Software Support Specialist Jobs in Reston, VA

At Trillion Technology Solutions, Inc. (Trillion), we build technology solutions that empower our team to do their best work in support of our clients. We are looking for a versatile, proactive, and sharp IT SystemsSupport Engineer to join our team to support our end users, cloud infrastructure, and network environment. If you are someone who enjoys solving a complex desktop issue in one hour and optimizing an AWS/Azure cloud environment or configuring a firewall the next, you will thrive and grow here.

The Role

You will provide top-tier desktop support to our team while managing and securing our hybrid cloud environments (AWSAzure), overseeing our network infrastructure, day-to-day security operations, and serving as our internal expert for Microsoft 365 and SharePoint. You will be a key point of contact for keeping our systems reliable, secure, and running smoothly.

NOTE: This is a hybrid position. The candidate will need to be local to the DMV area as this hire will need to be in the office as needed.

Key Responsibilities

• CloudInfrastructure Management: Administer, maintain, and optimize our cloud infrastructure across both AWS and Azure.
• DesktopEnd-User Support: Provide Tier 1/2/3 desktop support for Windows and macOS environments, troubleshooting hardware, software, and peripheral issues.
• M365SharePoint Administration: Manage the Office 365 suite, including user provisioning, Exchange Online, Teams, and SharePoint site architecture, permissions, and document libraries.
• Network Operations: Deploy, configure, and maintain network devices (LAN/WAN, firewalls, and VPNs). Ensure high availability and optimal network performance.
• IT SecurityCompliance: Implement and monitor security best practices across endpoints, networks, and cloud environments (IAM, MFA, conditional access

policies, and patch management). Monitor systems and respond to security incidents; support endpoint protection, patching, and access controls.

• Documentation: Maintain up-to-date documentation for network diagrams, IT policies, asset management, and standard operating procedures.
• Vendor coordination: Escalate and collaborate with vendors or senior engineers on complex issues.

Required:

• Experience: 3–5 years of experience in an IT Support, Systems Administration, or a related role.
• Cloud Proficiency: Hands-on experience managing resources within both AWS (EC2, S3, IAM) and Azure (Active Directory/Entra ID, Virtual Machines).
• Microsoft Ecosystem Expert: Deep knowledge of Office 365 administration and SharePoint management (including site creation, workflows, and permissions).
• Networking Foundations: Strong understanding of TCP/IP, DNS, DHCP, VLANs, VPNs, and firewall configuration.
• Security Mindset: Familiarity with endpoint security (EDR/Antivirus), identity management, and data loss prevention (DLP) strategies.
• Soft Skills: Excellent problem-solving skills, a customer-centric attitude, and the ability to explain complex technical concepts to non-technical users.
• Other: Ability to work on-site part of the week to support desktop hardware needs.

Preferred:

• Experience administering Microsoft 365 / Azure GCC High (Government Community Cloud) environments, including familiarity with strict compliance controls (NIST SP 800-171, CMMC, or ITAR).
• Certifications such as: AWS SysOps Administrator, Microsoft Certified: Azure Administrator (AZ-104), CompTIA Security+, or CCNA.
• Experience with scripting languages (PowerShell, Bash, or Python) for automation.
• Experience managing MDM solutions (e.g., Microsoft Intune, Jamf).

Trillion is an equal opportunity employer. Applicants are considered for positions without regard to race, religion, gender, native origin, age, disability, or any other category protected by applicable federal, state, or local law.