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Senior 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 Caledonia, Bear Paw Adventure Park, The Ember Lodge, Christmas Carnival of Lights, and the Northern Lights ...

Fathom Mfg

Lead Tech Support Specialist

Hartland, WI · On-site

$80K - $100K/yr

Support day-to-day IT operations across endpoints, collaboration tools, printers, mobile devices ... senior, lead, or informal team leadership role. * Experience supporting users in a multi-site ...

ULINE

Senior IT Purchasing Specialist

Kenosha, WI

Senior IT Purchasing Specialist Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI ... Uline's 450+ person in-house tech team builds and supports the custom systems that run our business.

ULINE

Senior IT Purchasing Specialist

Milwaukee, WI

Senior IT Purchasing Specialist Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI ... Uline's 450+ person in-house tech team builds and supports the custom systems that run our business.

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Senior It Support Specialist information

See Milwaukee, WI salary details

$42.4K

$98.4K

$157.1K

How much do senior it support specialist jobs pay per year?

As of May 27, 2026, the average yearly pay for senior it support specialist in Milwaukee, WI is $98,369.00, according to ZipRecruiter salary data. Most workers in this role earn between $73,400.00 and $114,300.00 per year, depending on experience, location, and employer.

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

To thrive as a Senior IT Support Specialist, you need advanced knowledge of IT infrastructure, troubleshooting, and support methodologies, typically backed by a degree in information technology or related field and several years of hands-on experience. Familiarity with systems such as Windows and Mac OS, networking tools, ticketing systems, and certifications like CompTIA A+, Network+, or Microsoft certifications are highly valued. Exceptional problem-solving, communication, and customer service skills help you effectively resolve technical issues and guide users. These abilities are crucial for minimizing downtime, maintaining system reliability, and ensuring a seamless technology experience for end-users.

What are some common challenges a Senior IT Support Specialist faces when managing complex technical issues across multiple departments?

Senior IT Support Specialists often encounter the challenge of balancing urgent, high-priority incidents with routine maintenance tasks, especially when supporting multiple departments with different technology needs. Effective communication and prioritization are key, as specialists must quickly diagnose issues, coordinate with various teams, and implement solutions with minimal disruption. Additionally, staying updated with evolving technologies and ensuring consistent documentation can be demanding, but these practices are crucial for maintaining efficiency and preventing recurring problems.

What are Senior IT Support Specialists?

Senior IT Support Specialists are experienced professionals responsible for providing advanced technical support and troubleshooting for computer systems, networks, and software within an organization. They resolve complex IT issues, mentor junior staff, and often play a key role in maintaining system security and reliability. Their duties may also include managing IT projects, implementing new technologies, and ensuring IT policies and best practices are followed. Senior IT Support Specialists typically have several years of experience in IT support and strong problem-solving skills.

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

AspectSenior IT Support SpecialistIT Support Technician
CertificationsCompTIA A+, Network+, Microsoft CertifiedCompTIA A+ or equivalent
Work EnvironmentCorporate, enterprise, or managed servicesHelp desks, retail, small business
ResponsibilitiesAdvanced troubleshooting, system upgrades, mentorshipBasic troubleshooting, hardware/software support

The Senior IT Support Specialist typically handles more complex issues, provides mentorship, and works in larger organizational environments. In contrast, the IT Support Technician focuses on routine support tasks in smaller settings. Both roles require similar certifications but differ in scope and responsibility.

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 Senior It Support Specialist jobs in Milwaukee, WI? For Senior It Support Specialist jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Senior It Support Specialist jobs in Milwaukee, WI look for? The top searched job categories for Senior It Support Specialist jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Senior It Support Specialist jobs? Cities near Milwaukee, WI with the most Senior It Support Specialist job openings:
Senior It Support Specialist jobs near you
Infographic showing various Senior It Support Specialist job openings in Milwaukee, WI as of May 2026, with employment types broken down into 3% As Needed, 66% Full Time, 21% Part Time, and 10% Contract. Highlights an 59% Physical, 7% Hybrid, and 34% Remote job distribution, with an average salary of $98,369 per year, or $47.3 per hour.

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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