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Seasonal It Support Specialist Jobs in Milwaukee, WI

Bear Country Inc

IT Support Specialist

Caledonia, WI · On-site

IT Support Specialist Bear Country, Inc.(BCI) which includes Jellystone Park and Resort in ... This is a full-time/year-round position, but our business is largely seasonal with more hours ...

Fathom Mfg

Lead Tech Support Specialist

Hartland, WI · On-site

$80K - $100K/yr

The Lead Technical Support Specialist is responsible for providing advanced technical support ... Support day-to-day IT operations across endpoints, collaboration tools, printers, mobile devices ...

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Seasonal It Support Specialist information

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$44

How much do seasonal it support specialist jobs pay per hour?

As of May 27, 2026, the average hourly pay for seasonal it support specialist in Milwaukee, WI is $24.35, according to ZipRecruiter salary data. Most workers in this role earn between $17.74 and $27.93 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Seasonal IT Support Specialist, and why are they important?

To thrive as a Seasonal IT Support Specialist, you need strong troubleshooting skills, knowledge of operating systems, and experience with hardware and software support, often backed by an IT-related degree or relevant certifications such as CompTIA A+. Familiarity with ticketing systems, remote support tools, and common enterprise applications (like Microsoft 365) is typically required. Excellent communication, patience, and adaptability help you effectively assist users and manage fluctuating workloads. These skills ensure rapid, reliable technical support during peak periods, minimizing downtime and enhancing overall productivity.

What are some common challenges faced by Seasonal IT Support Specialists, and how can they prepare for a fast-paced onboarding process?

Seasonal IT Support Specialists often join teams during peak periods, such as holidays or large events, when technical demands are high. One of the main challenges is adapting quickly to the company's specific systems, tools, and support protocols with minimal ramp-up time. To succeed, it's helpful to review standard troubleshooting procedures, familiarize yourself with the organization's key software and hardware, and proactively communicate with permanent staff for guidance. Being adaptable, resourceful, and maintaining clear documentation of issues can also help you deliver effective support in a dynamic environment.

What does a Seasonal IT Support Specialist do?

A Seasonal IT Support Specialist provides technical assistance and support to an organization during peak periods, such as holidays or special projects. Their responsibilities typically include troubleshooting hardware and software issues, setting up equipment, and assisting users with technical problems. They may also help with system updates, network connectivity, and maintaining IT inventory. The role is temporary and designed to help manage increased workloads or cover for regular staff on leave. Good communication skills and technical knowledge are essential for success in this position.

What is the difference between Seasonal It Support Specialist vs IT Support Technician?

AspectSeasonal It Support SpecialistIT Support Technician
CertificationsCompTIA A+, Network+ (often preferred)CompTIA A+, Network+ (commonly required)
Work EnvironmentTemporary, seasonal projects, retail, or holiday supportPermanent or long-term support roles in various industries
Employer UsageRetail stores, seasonal businesses, tech companies during peak timesCorporate IT departments, managed service providers, tech firms
Search & Comparison IntentUnderstanding temporary vs permanent roles, seasonal supportCareer progression, job stability, technical responsibilities

In summary, a Seasonal It Support Specialist typically works on short-term, seasonal projects with a focus on retail or holiday support, often requiring certifications like CompTIA A+. An IT Support Technician usually holds a permanent position, providing ongoing technical support within organizations. Both roles share similar certifications but differ mainly in duration and work environment.

What are the most commonly searched types of It Support Specialist jobs in Milwaukee, WI? The most popular types of It Support Specialist jobs in Milwaukee, WI are:
What are popular job titles related to Seasonal It Support Specialist jobs in Milwaukee, WI? For Seasonal It Support Specialist jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Seasonal It Support Specialist jobs in Milwaukee, WI look for? The top searched job categories for Seasonal It Support Specialist jobs in Milwaukee, WI are:
Seasonal It Support Specialist jobs near you

IT Support Specialist

Bear Country Inc

Caledonia, WI • On-site

Full-time

Posted 5 days ago

Job description

IT Support Specialist

Bear Country, Inc.(BCI) which includes Jellystone Park and Resort in Caledonia, Bear Paw Adventure Park, The Ember Lodge, Christmas Carnival of Lights, and the Northern Lights Drone Show are looking for an IT Support Specialist position that will allow you to make a direct impact on the resort, its employees, and its guests. We are a rapidly growing business and our IT department is creating and driving the ideas that are helping us grow.

The IT Support Specialist is responsible for providing IT support, and help in promptly resolving day-to-day desktop, server and phone system issues. This position will be assisting in the maintenance of the point of sale (POS) system: Rolker and its administration. Other duties will include helping with technology needs for our exclusive drone show, fall festival, and drive-through Christmas light show including new ideas for providing world class entertainment.

This is a full-time/year-round position, but our business is largely seasonal with more hours during the busy season (April through December) than off-peak season. Weekend work on a rotational basis may be necessary. Contact Tom in Human Resources with questions: tom@jellystone-caledonia.com

Duties:

  • Support and train for Roller (POS) hardware and software suite
  • Supports Information Technology department with tech support and entertainment support
  • Offers technical support to users by responding to questions and concerns
  • Troubleshoots common issues and directs clients towards appropriate department if further assistance is needed
  • Maintains LAN performance and workstations by updating, monitoring and troubleshooting network or technical issues
  • Identifies problems and guides users through corrective steps
  • Writes and maintains documentation in order to identify problems and find solutions.
  • Periodically updates knowledge base by maintaining personal networks and participating in educational opportunities

Skills:

  • Superior problem-solving capabilities
  • Excellent customer service skills
  • Computer proficiency
  • Broad LAN knowledge
  • Previous help desk experience
  • Ability to communicate in a professional manner
  • Above-average phone skills
  • Experience navigating or supporting UNIX/Linux environments
  • In-depth understanding of a wide variety of operating systems
  • High focus on quality and customer satisfaction

Qualifications:

  • Associate degree or equivalent coursework in computer science, engineering or information science preferred but not required
  • Experience with PC and MAC computers
  • 1 to 2 years MSP experience
  • Customer service skills, particularly when handling users/clients
  • Good oral and written communication skills
  • Ability to understand clients’ problems and ask appropriate questions for clarification
  • Excellent documentation ability to maintain accurate records

Education:

  • Schooling in IT or equivalent combination of education and experience preferred.

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