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

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

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

Dragonfli Group offers a competitive benefits package designed to support the well-being and long-term security of our team members:

• Insurance — Comprehensive health, dental, and vision coverage
• Paid Time Off (PTO) and 11 Federal Holidays
• 401(k) with employer match
• Direct access to senior cybersecurity engineers and leadership — accelerated professional development in a hands-on, small-firm environment
• Opportunity to build deep client relationships and own your technical domain from day one

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.