Tier II Help Desk Technician (Managed Services, on-site Orlando)

Enterfusion • Orlando, FL

18d • $70,000 - $85,000 • Onsite

About The Position

Enterfusion is hiring a Tier II Help Desk Technician to support a variety of clients in a busy managed services provider environment. The role handles escalated technical issues involving networking, Windows Server, virtualized server environments, Microsoft 365, Entra ID, and Intune. The technician is expected to troubleshoot independently, take ownership of escalations through resolution, proactively monitor and maintain client systems, and apply security best practices. The position is on-site in Orlando, Florida, during standard Monday–Friday business hours, with participation in a required on-call rotation and scheduled after-hours work as needed.

The position offers an annual salary of $70,000–$85,000, commensurate with experience, plus an on-call stipend. Benefits include paid time off, health insurance, employee-paid coverage for life, dental, and vision insurance, short- and long-term disability insurance, a SIMPLE IRA with employer matching, and reimbursement and support for continued learning and certifications.

Requirements

• 3–5+ years of IT support experience, including recent hands-on Tier 2 responsibilities.
• Strong networking skills, including troubleshooting VLANs, DHCP, DNS, routing, switches, firewalls, and VPNs.
• Hands-on experience administering and troubleshooting virtualized server environments, including VMware and/or Hyper-V, and Windows Server.
• Experience managing Microsoft 365 and Entra ID, including user administration, permissions, security settings, and troubleshooting.
• Familiarity with Intune and device management.
• Security-first mindset and understanding of IT security best practices.
• Ability to independently troubleshoot complex technical issues, own escalations, and follow problems through to resolution.
• Proactive approach to IT support, including monitoring systems, identifying potential issues, and addressing them before users are affected.
• Experience working with PSA and RMM tools.
• Strong written and verbal communication skills, including the ability to explain technical issues clearly to clients and coworkers.
• Willingness to participate in a required on-call rotation.
• Ability to work on-site in Orlando, Florida, during standard Monday–Friday business hours and participate in required on-call/after-hours rotations.

Nice To Haves

• MSP experience is strongly preferred.
• Experience with Fortinet firewalls, including policies, NAT, and VPN configurations.
• Experience managing Ubiquiti UniFi and/or HPE Aruba networking equipment.
• Experience with AWS EC2 and/or Azure infrastructure, including virtual machines and networking.
• PowerShell scripting and automation experience.
• Experience with Microsoft Intune Autopilot, Defender, and Conditional Access policies.

Responsibilities

• Proactively monitor and maintain client servers, networks, and Microsoft 365 environments, identifying and resolving issues before they affect users.
• Take ownership of escalated Tier 1 tickets, troubleshoot complex technical problems, and follow them through to resolution.
• Collaborate with technicians and engineers on server deployments, migrations, network upgrades, and other infrastructure projects.
• Administer and troubleshoot Windows Server environments, including Active Directory, DNS, DHCP, Group Policy, and file services.
• Manage and troubleshoot virtualized server environments, including VMware and/or Hyper-V, virtual machines, storage, and virtual networking.
• Configure, maintain, and troubleshoot switches, VLANs, routing, firewalls, VPNs, and site-to-site connections.
• Support Microsoft 365, Entra ID, and Intune, including user administration, device management, access controls, and security configurations.
• Apply security best practices, including patch management, least-privilege access, vulnerability remediation, and secure system configurations.
• Use RMM and PSA tools to monitor systems, manage tickets, document work, and meet service-level expectations.
• Perform routine maintenance, updates, and scheduled after-hours work as needed.
• Share knowledge with Tier 1 technicians, assist with challenging issues, and help improve troubleshooting and documentation practices.
• Participate in the required on-call rotation.

Benefits

• Paid time off, with accrual beginning after 90 days and increasing over time.
• Health insurance plans through Florida Blue; the company covers a portion of employee premiums, and spouse and dependent coverage is available.
• Company-paid life insurance, dental insurance, and vision insurance for employees.
• Short- and long-term disability insurance.
• SIMPLE IRA with employer matching up to a set percentage of employee contributions.
• Reimbursement for required or beneficial certifications and training support.
• On-call stipend.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed