It Support Level 2

Freelance Latin America; Argentina; Remote; ARS 69,682,000 - 108,394,000; Full time

Benefits offered by this job

Fully remote work environment

Long-term collaboration

Training and onboarding support

Work with international teams

Exposure to modern tools

Collaborative work culture

Career growth opportunities

Job summary

Freelance Latin America is seeking an IT Support Specialist – Level 2 (Mid-Senior) to provide advanced technical support, troubleshoot complex IT issues, and maintain reliable IT infrastructure for a U.S.-based organization. The ideal candidate has strong expertise across operating systems, server administration, networking, and cloud services, with excellent customer service and problem-solving skills.

This is a fully remote, long-term role with opportunities to work with international teams

Qualifications

• Mid-senior level IT support or systems administration experience.
• Strong troubleshooting across Windows, macOS, and Linux.
• Experience with Windows Server and Linux server environments (Debian/Proxmox).
• Advanced knowledge of Microsoft 365 and Google Workspace administration.
• Networking fundamentals and security tooling knowledge.

Responsibilities

• Provide Level 2 technical support and resolve hardware, software, system, and network issues.
• Troubleshoot and maintain Windows, macOS, Linux (Debian/Proxmox) environments.
• Administer Microsoft 365 and Google Workspace environments.
• Perform remote installations, configurations, updates, and maintenance.
• Manage VPN, firewall, DNS security, and email filtering.
• Support backup and virtualization using Proxmox and Hyper-V.
• Use ConnectWise and RustDesk for remote support and ticketing.
• Create and maintain technical documentation and knowledge base articles.
• Communicate clearly with users and escalate complex incidents as needed.

Skills

Windows OS

macOS

Linux

Windows Server

Network troubleshooting

Cloud services

PowerShell

Bash

ConnectWise

RustDesk

IT documentation

Microsoft 365 admin

Google Workspace admin

Education

Bachelor’s degree in IT or related field

Tools

Proxmox

Hyper-V

pfSense

UniFi

OPNsense

DNS filtering

Job description

We are looking for a skilled and proactive IT Support Specialist – Level 2 (Mid-Senior) to provide advanced technical support, troubleshoot complex IT issues, and maintain reliable IT infrastructure for a U.S.-based organization.

The ideal candidate has strong technical expertise across operating systems, server administration, networking, and cloud services, combined with excellent customer service and problem-solving skills. This role is ideal for someone who enjoys resolving technical challenges, managing multiple support requests, and delivering efficient IT solutions.

Duties / Task to Perform

• Provide Level 2 technical support, resolving hardware, software, system, and network-related issues.
• Troubleshoot and maintain Windows, macOS, Linux (Debian and Proxmox), and Windows Server environments.
• Administer and support Microsoft 365 (Office 365) and Google Workspace environments.
• Perform remote software installations, configurations, updates, and maintenance.
• Troubleshoot network connectivity issues, manage IP addressing, and support local network administration.
• Configure and maintain antivirus, firewall, VPN, email filtering, and DNS security solutions.
• Support backup and virtualization environments, including Proxmox and Hyper-V.
• Manage remote access and troubleshooting tools such as ConnectWise and RustDesk.
• Monitor, update, prioritize, and resolve technical support tickets using ticketing systems.
• Create and maintain accurate technical documentation, troubleshooting procedures, and knowledge base articles.
• Communicate professionally with users, providing clear explanations and timely updates on technical issues.
• Escalate unresolved or highly complex incidents to higher-level technical teams when necessary.

Requirements

• Mid-senior-level experience in IT technical support, help desk operations, or systems administration, with strong Level 2 troubleshooting capabilities.
• Advanced troubleshooting skills across Windows, macOS, and Linux operating systems.
• Strong 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, including TCP/IP, DNS, DHCP, IP addressing, and network troubleshooting.
• Experience managing firewalls, VPNs, and network security solutions such as pfSense, UniFi, and OPNsense.
• Experience administering antivirus solutions, email security, and DNS filtering.
• Familiarity with virtualization and backup technologies, particularly Proxmox and Hyper-V.
• Basic to intermediate scripting skills using PowerShell and Bash.
• Experience with remote support and connection tools such as ConnectWise and RustDesk.
• Proficiency in ticket management systems, including ConnectWise or similar platforms.
• Experience creating and maintaining IT documentation using IT Glue or similar knowledge management platforms.
• Strong analytical thinking, attention to detail, and problem-solving abilities.
• Excellent customer service and communication skills, with the ability to explain technical concepts clearly.
• Ability to prioritize multiple technical requests, work independently, and collaborate effectively with escalation teams.

Schedule: Monday through Friday, 8:30am to 5:30pm (EST)

• Fully remote work environment
• Stable, long-term collaboration
• Clear scope of responsibilities and structured workflows
• Training and onboarding support
• Opportunity to work with international teams
• Exposure to modern tools and professional processes
• Supportive and collaborative work culture
• Opportunity for skill development and career growth