IT Support Specialist

Fleetworthy

Madison, WIFresher1h agovia LinkedIn

About the Role

Fleetworthy is hiring an enthusiastic and customer-focused IT Support Specialist to join our Help Desk team. This is an entry-level role for individuals beginning their IT career, eager to learn and grow in a fast-paced technology environment. You will be on the front lines supporting team members, solving technical problems, building relationships, and delivering excellent service.

Key Responsibilities

  • End-User Support & Customer Service
  • Serve as the first point of contact for employees experiencing technical difficulties via phone, email, chat, or in person.
  • Provide friendly, patient, and professional customer service to end-users.
  • Log, track, and resolve incoming help desk tickets in a timely and thorough manner.
  • Troubleshooting & Issue Resolution
  • Diagnose and resolve basic hardware, software, and connectivity issues for end-users across multiple locations.
  • Escalate complex or unresolved issues to senior IT staff with detailed documentation.
  • Follow established procedures and knowledge base articles to resolve common support requests.
  • Equipment & Setup
  • Assist in the setup, configuration, and deployment of laptops, desktops, peripherals, and mobile devices for new employees.
  • Support basic account provisioning and access requests under the guidance of senior IT staff.
  • Documentation & Knowledge
  • Document common issues, resolutions, and how-to guides to help build out Help Desk knowledge base resources.
  • Follow and help maintain IT procedures and standard operating documentation.
  • Other
  • Assist the IT team with day-to-day operational tasks and project support as needed.
  • Execute other duties typical of an entry-level IT support role as assigned.

Requirements & Tech Stack

  • Basic understanding of Windows and/or Apple operating systems.
  • Strong interpersonal and communication skills — able to explain technical concepts clearly to non-technical users.
  • Eagerness to learn, troubleshoot, and adapt to new technologies.
  • Ability to stay calm and professional under pressure.
  • Familiarity with Microsoft Active Directory, EntraID Azure, M365 Suite (Preferred)
  • Experience with a ticketing system such as Jira Service Management, ServiceNow, or similar (Preferred)
  • CompTIA A+ certification or currently pursuing (Preferred)

Qualifications

  • 0–1 year of IT support, help desk, or customer service experience (internships, co-ops, and volunteer experience welcome).
  • Associate's degree, certificate program in IT/Computer Science, or demonstrated equivalent experience or self-study.
  • Interest in pursuing a long-term career in IT, cybersecurity, or infrastructure. (Preferred)

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