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Remote Level 2 It Support Jobs in Madison, WI (NOW HIRING)

IT Manager

Middleton, WI ยท Remote

$97K - $119K/yr

Provide day-to-day IT administration and support for onsite and remote users across multiple ... Align IT strategy with business goals in collaboration with leadership * Manage ITSM processes ...

IT Project Manager

Madison, WI ยท On-site +1

$99K - $117K/yr

Hybrid with the potential for a mainly or fully remote arrangement. Candidates located near a ... Support a subsequent phase focused on reducing configurations, customizations, and technical debt.

Senior IT Security Analyst

Madison, WI ยท On-site +1

$90K - $115K/yr

... supports security awareness and responsible AI initiatives. Salary Range $90,000 ~ $115,000 The ... S econdary consideration will be given to remote candidates in Wisconsin, Illinois, Michigan ...

CompTIA A+ Tutor

Madison, WI ยท Remote

$25 - $40/hr

... Core 2 examinations. Ability to explain hardware components, networking protocols, and troubleshooting steps while preparing candidates for CompTIA A+ certification and IT support careers.

AI Technical Lead

Madison, WI ยท On-site +1

$115K - $140K/yr

Remote work requires successful candidates to possess their own high-speed internet and phone to ... The Division of Information Technology (DoIT) is an exciting and dynamic work environment grounded ...

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Remote Level 2 It Support information

See Madison, WI salary details

$14

$28

$45

How much do remote level 2 it support jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote level 2 it support in Madison, WI is $28.26, according to ZipRecruiter salary data. Most workers in this role earn between $22.55 and $31.73 per hour, depending on experience, location, and employer.

What skills and qualifications are needed for remote level 2 IT support?

To excel as a Remote Level 2 IT Support specialist, you need advanced troubleshooting skills, strong knowledge of operating systems and networks, and usually a relevant IT degree or certifications like CompTIA A+ or Microsoft Certified: Windows Support. Familiarity with remote desktop tools, ticketing systems, and diagnostic utilities is essential for resolving complex user issues. Outstanding communication, patience, and problem-solving abilities help build trust and efficiently assist users remotely. These competencies ensure timely resolution of technical problems, minimize downtime, and maintain high levels of user satisfaction in a distributed work environment.

What challenges do remote level 2 IT support professionals face and how can they address them?

Remote Level 2 IT Support professionals often encounter challenges such as troubleshooting complex technical issues without physical access to devices, managing multiple support tickets simultaneously, and communicating clearly with end-users who may have varying levels of technical knowledge. To address these challenges, it's important to leverage remote diagnostic tools, maintain organized ticket management, and develop strong communication skills to guide users through solutions. Regular collaboration with Level 1 and Level 3 support teams also helps ensure escalated issues are resolved efficiently and knowledge is shared across the team.

What is a remote level 2 IT support?

Remote Level 2 IT Support professionals provide technical assistance to users by resolving more complex IT issues that cannot be solved by Level 1 support. They work remotely to troubleshoot software, hardware, and network problems, often using remote access tools and advanced diagnostic methods. These specialists may also escalate unresolved issues to higher-level engineers, maintain documentation, and contribute to system improvements. Strong communication skills and in-depth technical knowledge are essential for this role.

What is the difference between Remote Level 2 It Support vs Remote Help Desk Technician?

AspectRemote Level 2 It SupportRemote Help Desk Technician
CertificationsCompTIA A+, Network+; Microsoft CertifiedCompTIA A+; Basic certifications
Work EnvironmentTechnical support, troubleshooting complex issuesCustomer support, basic troubleshooting
Employer UsageIT departments, managed service providersHelp desk services, IT support companies
Search IntentTechnical problem-solving, advanced supportBasic support, customer service

Remote Level 2 It Support involves handling more complex technical issues, requiring advanced certifications and troubleshooting skills. In contrast, Remote Help Desk Technicians focus on basic customer support and initial troubleshooting. Both roles are essential in IT support but differ in complexity and responsibilities.

What are popular job titles related to Remote Level 2 It Support jobs in Madison, WI? For Remote Level 2 It Support jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Remote Level 2 It Support jobs in Madison, WI look for? The top searched job categories for Remote Level 2 It Support jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Level 2 It Support jobs? Cities near Madison, WI with the most Remote Level 2 It Support job openings:
Infographic showing various Remote Level 2 It Support job openings in Madison, WI as of July 2026, with employment types broken down into 58% Full Time, 14% Part Time, 3% Temporary, 23% Contract, and 2% Nights. Highlights an 100% Remote job distribution, with an average salary of $58,791 per year, or $28.3 per hour.

$97K - $119K/yr

Full-time

Re-posted 2 days ago


Job description

Description

We are seeking a hands-on IT Manager to lead and support the full IT function for a small-mid-size medical device organization. This role is ideal for a technically strong professional who enjoys working across the entire IT stack-from infrastructure and networking to desktop support and cybersecurity-while delivering outstanding customer service.

If you thrive in a role where you can wear many hats, solve problems, and ensure systems run smoothly across the organization, we'd love to hear from you.

What You'll DoInfrastructure & Systems Administration
  • Provide day-to-day IT administration and support for onsite and remote users across multiple locations
  • Manage desktop environments, endpoint configurations, and user support operations
  • Administer Microsoft Active Directory, Group Policy, Privileged Access Management, and Windows Server environments
  • Maintain Windows Server (2019-2025), including Hyper-V virtualization and failover clustering
  • Support Dell server infrastructure including lifecycle management and upgrades
  • Manage network infrastructure including HPE switching and Palo Alto firewalls (GlobalProtect VPN)
  • Perform basic Linux system administration
  • Oversee system performance, patching, monitoring, and optimization
  • Support Microsoft 365 and cloud infrastructure planning
Microsoft 365 & Collaboration
  • Administer Microsoft 365 (Exchange Online, Teams, Teams Phone, licensing, policies, security)
  • Manage Teams Phone systems (call queues, auto attendants, user provisioning)
  • Support collaboration tools and remote workforce technologies
Cybersecurity & Disaster Recovery
  • Support cybersecurity initiatives including endpoint and identity protection
  • Administer tools such as Huntress (EDR/ITDR) and Mimecast (or similar email security platforms)
  • Develop and maintain security policies and best practices
  • Participate in vulnerability management and compliance efforts
  • Support disaster recovery planning, backups, and business continuity
Customer & Application Support
  • Collaborate with Customer Care to support software implementation and deployment
  • Provide remote and onsite support for customer environments and training readiness
  • Assist with Microsoft SQL database configuration, migration, and maintenance
  • Act as an escalation point for technical support issues
  • Create technical documentation and recommend process improvements
Development & Internal Systems
  • Maintain server images for development and testing environments
  • Manage security certificates and system trust relationships
  • Support tools and licensing for development platforms (e.g., Visual Studio)
  • Partner with development teams to support infrastructure needs
Leadership & Operations
  • Align IT strategy with business goals in collaboration with leadership
  • Manage ITSM processes, ticket queues, and prioritization of work
  • Communicate project status, risks, and updates to stakeholders
  • Maintain system documentation and inventory
  • Assist with budgeting, vendor management, and technology planning

Requirements

What You Bring

Required Qualifications
  • 5+ years of progressive experience in IT infrastructure, systems administration, or IT leadership
  • Strong expertise in:ย 
    • Microsoft Active Directory & Group Policy
    • Windows Server and Microsoft 365 environments
    • Hyper-V virtualization and clustered environments
  • Experience with networking, firewalls, VPNs, and remote connectivity
  • Hands-on cybersecurity experience (endpoint protection, identity security, etc.)
  • Experience with Teams Phone or unified communications platforms
  • Working knowledge of Linux administration
  • Working knowledge of SQL administration and database support
  • Strong troubleshooting, communication, and organizational skills
  • Ability to manage multiple priorities in a fast-paced environment
Preferred Qualifications
  • Experience developing cybersecurity policies and standards
  • Backup and disaster recovery experience
  • CRM/ERP system exposure
  • Experience supporting development infrastructure and licensing
  • IT budgeting, forecasting, and vendor management experience
  • Industry certifications (Microsoft, networking, cybersecurity, virtualization)
Why Join Us?
  • Opportunity to own and shape the IT function
  • Hands-on role with impact across the entire organization
  • Collaborative environment with cross-functional exposure
  • Variety of technologies and projects to keep your work engaging

Equal Opportunity Employer:
We are an equal opportunity employer and value diversity at all levels of the organization. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

Work Authorization:
Applicants must be authorized to work in the United States. We are not able to sponsor visas now or in the future.