Heartland Business Systems Jobs Hiring Now
Heartland Business Systems is hiring for 55 open roles on Migrate Mate as of July 16, 2026, concentrated in customer support and product management. Migrate Mate updates Heartland Business Systems's live openings daily. Heartland Business Systems is a technology services and solutions provider specializing in IT infrastructure, managed services, Microsoft platforms, and low-voltage systems integration for business clients.
Find Heartland Business Systems JobsOverview
Heartland Business Systems hiring data on Migrate Mate, as of July 16, 2026.
- Open jobs
- 55
- Top team
- Customer Support
- Seniority
- Across all levels
- Work type
- 58% remote or hybrid
- Top location
- Little Chute
Open Roles at Heartland Business Systems
Showing 25 of 55+ Heartland Business Systems jobs



















































Position Summary:
This position provides a wide range of IT services from desktop & application support to basic administrative duties for servers, networking, and firewall equipment. This position is part of our managed services team and provides critical IT support for multiple Heartland customers. The ideal candidate will bring a good blend of technical and customer services skills to this fast-paced environment.
Roles and Responsibilities/ Essential Functions:
- Respond to auto generated ticket alerts both critical and non-critical.
- Monitor and work tickets in ticket system for client submitted requests.
- Acknowledge and respond to tickets based on Managed Services SLA.
- Be part of a phone call queue for client call in requests.
- Review monthly client reports and provide resolutions solutions based on generated reports.
- Escalate tickets to internal departments and clients IT departments.
- Perform proactive maintenance duties such as switch/firewall/routers upgrades, server patches, workstation patches, firewall rules, etc.
- Remote application and hardware support for switches, routers, firewalls, servers, and storage.
- Monitor and analyze customer networks, systems, backups, and security appliances.
- Work with customer’s primary field engineer to perform work on an as needed basis.
- From time to time, project manage internal department initiatives.
- Contribute and enhance internal department process/system documentation
- Follow policies and procedures on a department and per client basis.
- Conduct training of customers or colleagues in both formal and informal environments.
- Maintain documentation of customer technical information as it relates to procedures, servers, applications, infrastructure, and remote support instructions.
- Be part of an on call after hours/weekend on call rotation every 8-10 weeks(additional compensation).
- Minimum of 75% utilization per fiscal year prorated based on start date. These requirements will be balanced against professional development and on the job training. Utilization metrics will be re-evaluated on an annual basis.
- Perform other duties, as assigned
Competencies:
- Active Listening – Ability to actively attend to, convey, and understand the comments and questions of others.
- Adaptability – Ability to adapt to change in the workplace.
- Assertiveness – Ability to act in a self-confident manner to facilitate completion of a work assignment or to defend a position or idea.
- Conflict Resolution – Ability to deal with others in an antagonistic situation.
- Decision Making – Ability to make critical decisions while following company procedures.
- Delegating Responsibility – Ability to allocate authority and/or task responsibility to appropriate people.
- Honesty / Integrity – Ability to be truthful and be credible in the workplace.
- Innovative – ability to look beyond the standard solutions
- Problem Solving – Ability to find a solution for or to deal proactively with work-related problems.
- Relationship Building – Ability to effectively build relationships with customers and co-workers.
- Resource Management – Ability to obtain and appropriate the proper usage of equipment, facilities, materials, as well as personnel.
- Strategic Planning – ability to develop a vision for the future and create a culture in which the long-range goals can be achieved.
- Time Management – Ability to utilize the available time to organize and complete work within given deadlines.
Required Experience:
- 3+ years’ experience working in an IT service role, systems administration, and network administration.
Preferred Experience:
- 5 years’ experience troubleshooting Microsoft Windows endpoints in domain and workgroup environment.
- 4+ years’ experience working in a customer facing IT service role
- Advanced knowledge of the following: Network printing, Antivirus software packages, core server administration within Microsoft Windows Server, Mac OS, Mobile operating systems (apple iOS and Android).
- Advanced knowledge of Microsoft Windows Desktop & Server Operating System.
Required Skills, Education and/ or Certifications:
- Associate degree in a technology-related field or a combination of education and relevant experience
- Customer service-oriented skillset
- Advanced knowledge of Microsoft Windows Operating System
- Basic knowledge of network printing
- Basic knowledge of Antivirus software packages
- Basic knowledge of core server administration within Microsoft Windows Server
- Basic knowledge of Mac OS
- Basic knowledge of mobile operating systems: Apple iOS and Android
Preferred Skills, Education and/ or Certifications:
- Bachelor’s degree in a technology-related field.
- Three or more of the following certifications: A+, Network +, Server+, Microsoft O365 or Azure certifications, Cisco Certification Technician (CCT)
- Advanced knowledge of Cisco, HP, Palo Alto networking infrastructure, ConnectWise Manage and Automate, VMware, vSphere, and LogicMonitor, Veem Backup
Equal Opportunity Employer - Including Disabled and Veterans
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Job Roles at Heartland Business Systems
Working at Heartland Business Systems
Heartland Business Systems's 55 open roles are across all levels, and about 58% are remote or hybrid. The most active teams are customer support, product management, and business analysis. Heartland Business Systems delivers IT solutions and managed services to organizations across a range of industries, with capabilities spanning networking, Microsoft 365 and ERP platforms, Power Platform engineering, data engineering, information security, and audio-visual and low-voltage systems. The company serves business clients that need integrated technology support and consulting, with teams that include both technical engineers and client-facing consultants. Most Heartland Business Systems roles are based in Little Chute, with some in Springfield and Pewaukee.
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Browse jobs by roleHeartland Business Systems Jobs: Frequently Asked Questions
How many jobs is Heartland Business Systems hiring for right now?
Heartland Business Systems is hiring for 55 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in customer support and product management. Positions range from hands-on technical engineering and low-voltage installation to consulting and architecture roles. Migrate Mate pulls Heartland Business Systems's current listings automatically so the count reflects what is actively open.
What kinds of roles does Heartland Business Systems hire for?
The most active teams are customer support, product management, and business analysis. Heartland Business Systems hires across technical and consulting disciplines, including IT infrastructure engineering, managed services, Microsoft 365 and Power Platform roles, data engineering, ERP consulting, information security, networking architecture, and AV and low-voltage systems installation. Most postings are across all levels, with a mix of field technician and senior specialist positions.
Are Heartland Business Systems jobs remote or in-person?
Mostly remote. About 58% of Heartland Business Systems's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in Little Chute. Each Heartland Business Systems listing shows its work location so you can filter before applying.
How do I apply to a job at Heartland Business Systems?
Find a role that fits your background in Heartland Business Systems's listings on Migrate Mate, then follow the listing through to Heartland Business Systems' own careers page to submit your application directly. Heartland Business Systems manages its own hiring process, including screening, interviews, and offers. Migrate Mate does not collect applications on the company's behalf.
Does Heartland Business Systems hire entry-level?
Most of Heartland Business Systems's open roles on Migrate Mate are across all levels as of July 16, 2026. Check individual Heartland Business Systems listings for stated experience requirements.
Where is Heartland Business Systems hiring?
Most Heartland Business Systems roles are based in Little Chute, with some in Springfield and Pewaukee, and about 58% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.