Trinity Cyber pioneered active network defense — preemptive security that surgically removes threats from live traffic before attackers can establish presence on endpoints and networks. While competing Detection & Response approaches demand alert triage and reactive firefighting, our Full Content Inspection™ capability meets adversaries in the network and cleans malicious content from protocols, code, and files in real time — with sub-millisecond inspection latency and near-zero false positives. Every day, we work at scale: protecting over 3 million users and processing 1.5 trillion content objects. As an IT Desktop Support Administrator, you will be responsible for supporting and maintaining the endpoint systems our teams rely on every day. This role focuses primarily on macOS laptops, Windows virtual desktop environments, and company-managed iPhones, while also supporting Linux-based environments as needed. We are looking for someone who combines strong technical troubleshooting ability with operational maturity and a security-first mindset. Due to federal contract requirements, only US citizens will be considered for hire. How We Work:

• Strategic Autonomy: We hire self-directed professionals who can independently manage technical issues, prioritize operational needs, and execute effectively without excessive oversight.
• Security-First Operations: Every system we deploy and maintain must align with the security requirements of a cybersecurity company operating in high-trust environments.
• Operational Discipline: We prioritize stability, repeatability, documentation, and process improvement over improvisation and unnecessary complexity.
• Remote Excellence: Enjoy the flexibility of a 100% remote role while collaborating with a high-caliber team that values technical integrity above all else.

What You’ll Do:

• Support Endpoint Operations: Provide Tier 1 and Tier 2 support for company-issued macOS laptops, Windows virtual desktop environments, and mobile devices.
• Maintain Secure User Access: Support onboarding, offboarding, MFA enrollment, VPN access, and identity management workflows.
• Troubleshoot Technical Issues: Diagnose and resolve operating system, hardware, networking, application, and endpoint security issues efficiently and methodically.
• Improve Operational Efficiency: Assist with automation, standardization, endpoint compliance, asset tracking, and lifecycle management initiatives.
• Collaborate Across Teams: Work closely with engineering, infrastructure, and security teams to ensure stable and secure endpoint operations.

Core Requirements:

• 10+ years of experience in desktop support, endpoint administration, or IT operations roles.
• Excellent communication and people skills.
• Strong experience supporting macOS environments and working with JAMF mobile device management.
• Experience supporting Windows virtual desktop environments and Linux (Alma) virtual machines.
• Experience managing and supporting company-issued iPhones and Apple mobile device ecosystems.
• Experience with Microsoft 365 administration, and supporting and troubleshooting issues with MS Office Suite.
• Experience working with Microsoft Entra (Azure Active Directory) for identity and access management.
• Knowledge and experience administering and handling issues related to Windows Server 2022+, Windows 11, AD, DHCP, Certificate Authority, Federated Services, file server share permissions.
• Experience administering systems running hypervisors especially VMWare, Horizons, VCenter.
• Familiar with managing and dealing with issues surrounding software licensing.
• Experience writing scripts for automation of routine tasks (Python, Powershell, Bash).
• Experience remotely troubleshooting issues with bare metal hardware.
• Familiarity with Linux systems administration concepts and basic troubleshooting (prefer Alma).
• Experience supporting remote users in distributed operational environments.
• Strong understanding of endpoint security principles including MFA, disk encryption, patch management, VPN technologies, and endpoint detection/response platforms.
• Relevant certifications such as CompTIA A+, Network+, Security+, Apple, or Microsoft certifications are a plus.
• Willingness to support occasional need to be onsite at company office (Bowie MD) a huge plus.

Why Join Us? You’ll be given the keys to a complex, high-speed environment where your work has immediate, tangible results. No red tape. No hovering managers. Just hard problems, a talented team, and a key role in helping to define the network security of the future.