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!

As the IT 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.

• 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

• 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