IT Systems Technician II — POS & Windows Support

Farmer Joes Market, LLC; Cape Coral (FL); On-site; USD 48,000 - 65,000; Full time

Job summary

Farmer Joe’s seeks a Level 2 IT Support - Systems Technician to bridge frontline helpdesk and IT leadership. You will own escalated issues, support daily IT operations, and manage assigned systems and projects.

This hands‑on role requires troubleshooting skills, clear communication, and a willingness to learn. Expect exposure to Windows administration, networking, virtualization, and POS equipment within a retail environment.

Qualifications

• Troubleshooting technical issues on frontline helpdesk.
• Strong communication with users and IT leadership.
• Ability to own IT projects from start to finish.
• Prioritize tasks to meet deadlines and SLAs.

Responsibilities

• Serve as the primary escalation point for the helpdesk, owning issues from initial investigation through resolution, documentation, and follow‑up.
• Troubleshoot recurring problems, identify root causes, and implement approved solutions that reduce repeat tickets.
• Help prioritize tickets based on business impact and urgency, meet service‑level targets, and keep users and IT leadership informed.
• Escalate issues requiring leadership decisions or specialist support with a clear summary of the problem, business impact, troubleshooting completed and recommended next steps.
• Assist with Level 1 support when needed to maintain service during busy periods or staffing gaps.
• Install, configure, maintain, and replace computers, printers, scanners, scales, POS equipment, and other technology used throughout the business.
• Support POS operations, including item maintenance, configuration changes, and coordination with vendors.
• Administer user accounts, access permissions, and employee onboarding and offboarding following established approval and security procedures.
• Support Microsoft services, endpoint management, networking, and virtualized infrastructure.
• Perform approved updates, maintenance, and system checks, documenting changes and following established change procedures.
• Own assigned IT projects and improvements, communicating progress, risks, and blockers.

Skills

Troubleshooting

Communication

Problem solving

Project ownership

Tools

Windows Server

Networking

Virtualization

POS Systems

Job description

Farmer Joe’s seeks a Level 2 IT Support - Systems Technician to bridge frontline helpdesk and IT leadership. You will own escalated issues, support daily IT operations, and manage assigned systems and projects.

This hands‑on role requires troubleshooting skills, clear communication, and a willingness to learn. Expect exposure to Windows administration, networking, virtualization, and POS equipment within a retail environment.