Company Overview
We’re a Managed Service Provider looking for a Level 2 IT Systems Administrator with strong MSP experience to join our high-performing team! If you thrive in a fast-paced, client-facing environment and are ready for a role where your skills make a real impact, we want to talk.
In this position, you’ll be the primary point for escalated support and handling small-to-medium-sized projects across various client environments. You’ll collaborate closely with senior engineers and client stakeholders to resolve complex issues, maintain systems, and ensure smooth infrastructure operations.
Day-to-Day Responsibilities
- Handle a mix of Tier 2 escalations and system/network administration tasks.
- Support Microsoft 365, Azure, Windows Server, Active Directory, and Exchange environments.
- Manage firewall rules, VPNs, switches, and Wi-Fi (e.g., SonicWall, Fortinet, Cisco, Ubiquiti).
- Perform patch management, backups, and proactive system monitoring using RMM tools.
- Assist with onboarding new clients, execute minor project tasks, and escalate complex work when necessary.
Requirements
- 2+ years of experience in a Managed Service Provider (MSP) environment.
- Strong troubleshooting skills across Windows-based environments, Microsoft 365, and networking fundamentals.
- Familiarity with ConnectWise, Autotask, Datto, Kaseya, or similar PSA/RMM platforms.
- Ability to prioritize and manage multiple tickets across various client environments seamlessly.
- Clear, professional written and verbal communication with both team members and clients.
Salary & Benefits
- Salary: $75,000 – $85,000
- Health, Dental, and Vision Insurance
- PTO + Paid Holidays
- Certification + Travel Reimbursement
The Massachusetts Property Insurance Underwriting Association is seeking a Support Systems Administrator to join our IT Department. We offer an excellent benefits package, a matching 401(k) program, and are conveniently located in Government Center.
This position requires an Associate or Bachelor’s degree in computer science, information systems, or a related discipline, or an equivalent combination of education, training, or experience. You’ll also need 2-4 years of experience in configuring and managing VMware Horizon VDI, ESX virtualization, MS Server OS, Windows 11, Active Directory, Microsoft Purview & Azure, and general networking protocols. Strong knowledge of backup and data protection methodologies is essential. Experience with Veeam software, S3 object storage, and SAN storage administration is preferred. Proficiency with scripting and automation tools is required.
The ideal candidate will possess excellent analytical, evaluation, and troubleshooting skills, along with strong organizational, research, communication, and time management abilities to handle multiple projects simultaneously. A solid understanding of implementing and developing IT operations best practices and procedures is crucial. Systems administration and IT certifications in Microsoft, VMware, or other network-related fields are desirable.
Responsibilities
As a Support Systems Administrator, you will be responsible for:
- Administering the day-to-day operations and maintenance of the VM Horizon environment, servers, and components. This includes configuring static VM desktops and Horizon VDI “gold images,” and administering Horizon desktop pools, including DEM, patching, thin-client, and PC access.
- Maintaining and installing all applications required for remote users on the Horizon images. You’ll ensure proper security controls to prevent unauthorized access to applications (e.g., ensuring financial users only access financial apps) and perform component upgrades as needed.
- Executing established backup strategies to ensure adequate archival integrity of production servers, files, and databases. This involves creating and maintaining backup job schedules, configuring new servers for backup, processing user requests for file recovery, providing periodic backup recovery testing, and documenting results.
- Maintaining current images for Disaster Recovery (DR) VDI and Mobile Claims Unit PCs.
- Administering user accounts via Active Directory and group policies, ensuring proper security controls.
- Resolving PC problems that are beyond the scope of the Technical Support Specialist, and identifying recurring PC problems to prevent or lessen their frequency.
- Supporting the Teams IP phone system and Five9 call center configurations. You’ll handle all service calls and software upgrades, and act as the liaison between the phone vendor and IT management for related issues.
- Staying current with emerging technologies relevant to this position.
- Providing backup support to the Production Support Analyst and Technical Support Specialist.
- Performing all other duties and projects as assigned.
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