IT Support Specialist

Who We Are

For over 50 years, Rose Paving has been more than just a paving company—we’ve been a team of planners, problem-solvers, and dedicated partners. Our journey began in 1974 as a modest sealcoating operation on Chicago’s South Side, and through a shared commitment to quality and hard work, we’ve grown into a national leader with over 30 branches across the country.

As we continue to expand, we’re looking for passionate individuals who want to be part of a legacy of excellence. If you value long-term performance and are looking for a place where your contributions are recognized and your professional growth is supported, we’d love to meet you!

Why Join Us?

• Opportunities for Advancement: We believe in promoting from within. If you’re looking for long-term career opportunities, we provide clear paths for advancement based on your skills, performance, and ambitions.

• Team-Oriented Culture: We believe in collaboration. You’ll work alongside a team of skilled professionals who are passionate about their work and committed to delivering the highest standards to our clients.
• Exciting Projects & Impactful Work: Be a part of a company where your contributions make a real difference. We take on meaningful projects that challenge and inspire our team.
• Professional Development: We invest in your growth with training programs, mentorship opportunities, and resources to help you build your skills and career.
• A Fun & Supportive Environment: From Team outings and company events to a positive day-to-day work atmosphere, we foster a workplace where people genuinely enjoy coming to work.

What You'll do

As theIT Support Specialist, you’ll work closely with remote IT leadership and IT staff (including a Security Analyst, Sr. Network Engineer, Systems Administrators, and Dynamics 365 CRM Engineer) to ensure smooth day-to-day operations. You’ll also play a key role in supporting our Microsoft Dynamics 365 Sales CRM platform, which powers a large portion of our business operations.

Responsibilities

• Serve as the first point of contact for technical support requests via SolarWinds Service Desk
• Provide support for Windows 10/11 workstations, Microsoft Surface laptops, HP printers, Microsoft Teams VoIP phones, and business software
• Troubleshoot and escalate hardware, software, and network issues as needed using GoTo Resolve RMM tools
• Support user access, permission management, and issue resolution in Dynamics 365 Sales CRM, including modules like: - Experlogix CPQ - Accounts, Leads, Opportunities, Jobs, and Scheduling
• Setup and configure new employee hardware and software
• Maintain asset inventory and participate in lifecycle management of devices and accessories
• Collaborate with remote IT staff to implement solutions and enforce IT standards
• Assist with basic onboarding/offboarding tasks including provisioning and deprovisioning accounts

Qualifications

What You'll Bring To Us 

• 2+ years of experience in an IT Helpdesk or Support role
• Excellent customer service skills with a 150% user-first mindset
• Strong troubleshooting skills for Windows 10/11, Microsoft Office 365, Teams, printers, and basic networking
• Familiarity with RMM tools (GoTo Resolve preferred) and ticketing systems (SolarWinds or similar)
• Willingness to learn and support Microsoft Dynamics 365 Sales CRM
• Self-starter with the maturity to work independently while collaborating remotely
• Strong documentation and communication skills

Preferred Qualifications

• CompTIA A+ certification or other relevant IT support certifications
• Experience supporting Microsoft Dynamics 365, especially Sales or CPQ modules
• Basic understanding of IT asset management and imaging/deployment tools
• Experience working in a distributed, multi-site organization