Senior IT Support Specialist | Hybrid, Growth & Benefits

R H Wine & Co Inc; St. Charles (IL); Hybrid; USD 75,000 - 90,000; Full time

Benefits offered by this job

20 days PTO

Paid holidays

Birthday off

Medical, dental, and vision insurance

Telemedicine

Parental Leave

Professional development support

LinkedIn Learning

Life Insurance

Short/Long-term disability

Job summary

IPMG (Insurance Program Managers Group) in St. Charles, IL is seeking an IT Support Specialist to deliver Level 1–2 technical support for employees and contractors. The role covers onboarding/offboarding, device deployment, and endpoint management, with a strong emphasis on documentation and customer service.

The position is hybrid, based in St. Charles with four days in the office for the first 90 days and three days later, 7:00 a.m.–4:00 p.m. ET.

Qualifications

• Five or more years of progressive IT support, help desk, desktop support, or equivalent hands-on technical experience.
• Working knowledge of computer hardware, Windows desktop operating systems, Microsoft 365 applications, and common troubleshooting practices.
• Ability to communicate clearly with technical and nontechnical users and provide professional, customer-focused support.
• Ability to organize work, document activities accurately, protect confidential information, and meet established timelines.
• Ability to work independently, recognize when escalation is needed, and collaborate effectively with other IT team members.

Responsibilities

• Provide Level 1 and Level 2 support by telephone, email, remote tools, and in person; document, track, prioritize, and monitor requests through timely resolution.
• Prepare, deploy, maintain, and troubleshoot laptops, desktops, mobile devices, printers, peripherals, and approved business applications.
• Perform employee and contractor onboarding and offboarding, including account setup, access changes, equipment preparation, and recovery of company assets.
• Assist with Microsoft 365, Windows, endpoint management, identity and access, collaboration tools, and common business application support.
• Maintain accurate hardware, software, licensing, and asset inventory records; support periodic software inventory reviews and governance activities.
• Support cybersecurity and compliance activities, including endpoint compliance, vulnerability remediation follow-up, access reviews, security documentation, and employee security support.
• Create and maintain technical documentation, user instructions, support procedures, and knowledge-base articles.
• Additional projects as assigned.

Skills

IT support

Help desk

Desktop support

Microsoft 365

Windows OS

Education

Associate or Bachelor's degree in IT or related field

Tools

Microsoft 365 administration

Entra ID

Intune

Ticketing systems

Remote support tools

Job description

IPMG (Insurance Program Managers Group) in St. Charles, IL is seeking an IT Support Specialist to deliver Level 1–2 technical support for employees and contractors. The role covers onboarding/offboarding, device deployment, and endpoint management, with a strong emphasis on documentation and customer service.

The position is hybrid, based in St. Charles with four days in the office for the first 90 days and three days later, 7:00 a.m.–4:00 p.m. ET.