IT Support Specialist

Dragonfli Group is a cybersecurity and IT consulting firm providing services to federal, state, and municipal government agencies as well as Fortune 100 enterprises. Headquartered in Washington, DC, Dragonfli supports clients in securing mission-critical systems across on-site, hybrid, and fully remote environments.

We are a small, agile firm where every team member owns their work and has direct access to senior leadership and experienced cybersecurity engineers. You will not be a number here — you will grow, contribute, and make a visible impact from day one.

We are seeking an IT Support Specialist to provide dedicated on-site and remote IT support to a local client in the Rappahannock County, Virginia area. This is a full-time, locally based position. The successful candidate must be willing and able to report on-site to client locations in the Washington, VA area on a regular basis and must reside within 30–40 minutes of Washington, VA.

This role serves as the primary IT point of contact for the client, handling day-to-day support, endpoint management, and basic security operations for an environment of 70+ users. Direct escalation support is provided by Dragonfli's senior engineering team. Candidates with 0–4 years of IT support or systems administration experience are encouraged to apply.

Primary Responsibilities

• Provide Tier 1 and Tier 2 helpdesk support for end users across multiple client offices
• Manage and maintain Windows endpoints, user accounts, and Google Workspace (70+ users)
• Support and monitor VoIP phone infrastructure and fiber network environment
• Manage wireless access points and perform basic network monitoring
• Support local ERP/finance administration systems (training provided)
• Coordinate hardware procurement, setup, and lifecycle management
• Produce monthly IT status reports for client leadership
• Escalate security events and complex issues to the senior engineering team
• Maintain accurate documentation of the environment, configurations, and support activities
• Operate and maintain vulnerability management and endpoint detection and response (EDR) tooling

Technologies

• Windows OS (workstation and server administration)
• Google Workspace (administration for 70+ users)
• VoIP phone systems and fiber network infrastructure
• Wireless access point management
• ERP and finance administration platforms
• Endpoint Detection and Response (EDR) tools
• Vulnerability management scanning platforms
• TCP/IP, DNS, DHCP, and VLAN-based networking

Requirements:

Must-Have Qualifications

• 0–4 years of hands-on IT support or systems administration experience
• Experience supporting Windows endpoint environments
• Working knowledge of Google Workspace administration
• Foundational networking knowledge: TCP/IP, DNS, DHCP, and VLAN fundamentals
• Valid Virginia driver's license and reliable personal transportation
• Must reside within 30–40 minutes of Washington, VA (Rappahannock County area)
• Ability to report on-site to client locations in the Washington, VA area on a regular basis
• Strong written and verbal communication skills with professional presence in government client environments
• Self-starter capable of operating independently day to day without direct supervision
• Ability to obtain and maintain a background check clearance as required by the client

Desired / Preferred Qualifications

• CompTIA A+, Network+, or Security+ certification (strongly preferred)
• Familiarity with endpoint detection and response (EDR) tools and vulnerability scanning platforms
• Prior experience supporting government or highly regulated client environments
• Experience with VoIP systems and wireless access point management
• Exposure to ERP or financial administration systems
• Working knowledge of cybersecurity fundamentals and security event triage
• Experience producing client-facing IT status reports or documentation

Skill(s):

Technical Skills

• Windows OS administration — endpoint configuration, patching, and account management
• Google Workspace administration — user provisioning, group management, and security settings
• Networking fundamentals — TCP/IP, DNS, DHCP, VLAN configuration, and basic troubleshooting
• Wireless access point deployment and management
• VoIP infrastructure support and troubleshooting
• EDR and vulnerability management tool operation
• Hardware lifecycle management — procurement, imaging, deployment, and decommissioning
• IT documentation — environment diagrams, configuration records, and support logs
• Basic security operations — log review, event escalation, and security posture awareness

Professional Skills

• Clear and professional communication with non-technical end users and government client stakeholders
• Strong organizational skills and attention to detail in documentation and reporting
• Ability to manage competing priorities and self-direct daily workload without close supervision
• Collaborative mindset with willingness to escalate appropriately to senior engineers
• Adaptability in a fast-paced, small-firm environment with evolving client needs
• Demonstrated reliability and professional presence in on-site client-facing settings

Travel:

This role requires regular travel via automobile within the Rappahannock County, Virginia area. Interested candidates must have a valid Driver's License and reliable transportation.