and peripherals.
• Familiarity with VPN, Wi-Fi, TCP/IP, DNS, DHCP, and basic networking concepts.
• Experience working with a ticketing/help desk system.
• Strong written and verbal communication skills.
• Excellent customer service skills and a professional, patient approach to working with end users.
• Ability to work independently in a primarily remote environment.
• Ability and willingness to provide occasional onsite desktop support when required.

Preferred Qualifications

• CompTIA A+, Network+, or Microsoft certification.
• Experience with Microsoft Intune / Endpoint Manager.
• Experience with Microsoft Entra ID and Microsoft 365 administration.
• Experience with remote desktop and remote support tools.
• Experience supporting hybrid or distributed workforces.
• Experience with endpoint security, antivirus/EDR, and device management.
• Experience with hardware deployment and new-hire IT onboarding.

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