Service Desk Engineer II — Proactive MSP IT Support

HEARTLAND BUSINESS SYSTEMS LLC; Duplainville (WI); On-site; USD 42,000 - 64,000; Full time

Job summary

HEARTLAND BUSINESS SYSTEMS LLC is seeking an IT Support Specialist to provide desktop and application support, basic server and network administration, and proactive maintenance for multiple Heartland customers.

The role is part of a fast-paced managed services team with after-hours rotation and SLA-driven ticketing, requiring strong customer service and technical skills across firewalls, switches, and servers.

Qualifications

• 3+ years’ experience in IT service, systems administration, and network administration.

Responsibilities

• Respond to auto generated ticket alerts including critical and non-critical issues.

Skills

Active Listening

Adaptability

Assertiveness

Conflict Resolution

Decision Making

Delegating Responsibility

Honesty / Integrity

Problem Solving

Relationship Building

Resource Management

Strategic Planning

Time Management

Education

Associate degree in technology-related field

Bachelor’s degree in technology-related field

Certifications: A+

Certifications: Network+

Certifications: Server+

Certifications: Microsoft 365 or Azure

Certifications: Cisco CCT

Tools

ConnectWise Manage

ConnectWise Automate

VMware vSphere

LogicMonitor

Veem Backup

Cisco networking equipment

HP networking

Palo Alto networking

Microsoft Windows Server

Mac OS

Job description

HEARTLAND BUSINESS SYSTEMS LLC is seeking an IT Support Specialist to provide desktop and application support, basic server and network administration, and proactive maintenance for multiple Heartland customers.

The role is part of a fast-paced managed services team with after-hours rotation and SLA-driven ticketing, requiring strong customer service and technical skills across firewalls, switches, and servers.