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IT Support Specialist

Top Prospect GroupBoston, MA🇺🇸United StatesPosted Sep 13, 2026

Why This Role Stands Out

Advance your IT career with Top Prospect Group, where you'll gain hands-on experience with servers, networks, and cloud technologies while tackling complex technical challenges in a collaborative environment. This on-site role is ideal for a mid-senior IT professional with strong Windows, Active Directory, and Microsoft 365 skills looking to expand their expertise and contribute to impactful projects. Apply now to join a reputable company offering competitive compensation and benefits.

Quick Overview

Seniority
Mid Senior
Work mode
On Site
Location
Boston, MA, United States
Posted
2 weeks ago
Active DirectoryDNS

Job Description

oin a collaborative IT team where you’ll tackle complex technical challenges, support diverse client environments, and build hands-on experience with servers, networks, and cloud technologies.

Onsite

50-60K plus benefits and mileage reimbursement

Windows, AD, O365, networking, O365 Admin, system administration, MSP experience, technical support, tickets, troubleshooting

Seeking a Level 2 IT Support Specialist. You’ll handle escalated tickets, troubleshoot infrastructure issues, and partner with senior engineers on technology projects.

Responsibilities

• Resolve escalated issues involving Windows Server, Active Directory, Microsoft 365, networking, and endpoint security.

• Troubleshoot DNS, DHCP, Group Policy, permissions, VPNs, and other infrastructure issues.

• Support Microsoft 365 administration, backups, patching, and monitoring.

• Handle complex workstation, imaging, application, and hardware issues.

• Assist with server upgrades, Microsoft 365 migrations, network refreshes, and onsite equipment replacements.

• Provide technical guidance to Tier 1 technicians and maintain accurate documentation.

• Participate in an after-hours on-call rotation.

Qualifications

• 3+ years of experience in IT support, systems administration, or a related role.

• Strong Windows troubleshooting and hands-on Active Directory and Microsoft 365 experience.

• Working knowledge of networking, including DNS, DHCP, VLANs, VPNs, and firewalls.

• Experience with servers, backups, patching, and endpoint security.

• Excellent communication skills and a customer-focused approach.

• Valid driver’s license and willingness to travel to client sites.

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