System Administrator

We are seeking a skilled and proactive Helpdesk Specialist / Junior Systems Administrator for a 3-month contract. In this dual-focus role, you will provide top-tier end-user support while handling foundational systems administration tasks, with a heavy emphasis on Microsoft 365 environments. While this position is primarily remote, you will serve our Boston-based team and must live within 30 minutes of Boston to assist with occasional hand-on hardware deployments, equipment imaging, or urgent on-site troubleshooting. Will need to be able to reach office in 30 minutes to support any tech emergencies if needed. Key Responsibilities: End-User Support & Helpdesk Serve as the primary point of contact for remote and local employees experiencing technical issues (hardware, software, network, and access). Diagnose, troubleshoot, and resolve Tier 1 and Tier 2 helpdesk tickets with a high level of customer service and responsiveness. Provision, image, and ship laptops (Windows/Mac) and peripherals for onboarding employees; coordinate the return of equipment for offboarding. Handle end-to-end Microsoft 365 (Office 365) setups, including creating user accounts, configuring mailboxes, assigning licenses, and setting up distribution groups/shared mailboxes. Manage user permissions and access control via Microsoft Entra ID (formerly Azure Active Directory) and/or local Active Directory. Configure and troubleshoot M365 applications (Teams, SharePoint, OneDrive, Outlook) for end-users. Assist with basic network troubleshooting (VPN connectivity, Wi-Fi, home internet configurations for remote workers). Required Experience: 2+ years of experience in an IT Helpdesk, Technical Support, or Junior SysAdmin role. Strong M365 Experience: Proven track record of configuring Office 365 accounts, provisioning mailboxes, and managing basic tenant settings. Proficient with Active Directory / Microsoft Entra ID user administration. Strong troubleshooting skills across Windows 10/11 and macOS environments. Experience utilizing MDM tools (e.g., Intune, Jamf) for device deployment is a major plus. Location & Contract Requirements: Must be physically located within a 30-minute radius of Boston, MA. Must have a reliable home internet connection and a dedicated quiet workspace. #J-18808-Ljbffr