IT Support Services III-Help Desk

Transitions Group; Sheboygan Falls (WI); On-site; USD 70,000 - 90,000; Full time

Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

Life Insurance

401k Match

Unlimited vacation

Paid sick time

Paid holidays

Healthy lifestyle reimbursement

Amazon Prime reimbursement

Volunteer time

Paid parental leave

Education and certifications reimburse

Learning and development programs

Job summary

Courser seeks an experienced IT Support Services III-Help Desk to deliver expert tier III technical support across our organization and client environments. You will troubleshoot complex issues, mentor junior staff, and contribute to IT operations efficiency.

Role emphasizes proactive system administration, documentation, and collaboration with network, security, and application support teams. A strong background in Windows/Linux/macOS, networks, and modern ticketing tools is required.

Qualifications

• Bachelor’s degree in Computer Science, Information Technology, or related field (or equivalent experience).
• 5+ years in IT support or system administration with advanced troubleshooting.
• Strong knowledge of Windows, Linux, macOS and enterprise apps.
• Extensive networking knowledge: TCP/IP, DNS, DHCP, VPNs.
• Proficiency with ConnectWise, ServiceNow, JIRA, Zendesk.
• Excellent problem-solving and independent work ethic.
• Strong communication and ability to explain technical concepts clearly.

Responsibilities

• Provide Tier III support for complex issues escalated from the help desk.
• Diagnose, troubleshoot, and resolve application, hardware, and network problems.
• Administer IT systems including servers, databases, and cloud services.
• Mentor junior staff and share knowledge to raise team capabilities.
• Document procedures and solutions for knowledge base.
• Collaborate with network, security, and application teams on projects.
• Assist in system upgrades, deployments, and infrastructure enhancements.
• Monitor system performance and security to prevent issues.
• Participate in incident response and post-incident reviews.
• Deliver high-quality end-user support and training.

Skills

Advanced troubleshooting

Windows OS

Linux OS

macOS

Networking basics

TCP/IP / DNS / DHCP

VPN configurations

Helpdesk ticketing

Mentoring junior staff

Strong communication

Education

Bachelor’s degree in CS/IT or related

Tools

ConnectWise

ServiceNow

JIRA

Zendesk

Windows Server

Linux

VMware/Hyper-V

AWS/Azure

Job description

About Courser

Coursesr accelerates the growth of IT service provider companies. We forge dynamic partnerships, leveraging our values of Teamwork, Service, Growth-Mindedness, Trust, and Innovation to deliver impactful solutions and phenomenal customer experiences. If you thrive in a fast-paced IT environment, join our rapidly expanding team and contribute to our ongoing success.

IT Support Services III-Help Desk

We are seeking a highly skilled IT Support Services III-Help Desk to join our team and provide expert technical support to our organization. The ideal candidate will have significant experience in IT support, with the ability to troubleshoot and resolve complex issues across various systems and platforms. This role will involve collaborating with other IT team members, mentoring junior team members, and contributing to the overall efficiency of IT operations for our clients.

Key Responsibilities

• Provide tier III support for complex application, hardware, and networking issues escalated from support teams, ensuring timely resolution and minimal downtime.
• Utilize analytical skills to diagnose issues and implement effective solutions, ensuring that root causes are addressed to prevent recurrence.
• Assist in the management and administration of IT systems, including servers, databases, and cloud services, ensuring optimal performance and security.
• Offer high-level support to end-users, providing guidance and training on IT systems and applications to enhance user experience.
• Maintain comprehensive documentation of technical procedures, troubleshooting steps, and solutions to enhance the knowledge base for future reference.
• Collaborate on IT projects, such as system upgrades, software deployments, and infrastructure enhancements, ensuring successful execution within project timelines.
• Mentor and support junior IT support staff, providing technical guidance and sharing knowledge to develop their skills and capabilities.
• Monitor system performance and security, proactively identifying and resolving potential issues before they impact users.
• Participate in incident response activities, including investigating security incidents and recommending appropriate corrective actions.
• Work closely with other IT teams, including network, security, and application support, to ensure seamless service delivery and address complex issues.

Key Qualifications

• Bachelor’s degree in Computer Science, Information Technology, or a related field (or equivalent experience).
• 5+ years of experience in IT support or system administration, with a focus on advanced troubleshooting and complex technical issues.
• Strong knowledge of operating systems (e.g., Windows, Linux, macOS) and enterprise applications.
• Extensive experience with networking concepts, including TCP/IP, DNS, DHCP, and VPN configurations.
• Proficiency with helpdesk and ticketing systems (e.g., ConnectWise, ServiceNow, JIRA, Zendesk).
• Excellent problem-solving skills, with the ability to work independently and manage multiple priorities effectively.
• Strong communication skills, capable of conveying technical concepts to non-technical users.

Preferred Experience

• Experience with ConnectWise.
• Relevant certifications such as CompTIA A+, Network+, or Microsoft Certified Solutions Expert (MCSE).
• Experience with cloud platforms (e.g., AWS, Azure) and virtualization technologies (e.g., VMware, Hyper‑V).
• Knowledge of IT security practices and data protection regulations.

Why you’ll love working here

At Courser, we prioritize the personal and professional development of our employees. We offer best‑in‑class training, mentorship, and clear self‑promotion paths to help you grow. We foster a culture of innovation and encourage challenging the status quo. With teams located across the country, we leverage a wealth of knowledge and a collaborative spirit, eager to share and grow together.

Benefit Highlights

• Competitive benefits package, including medical, dental, vision, and life insurance
• 401k match
• Unlimited vacation time*
• Paid sick time
• 10 Holidays including your Birthday and a Floating Holiday!
• Healthy Lifestyle reimbursement
• Amazon Prime reimbursement
• 40 Hours for Volunteer Time
• Paid parental leave
• Reimbursement for ongoing education and certifications
• Learning and development programs

Unlimited vacation time after completing one full year of employment. For the first year of employment, full‑time team members are provided 10 vacation days.

Courser is an Equal Opportunity Employer. We support diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, creed, religion, sex, sexual orientation, gender, gender identity, genetic information, national origin, citizenship status, marital status, age, physical or mental disability, caregiver status, veteran status, uniformed service member status or any other category protected by applicable federal, state, or local laws.