Level 2 Help Desk Technician Position Available In Lee, Florida

Level 2 Help Desk Technician CFS Roofing – 4.5 Fort Myers, FL Job Details Full-time From $60,000 a year 17 hours ago Benefits Health savings account Health insurance Dental insurance 401(k) Paid time off Vision insurance 401(k) matching Life insurance Qualifications Cloud infrastructure Azure Management Multitasking Software troubleshooting Field service Salesforce VLAN setup ERP systems Mid-level Microsoft Dynamics 365 Windows Firewall DHCP Driver’s License IT support Azure AD DNS SharePoint IT Windows support Cybersecurity 2 years Communication skills Active Directory Help desk Microsoft 365 proficiency VPN Full Job Description About Us We are a growing group of roofing companies operating across Florida, Georgia, and South Carolina. As we scale, we are investing heavily in our internal IT capabilities to provide exceptional, consistent support to users across all locations. Our IT team is actively building a modern, secure infrastructure to support day-to-day operations and strategic growth across multiple business units. Position Summary We’re seeking a Level 2 Help Desk Technician who will serve as a key point of contact for end-user support across our multi-office environment. You will work closely with a teammate to provide cross-coverage and ensure continuity of support across the organization. The ideal candidate is technically capable, organized, security-aware, and comfortable supporting a mix of on-site and remote users in a dynamic business setting. This is a hands-on role that spans desktop support, network troubleshooting, Microsoft 365 administration, and light infrastructure configuration. Key Responsibilities Serve as a primary contact for end-user IT support across all offices and business entities. Provide Level 2 support for escalated technical issues involving Windows workstations, Microsoft 365, networking, and common business applications. Collaborate with your IT teammate to coordinate coverage across multiple locations and ensure timely resolution of support tickets. Configure and maintain network hardware including switches, firewalls (preferably Fortinet), and wireless access points. Assist in enforcing cybersecurity policies and practices, including endpoint protection, patching, and incident response. Administer and support Microsoft 365 services including Exchange, SharePoint, Teams, and OneDrive. Manage user identities and policies via Microsoft Entra (Azure AD) , including group-based access and conditional access rules. Support and troubleshoot cloud services, VPN connectivity, and device management through Microsoft Azure and other platforms. Provide support for enterprise applications including Salesforce , Microsoft Dynamics 365 Business Central , and other ERP/CRM systems. Maintain clear documentation of systems, procedures, and troubleshooting steps. Contribute to a growing internal knowledge base and help establish IT best practices.

Qualifications Required:

2-4 years of experience in a help desk or IT support role. Strong working knowledge of Windows operating systems, Microsoft 365, and general networking (DNS, DHCP, VLANs, VPNs). Hands-on experience with Active Directory and Microsoft Entra/Azure AD. Familiarity with cybersecurity principles and tools. Excellent communication and troubleshooting skills. Ability to prioritize tasks and work independently in a distributed, multi-site environment. Valid driver’s license and ability to travel to regional offices as needed.

Preferred:

Experience configuring or maintaining Fortinet firewalls and managed switches. Working knowledge of Salesforce, Business Central, or similar ERP/CRM platforms. Exposure to cloud infrastructure management (Azure or equivalent). Experience supporting IT environments in a field service or construction-related industry. What We Offer A collaborative IT team focused on scaling smartly and securely. The opportunity to build and influence the IT culture and processes of a growing organization. Modern IT tools and investment in your professional growth. Competitive salary, benefits, and a fast-paced, supportive work environment

Job Type:

Full-time Pay:

From $60,000.00 per year

Benefits:

401(k) 401(k) matching Dental insurance Health insurance Health savings account Life insurance Paid time off Vision insurance

Schedule:

8 hour shift Monday to Friday Ability to

Commute:

Fort Myers, FL 33912 (Required) Ability to

Relocate:

Fort Myers, FL 33912: Relocate before starting work (Required)

Work Location:

In person