System Administrator / Field Service Representative with Active Secret Clearance

Relocation Assistance offered to Winnipeg, Canada

Widescope is seeking a Field Service Representative (SysAdmin) to support the United States Air Force in advancing cloud-based command and control (CBC2) capabilities aligned with the Joint All Domain Command and Control (JADC2) vision.

This role supports mission-critical systems requiring secure access, strict compliance, and hands-on infrastructure expertise across enterprise environments.

Critical / Non-Negotiable Requirements (Must Haves)

• Active Secret Clearance
  • Required for role eligibility and system access
  • Candidates must already hold or be eligible and able to obtain immediately
• Windows server group policy
• Virtual machines
• Linux
• Cisco CLI
• Pfsense 
• Windows Active Directory
• Windows 11 install procedures
• High-level network cable troubleshooting

Core Responsibilities

• Perform day-to-day operational support, maintenance, and upgrades for enterprise systems, servers, and workstations
• Manage and administer Windows Server environments (physical and virtual)
• Configure and maintain Active Directory, including:
  • Group Policy Objects (GPOs)
  • DNS, DHCP, and domain services
• Manage user permissions, access controls, and storage systems (e.g., NTFS, network shares)
• Monitor system performance, troubleshoot issues, and ensure uptime and reliability
• Execute system backups, recovery processes, and data integrity controls
• Support system modernization and infrastructure improvements
• Maintain compliance with IT policies, security standards, and configuration management practices

Required Technical Experience (Heavily Evaluated)

• Strong, hands-on experience with:
  • Windows Server administration
  • Active Directory environments
  • Permissions and storage management (NTFS, file shares, etc.)
• Experience troubleshooting enterprise infrastructure in secure environments
• Ability to clearly articulate step-by-step technical approaches (“walk me through how you would…”)

Preferred / Supporting Experience

• Experience with Azure cloud environments and infrastructure-as-code (e.g., Terraform)
• Familiarity with scripting (PowerShell, Bash)
• Experience with ticketing systems (ServiceNow, Remedy, etc.)

Additional Considerations

• Prior military or government experience is a plus but not required
• Candidates must demonstrate ability to operate in structured, security-sensitive environments
• Older infrastructure experience is acceptable if the candidate can clearly demonstrate current applicability and depth of knowledge
• Must be able to obtain DoD 8570 IAT Level II Certification (e.g., Security+ CE or equivalent)
  • Required for system access and permissions

This role prioritizes security compliance (SEC+ and clearance) and hands-on Windows/Active Directory infrastructure expertise above all else. Candidates should be prepared for scenario-based technical interviews to validate real-world capabilities.