CFS Roofing Services

Level 2 Help Desk Technician

LocationFort Myers, FL
Job TypeFull-time
Salary$60,000

About This Job


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

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