We are seeking a highly skilled IT Support Specialist to join a U.S.-based technology services team at Freelance Latin America. This role goes beyond routine support, focusing on owning complex infrastructure environments, leading advanced troubleshooting, and delivering strategic value through optimized IT systems for a diverse client base.
What You'll Do
- Install, configure, and maintain Microsoft 365, Google Workspace, and AWS environments.
- Administer and maintain Windows Server and other server infrastructures.
- Troubleshoot advanced issues across Windows, Linux, macOS, and server systems.
- Manage local networks, IP addressing, DNS, and email systems.
- Install and maintain antivirus, firewall, VPN, and security tools (e.g., Cisco Meraki, Sophos, SentinelOne, Todyl).
- Configure and manage remote connection tools (e.g., ConnectWise, Datto).
- Administer backup and virtualization platforms (e.g., Datto, MSP360, NinjaOne).
- Optimize and scale hardware and software solutions based on client needs.
- Evaluate and compare IT services to recommend the most effective solutions.
- Create detailed troubleshooting documentation and maintain system records (e.g., ITGlue).
- Manage and maintain ticketing systems (e.g., Autotask, Syncro, ConnectWise).
- Automate tasks using scripting or programming languages where applicable.
- Provide excellent customer service while managing ticket activity efficiently.
What We're Looking For
- Must have experience installing, configuring, and maintaining Microsoft 365, Google Workspace, and AWS environments.
- Must have experience administering and maintaining Windows Server and other server infrastructures.
- Must be able to troubleshoot advanced issues across Windows, Linux, macOS, and server systems.
- Must have experience managing local networks, IP addressing, DNS, and email systems.
- Must have experience installing and maintaining antivirus, firewall, VPN, and security tools such as Cisco Meraki, Sophos, SentinelOne, and Todyl.
- Must be able to configure and manage remote connection tools such as ConnectWise and Datto.
- Must have experience administering backup and virtualization platforms such as Datto, MSP360, and NinjaOne.
- Must be able to optimize and scale hardware and software solutions based on client needs.
- Must be able to evaluate and compare IT services to recommend effective solutions.
- Must create detailed troubleshooting documentation and maintain system records using tools like ITGlue.
- Must manage and maintain ticketing systems such as Autotask, Syncro, and ConnectWise.
- Must automate tasks using scripting or programming languages where applicable.
- Must provide excellent customer service while efficiently managing ticket activity.
Technical Stack
Microsoft 365, Google Workspace, AWS, Windows Server, Linux, macOS, Cisco Meraki, Sophos, SentinelOne, Todyl, ConnectWise, Datto, MSP360, NinjaOne, ITGlue, Autotask, Syncro
Team & Environment
- Part of a U.S.-based technology services team
- Work culture is proactive, solutions-driven, collaborative, and values independent operation
- Focus on delivering strategic value beyond ticket queue resolution
Work Mode
- Global work model with team members located in Latin America
- Remote position with flexibility to work across time zones
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

