Dominican Republic Remote (Country)

Remote VA is hiring an IT Support Specialist

About the Role

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.

Required Skills
Windows 10/11Microsoft 365Microsoft Entra ID (Azure AD)PowerShellDISMSFCEvent ViewerTCP/IPDNSVPNWindows ServerHelp DeskIT Support
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Job Details
Category infrastructure
Posted 8 days ago