Remote VA is looking for an IT Support Specialist to join our team. As our go-to technical expert, you will ensure our team stays connected, secure, and productive by managing our Microsoft Cloud environment and maintaining our fleet of Windows devices.
What You'll Do
- Manage Windows 10/11 environments, user profiles, permissions, and device configurations.
- Administer Microsoft 365 and Microsoft Entra ID (Azure AD), including MFA setup and Azure-joined device management.
- Use the Windows toolkit (PowerShell, DISM, SFC, Event Viewer) to diagnose and resolve OS and startup issues.
- Troubleshoot IP configurations, DNS, VPN connectivity, and basic router/firewall hurdles.
- Perform diagnostics on desktops/laptops (SSD/NVMe, BIOS/UEFI) and manage printer connectivity (spooler issues, driver setups).
- Support the full Microsoft 365 suite (Outlook, Excel, Word), Dropbox, OneDrive, and browser-based applications.
- Maintain endpoint protection, conduct malware sweeps, and promote phishing awareness/security best practices.
What We're Looking For
- 2+ years in a dedicated IT Support or Help Desk role.
- Proficiency in Windows 10/11 administration.
- Familiarity with Microsoft Entra ID (Azure AD) and basic Azure environments.
- Awareness of Windows Server environments.
- Solid understanding of TCP/IP, DNS, and VPN protocols.
- Knowledge of antivirus/endpoint protection and secure document environments.
- Experience using command-line tools: CHKDSK, SFC, DISM, and Task Manager.
- Ability to interpret Event Viewer logs and Reliability Monitor data.
- Ability to explain technical concepts to non-technical users clearly.
- A methodical approach to system diagnostics and file recovery.
Nice to Have
- CompTIA A+, Network+, or Microsoft Modern Desktop Administrator certifications are a plus.
- Experience with RMM (Remote Monitoring & Management) tools.
- Knowledge of professional backup and disaster recovery solutions.
- Hands-on experience with custom PC builds or hardware upgrades.
Technical Stack
- Windows 10/11
- Microsoft 365
- Microsoft Entra ID (Azure AD)
- PowerShell
- DISM
- SFC
- Event Viewer
- TCP/IP
- DNS
- VPN
- Dropbox
- OneDrive
Work Mode
This is a fully remote, telecommute position open to candidates located in the Dominican Republic.
Remote VA is an equal opportunity employer.





