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

Enterfusion; Orlando (FL); On-site; USD 70,000 - 85,000; Full time

Benefits offered by this job

PTO

Health Insurance

Life Insurance

Disability Insurance

SIMPLE IRA

Learning reimbursement

Job summary

Enterfusion in Orlando, FL is seeking a skilled Tier 2 IT professional for a busy MSP environment. You’ll support clients, troubleshoot escalations, and work with Windows Server, networking, and virtualized server environments.

You’re proactive, capable of independent troubleshooting, and ready to participate in a mandatory on-call rotation. On-site work and collaboration with a driven team are part of the role.

Qualifications

• 3–5+ years in IT support with Tier 2 responsibilities and MSP experience preferred.
• Strong networking skills: VLANs, DHCP, DNS, routing, switches, firewalls, VPNs.
• Hands-on with VMware/Hyper-V and Windows Server administration.
• Experience managing Microsoft 365 and Entra ID; familiarity with Intune.
• Security-first mindset; follow best practices in patches, access, and configs.
• Ability to own escalations and troubleshoot complex issues independently.
• Proactive monitoring and problem-prevention across systems.
• Experience using PSA and RMM tools and communicating clearly with clients.

Responsibilities

• Monitor and maintain client servers, networks, and Microsoft 365 environments.
• Take ownership of Tier 1 escalations and drive issues to resolution.
• Collaborate on server deployments, migrations, and network upgrades.
• Administer Windows Server: AD, DNS, DHCP, GPO, file services.
• Manage virtualized servers (VMware/Hyper‑V), storage, and virtual networking.
• Configure and troubleshoot networks: switches, VLANs, routing, firewalls, VPNs.
• Support Entra ID and Intune: user management, device access, security settings.
• Follow security best practices; patch management and least-privilege access.
• Use PSA/RMM to monitor systems, manage tickets, and document work.
• Perform routine maintenance and after-hours work as needed.
• Share knowledge with Tier 1, assist with challenging issues, improve docs.

Skills

IT support

Networking

VMware/Hyper-V

Windows Server

Microsoft 365

Entra ID

Security mindset

On-call

PSA/RMM tools

Tools

PSA software

RMM tools

PowerShell

Job description

We’re looking for a skilled Tier 2 IT professional who enjoys solving complex technical problems and is ready to put their experience to work in a busy MSP environment. You’ll support a variety of clients, tackle escalations involving networking, Windows Server, and virtualized server environments, and have the opportunity to work with a wide range of technologies.

We’re looking for someone who takes pride in their work, enjoys a challenge, and can confidently troubleshoot and resolve issues independently. You’re proactive, keep an eye on the systems you support, and look for ways to prevent problems before they affect users.

If you’re already working at a solid Tier 2 level and enjoy the variety and challenges that come with working for an MSP, we’d love to hear from you! This position also includes participation in a mandatory on-call rotation.

Must‑haves

• 3-5+ years of IT support experience, including recent hands-on Tier 2 responsibilities. MSP experience strongly preferred.
• 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, along with Windows Server.
• Experience managing Microsoft 365 and Entra ID, including user administration, permissions, security settings, and troubleshooting. Familiarity with Intune and device management.
• A security‑first mindset. You understand IT security best practices and consider security in everything you do, from troubleshooting and system changes to user access and network configurations.
• Ability to independently troubleshoot complex technical issues, take ownership of escalations, and follow problems through to resolution.
• A proactive approach to IT support, including monitoring systems, identifying potential issues, and addressing problems before they affect users.
• Experience working with PSA and RMM tools.
• Strong written and verbal communication skills, with the ability to explain technical issues clearly to clients and coworkers.
• Willingness to participate in a required on‑call rotation.

Nice‑to‑haves

• 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.

What you’ll do

• Proactively monitor and maintain client servers, networks, and Microsoft 365 environments, identifying and resolving issues before they impact users.
• Take ownership of escalated tickets from Tier 1, troubleshoot complex technical problems, and see them through to resolution.
• Collaborate with other technicians and engineers on IT projects, including server deployments, migrations, network upgrades, and other infrastructure improvements.
• 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 networks, including 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.
• Follow security best practices in daily work, 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.

Work location & schedule

On‑site in Orlando, FL. Standard M-F business hours with required on‑call/after‑hours rotations.

COMPENSATION:

Annual salary of $70,000-85,000/year commensurate with experience, plus on‑call stipend, as well as paid vacation, health insurance plans, retirement program, disability insurance, and life insurance.

Benefits Include:

• Paid Time Off (PTO) – Accrual begins after 90 days, with increasing PTO over time.
• Health Insurance – Enterfusion covers a portion of employee premiums; spouse and dependent coverage available. Two plans through Florida Blue.
• Life Insurance, Dental & Vision Insurance – 100% company‑paid coverage for employees.
• Short- & Long-Term Disability Insurance – Income protection benefits provided.
• SIMPLE IRA – Enterfusion matches employee contributions up to a set percentage.
• Continued Learning – Reimbursement for required or beneficial certifications, plus training support.

Join Enterfusion and be part of a team that invests in your success!