IT Support Specialist (On-Site/ M365 & Help Desk, 3-5 Yrs Experience)

The IT Support Specialist plays a crucial role in ensuring the smooth day-to-day operation of our IT environment. This is a hands-on, on-site role for a proactive problem-solver who enjoys variety: one day you might be setting up workstations and troubleshooting a large format printer, the next you’re building a Power BI report or running a phishing awareness campaign. You’ll be the go-to person for general computer support and questions, while also getting exposure to reporting, security, and AI-assisted workflow improvements. This role is based in Westborough, MA, with occasional travel to our Falmouth, MA office.

Job Responsabilities

End-User & Hardware Support

· Set up and configure workstations, laptops, monitors, and docking stations for new hires and office moves.

· Troubleshoot day-to-day user issues - hardware, email, connectivity, and general “how do I…?” computer questions.

· Support and service printers, including large format printers, and coordinate with vendors for repairs.

· Set up and maintain network equipment and connections, including Ethernet cabling.

· Maintain installed software, deploy updates, and teach users how to get the most out of the tools they have.

Reporting & Systems

· Build and maintain reports and dashboards using Power BI and Azure Synapse.

· Provision and manage user accounts in Microsoft 365, including license assignment.

· Support Dynamics 365 / Business Central users and serve as point of contact for vendor escalations.

· Explore and apply AI tools to improve internal workflows and reduce repetitive work.

Security

· Review system logs and antivirus alerts; assist with general security monitoring (Microsoft Sentinel, Entra, Meraki).

· Run user security awareness training, including phishing simulation campaigns.

· 3-5 years of experience in IT support, help desk, or a similar hands-on technical role.

· Working knowledge of Microsoft 365 administration (user management, Exchange, Teams, licensing).

· Strong troubleshooting instincts - comfortable researching and solving problems on your own, since you’ll be the only IT person on-site.

· Ability to explain technical things patiently to non-technical users, and to teach, not just fix.

· Valid driver’s license and willingness to travel locally between company locations as needed.

Nice to Have (we’ll help you grow into these)

· Experience with Power BI and/or Azure Synapse for reporting.

· Ability to write and troubleshoot SQL queries.

· Familiarity with Dynamics 365 and/or Business Central.

· Experience with Microsoft Intune device management.

· Exposure to security monitoring, antivirus management, or phishing simulation tools (e.g., Sentinel, Entra, KnowBe4).

· Interest in AI tools and workflow automation.

3.83.8 out of 5 stars Westborough, MA 01582 $67,500 - $72,500 a year - Full-time, Pulled from the full job description

• 401(k)
• Health insurance
• 401(k) matching
• Paid time off
• Dental insurance, * 401(k)
• 401(k) matching
• Dental insurance
• Health insurance
• Paid time off

Poster Compliance Center is a nationwide provider of labor law compliance services and posters, serving over 100,000 customers across various industries. As a family-owned, woman-operated company with over 30 years of experience, we are dedicated to delivering peace of mind to businesses by ensuring they remain fully compliant with the latest mandatory labor law posting requirements.