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Freelance Onsite It Support Technician Jobs in Milwaukee, WI

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Freelance Onsite It Support Technician information

See Milwaukee, WI salary details

$13

$24

$36

How much do freelance onsite it support technician jobs pay per hour?

As of May 27, 2026, the average hourly pay for freelance onsite it support technician in Milwaukee, WI is $24.70, according to ZipRecruiter salary data. Most workers in this role earn between $20.38 and $27.93 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Freelance Onsite IT Support Technician, and why are they important?

To thrive as a Freelance Onsite IT Support Technician, you need strong problem-solving abilities, knowledge of hardware and software troubleshooting, and typically a background in IT or related certifications like CompTIA A+ or Microsoft Certified IT Professional. Familiarity with ticketing systems, remote support tools, and various operating systems is essential. Excellent communication, customer service orientation, and adaptability help you build trust and efficiently resolve client issues. These skills and qualities are crucial for delivering prompt, reliable support and maintaining client satisfaction in diverse technical environments.

What are some common challenges faced by Freelance Onsite IT Support Technicians when working with new clients?

Freelance Onsite IT Support Technicians often encounter challenges such as quickly adapting to unfamiliar IT environments, understanding unique client systems, and managing client expectations within tight timeframes. Building trust with new clients requires strong communication and problem-solving skills, as well as the ability to work independently without immediate backup. Additionally, technicians must stay up-to-date with a variety of hardware and software to troubleshoot diverse technical issues efficiently.

What does a Freelance Onsite IT Support Technician do?

A Freelance Onsite IT Support Technician provides technical assistance directly at a client's location, troubleshooting computer hardware, software, and network issues. They are responsible for installing, maintaining, and repairing IT systems, ensuring minimal downtime and smooth operation. As freelancers, they often work with multiple clients, responding to on-demand service requests. Their tasks can include setting up workstations, resolving connectivity problems, and providing user training or support as needed.

What is the difference between Freelance Onsite IT Support Technician vs IT Support Specialist?

AspectFreelance Onsite IT Support TechnicianIT Support Specialist
CredentialsCertifications like CompTIA A+, Network+ often preferredSimilar certifications, often with additional vendor-specific credentials
Work EnvironmentIndependent, on-demand onsite support for clientsIn-house or remote support within organizations
Employer & Industry UsageFreelance/contract basis, various industriesTypically employed by a company or IT service provider

While both roles require technical certifications and involve troubleshooting hardware and software issues, Freelance Onsite IT Support Technicians work independently providing on-site services to multiple clients, whereas IT Support Specialists are usually employed by a single organization, offering ongoing support either remotely or on-site.

What are the most commonly searched types of Onsite It Support Technician jobs in Milwaukee, WI? The most popular types of Onsite It Support Technician jobs in Milwaukee, WI are:
What are popular job titles related to Freelance Onsite It Support Technician jobs in Milwaukee, WI? For Freelance Onsite It Support Technician jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Freelance Onsite It Support Technician jobs in Milwaukee, WI look for? The top searched job categories for Freelance Onsite It Support Technician jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Freelance Onsite It Support Technician jobs? Cities near Milwaukee, WI with the most Freelance Onsite It Support Technician job openings:
Infographic showing various Freelance Onsite It Support Technician job openings in Milwaukee, WI as of May 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $51,373 per year, or $24.7 per hour.
Information Technology Support Specialist

Information Technology Support Specialist

JP Cullen

Milwaukee, WI

Full-time

Medical, Dental, Life, PTO

Posted 27 days ago


Job description

Our entire infrastructure is on the Cloud. With an aggressive strategy to target 
cutting edge technologies, we’re looking for ways to set ourselves apart. 
The ideal candidate is professional and diplomatic in dealing with internal and external 
customers and maintains a positive work atmosphere. Outstanding customer service, 
interpersonal communication, and problem-solving skills are critical to the success of this 
position.

The IT Support Specialist reports directly to the Manager of IT and supports all employees 
throughout the offices and project sites. The IT Support Specialist will primarily work in the 
Milwaukee office but will also visit jobsites in the Milwaukee area.


  • We work pretty independently but look for ways to sharpen each other’s skills & knowledge 
    with regular team meetings.
  • Respond to jobsite and office requests to resolve IT issues. Get to know people more than 
    what you might in a typical IT role.
  • Visit job sites to provide support, deploy jobsite workstations, printers, and network 
    equipment in coordination with business units and IT team. See us in action at a 
    construction site.
  • Provide application support for the following: M365/Microsoft Suite and related 
    applications, Bluebeam, Adobe, Autodesk products, Procore, MS Project.
  • Provide on-site wired network support and setup of WIFI.
  • Collaborate with the jobsite/office staff and Cullen IT team to suggest, develop, and test IT 
    improvements
  • Setup new PCs and installation of software and repair equipment and related devices
  • Train users to work with new computer hardware or software
  • Properly diagnose the problem and walk users through the recommended problem-solving 
    steps
  • Possess and use critical thinking and reasoning skills in the resolution of issues, problems, 
    and tasks

  • Ideal candidate will have at least an associate degree in MIS, Computer Science or related 
    area or 2 years of PC support or helpdesk experience
  • Both critical thinking and reasoning skills related to the technology field
  • Working knowledge of Windows, M365, Networking/WIFI, User management, iOS/Android
  • Basic project and time management skills and the ability to prioritize work based on 
    business needs
  • Candidates should be passionate about working with people to solve their technology 
    related issues and have excellent time management skills and work well under pressure 
    and/or deadlines.

Our Mission: To identify, hire, train, and retain the best people to serve our customers.

JP Cullen is a Wisconsin-based $850 million plus, founded in 1892, 5th generation family-owned 
construction management firm.


JP Cullen has a commitment to its community, employees, and employees’ families. We offer outstanding benefits — Health, Life, and Dental Insurance, Competitive Salary and Bonus Structure, Profit Sharing, PTO, Holiday Pay, Employee Assistance, and Training.


JP Cullen is an Equal Employment Opportunity/Affirmative Action (EEO/AA) Employer. We promote diversity by proactively recruiting, hiring, and promoting women, minorities, disabled individuals, and veterans. JP Cullen provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form upon hire.