IT Support Specialist

The GO Riteway Transportation Group IT team is expanding to support continued business growth, and the IT Support Specialist plays a central role in protecting uptime across day-to-day technology operations. This on-site position in Oak Creek, WI is focused on resolving daily technical issues, administering key software platforms, and partnering with both Operations and customers to keep systems running smoothly.

You will minimize downtime by troubleshooting hardware and software, monitoring IT ticketing activity, and addressing cybersecurity concerns. The role also requires practical ownership of device and hardware inventory, coordination of workstation changes, and support for integrations at operational terminals across Wisconsin.

What you’ll do

• Assist in monitoring and managing activity within IT ticketing systems
• Monitor for cybersecurity concerns and respond as needed
• Manage and troubleshoot phone and internet systems across all terminals
• Diagnose, resolve, and support computer hardware issues
• Partner with the MSP for advanced troubleshooting when required
• Manage account creation for new employees
• Help coordinate Window System upgrades
• Act as an administrator on major operational software platforms
• Serve as a resource for Operations on hardware and software issues
• Provide training when requested on operational software
• Support customer (school districts) technology integrations
• Communicate with Operations about technology-related events

What you bring

• Proven experience as an IT Specialist, Technician, Helpdesk, or in a relevant role
• Strong knowledge of computer networking
• Office 365 administration experience and PC application administration knowledge
• Familiarity with SonicWall, Ubiquity, and SQL environments
• Ability to work independently on projects at times while also collaborating with IT personnel
• Strong communication skills, including the ability to create written guides for staff
• Experience training and teaching software systems to staff with no technical background
• Excellent problem-solving skills, including investigating issues that do not have clear step-by-step solutions
• Willingness to travel to operational terminals within Wisconsin (no overnights required)

Technology exposure

• Office 365
• SonicWall
• Ubiquity
• SQL
• Window System

Role details

• Location: 6970 S 6th St, Oak Creek, WI 53154 (onsite)
• Reports to: VP of Fleet, Technology, & Systems
• Employment: Full-Time; Hourly