IT Systems Administrator

Role Overview We are seeking a versatile IT Systems Administrator to serve as the technological backbone of our daily operations. In this role, you will balance continuous Tier 1 frontline user support with critical Tier 2 and Tier 3 infrastructure management. You will manage our Microsoft Active Directory and Microsoft 365 environments—driving improvements to user Single Sign-On (SSO)—maintain legacy on-premise infrastructure, configure network hardware, and play a hands-on role in supporting our expanding, hardware-agnostic AI initiatives.

Key Responsibilities

Identity & Cloud Administration

• Identity & Access Management (IAM): Manage Microsoft Active Directory (AD) and Microsoft 365 environments. Take a leading role in implementing and improving Single Sign-On (SSO) capabilities across multiple internal platforms to streamline and secure user access.
• Microsoft 365 Administration: Manage licensing, user provisioning, and access control for Exchange Online, Teams, and related services.
• Security & Vendor Coordination: Manage Proofpoint Essentials integration, administer Adobe Creative Cloud licensing, and collaborate with our external security provider (CyberDuo) to resolve complex security and network issues.

Endpoint Management & User Support

• Help Desk Operations: Serve as the primary point of contact for continuous Tier 1 through Tier 3 technical support issues and service requests across Windows and macOS environments.
• User Administration: Manage user accounts, mailboxes, file share permissions, and prepare complete workstation setups for new hires.
• Endpoint Protection: Maintain enterprise security by deploying, scheduling, and verifying patches, OS updates, and ESET antivirus agents across laptops, desktops, and servers.
• Procurement: Manage the procurement lifecycle for computer hardware, software, and specialized IT supplies.

Internal Systems & Network Administration

• Server & Virtualization Management: Administer a legacy VMware vSphere/ESXi environment (VM provisioning, storage, backups) and manage three Windows Server domain controllers and a file server.
• Network Infrastructure: Configure and maintain network hardware, including Cisco and Ubiquiti switches and wireless access points.
• Operational Hardware: Configure and support Zebra Android devices and tablets used for warehouse operations and HR time/attendance (Paychex Kiosk App).
• System Integrations: Manage backend functions for StarShip and Lightspeed integrations, ensuring reliable label printing and email-related functionality.
• ISP & Telecommunications: Serve as the primary technical liaison for TPx and Spectrum internet services at both the Eastern and Charter locations, and provision company phone systems.
• Data Integrity: Perform weekly verification and maintenance of Synology backup systems.

AI Infrastructure & Innovation

• Assist in deploying, managing, and scaling flexible hardware infrastructure dedicated to self-hosted AI compute.
• Support the backend architecture for a variety of autonomous AI agent frameworks and local large language models (LLMs), maintaining a hardware- and software-agnostic approach.
• Collaborate on internal AI projects, helping integrate emerging AI tools into daily business workflows and ensuring compute resources are optimized.

Workload & Support Profile

• Tier 1 (Daily): Continuous phone and remote support for software/hardware issues, spam mail mitigation, and active network monitoring.
• Tier 2 (Weekly): Remote software configuration, deeper troubleshooting, AD/SSO management, M365 administration, and user access control (approx. 2–3 advanced cases per week).
• Tier 3 (Monthly): Hardware repair/maintenance for PCs, Macs, Zebra scanners, and HR kiosks. Preparation of 1–2 new hire workstations per month.

Qualifications

• Proven experience in an IT Support, Systems Administrator, or similar hybrid role.
• Strong, hands-on expertise with Microsoft Active Directory (AD) and Microsoft 365, with a proven track record of managing and improving Single Sign-On (SSO) across enterprise platforms.
• Experience managing networking equipment (Cisco, Ubiquiti) and virtualization platforms (VMware/ESXi).
• High enthusiasm for AI technology, with a willingness to learn and adaptively support scalable, agnostic AI hardware and software frameworks.
• Excellent problem-solving skills and the ability to pivot rapidly from user-facing support to backend technical administration.

Pay: $64,553.97 - $97,742.41 per year

Benefits:

• 401(k)
• 401(k) matching
• Dental insurance
• Flexible spending account
• Health insurance
• Life insurance
• Paid time off
• Vision insurance

Work Location: In person