IT Technician II

Location: Northeastern Massachusetts and Southern New Hampshire

Salary: $80,000-$100,000

Work Location: Our office and client sites

Employment Type: Full-time

We are seeking an experienced IT Technician II to support and maintain IT environments for our small and midsized business clients. This position includes technical support, systems administration, troubleshooting, and project work.

The technician will work with Microsoft 365, Windows workstations and servers, identity management, endpoint security, and other technologies used across our client environments. The role requires the ability to manage assigned work independently, communicate with clients, and document work accurately.

• Troubleshoot and resolve technical issues involving Windows 11, Windows Server and Microsoft 365 including Exchange Online, Teams, SharePoint, and One Drive.
• Administer Active Directory and Microsoft Entra , including user accounts, permissions, MFA, and Conditional Access.
• Monitor client systems, manage patching, investigate alerts, and perform remediation using Ninja RMM.
• Manage service tickets, record work performed, and track issue resolution using Connect Wise PSA.
• Troubleshoot email delivery, endpoint security, backup, and other systems used in client environments.
• Perform remote support and onsite client visits.
• Assist with Microsoft 365 deployments and migrations, system upgrades, and other IT projects.
• Maintain accurate documentation of systems, configurations, troubleshooting, and changes.
• Follow established technical and security standards.
• Escalate complex issues when necessary and communicate status and next steps to clients and teammates.

• Previous experience in an MSP or similar IT support environment.
• Working knowledge of Microsoft 365, Active Directory, Microsoft Entra , Windows 11, and Windows Server.
• Experience with user and access management, MFA, permissions, patching, and endpoint troubleshooting.
• Familiarity with RMM tools and PSA ticketing systems.
• Strong troubleshooting, organizational, and customer service skills.
• Ability to manage assigned tasks and communicate effectively with clients.
• Valid driver's license and ability to travel to client locations.

Microsoft certifications, Power Shell experience, and familiarity with endpoint security, Backup and email security platforms are preferred.

• Annual salary of $80,000-$100,000, based on experience and qualifications.
• Quarterly profit-sharing opportunities.
• 18 days of paid time off.
• Nine paid holidays.
• Medical insurance with employer contribution.
• Simple IRA with employer match up to 3%.
• Pre-Tax Benefit Plan through TASC.
• Optional Aflac coverage.