Tier 2 Technical Support Specialist

Winners Computers is seeking a Tier II IT Technician to deliver technical support for client environments in a managed services setting. The role combines remote troubleshooting with onsite assistance in Minster, OH, with a focus on workstation support and strong networking and server capabilities.

Key Responsibilities

• Diagnose and resolve escalated hardware, software, and network incidents using both remote and onsite approaches.
• Provide remote support using support tools and RMM platforms.
• Support and maintain Windows Server environments, including Active Directory, Group Policy, and file and permission structures.
• Configure and troubleshoot network security and connectivity components, including firewalls, switches, wireless networks, and VPNs.
• Deploy, image, and configure workstations, laptops, and related hardware.
• Assist with server builds, migrations, and infrastructure projects.
• Document troubleshooting steps and outcomes clearly while following internal processes.
• Support client onboarding activities, including network assessments and maintaining environment documentation.
• Mentor and provide technical support to Tier I technicians as escalations require.
• Assist with staging, prepping, and organizing equipment for project rollouts.

Required Qualifications

• Minimum 2+ years of IT support experience; MSP experience is preferred.
• Strong networking fundamentals knowledge, including VLANs, routing, firewalls, DHCP, and DNS.
• Working knowledge of Windows Server, Azure AD/Entra, and Microsoft 365 administration.
• Strong troubleshooting skills with an emphasis on identifying root cause.
• Professional communication skills with clients.
• CompTIA A+ and Network+ are required.
• Valid driver’s license and ability to travel locally to client sites.

Preferred Certifications

• Additional certifications are strongly preferred, such as Server+, Microsoft 365, Azure, or an equivalent credential.

Technical Tools and Platforms

• Windows Server
• Active Directory
• Group Policy
• Azure AD/Entra
• Microsoft 365
• RMM

Work Location and Pay

Location: Minster, OH (onsite / in person)

Pay: USD 19.00 - 26.00 per hour