Remote IT Support Specialist II: Windows, Linux & Cloud

Freelance Latin America; United States; Remote; USD 55,000 - 75,000; Full time

Job summary

Freelance Latin America seeks an IT Support Specialist – Level 2 (Mid-Senior) to provide advanced technical support for a U.S.-based organization. The role covers Windows, macOS, and Linux environments, server administration, virtualization, and cloud services, with emphasis on customer service and problem solving.

Responsibilities include troubleshooting networks and security solutions, managing ticketing systems, and maintaining documentation.

Qualifications

• Mid-senior-level experience in IT technical support, help desk operations, or systems administration with Level 2 troubleshooting capabilities.
• Advanced troubleshooting across Windows, macOS, and Linux operating systems.
• Experience administering Windows Server and Linux server environments, including Debian and Proxmox.
• Advanced knowledge of Microsoft 365 and Google Workspace administration.
• Strong understanding of networking concepts (TCP/IP, DNS, DHCP) and troubleshooting.
• Experience managing firewalls, VPNs, and network security solutions (pfSense, UniFi, OPNsense).
• Experience administering antivirus, email security, and DNS filtering.
• Familiarity with virtualization and backup technologies (Proxmox, Hyper-V).
• Basic scripting with PowerShell and Bash.

Responsibilities

• Provide Level 2 technical support, resolving hardware, software, system, and network issues.
• Troubleshoot and maintain Windows, macOS, Linux (Debian/Proxmox), and Windows Server environments.
• Administer and support Microsoft 365 and Google Workspace.
• Perform remote software installations, configurations, updates, and maintenance.
• Monitor, update, and resolve technical support tickets using ticketing systems.
• Create and maintain technical documentation and knowledge base articles.
• Escalate unresolved incidents to higher-level technical teams when needed.

Skills

Level 2 support

Windows OS

macOS

Linux

Windows Server

Microsoft 365

Google Workspace

Networking

PowerShell

Bash

ConnectWise

RustDesk

Proxmox

Hyper-V

IT Glue

Documentation

Customer service

Communication skills

Problem solving

DNS filtering

Tools

ConnectWise

Proxmox

Hyper-V

Office 365

Job description

Freelance Latin America seeks an IT Support Specialist – Level 2 (Mid-Senior) to provide advanced technical support for a U.S.-based organization. The role covers Windows, macOS, and Linux environments, server administration, virtualization, and cloud services, with emphasis on customer service and problem solving.

Responsibilities include troubleshooting networks and security solutions, managing ticketing systems, and maintaining documentation.