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IT/Systems Support - Level 2

Madison-Davis

Long Island, REMOTE

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JOB DETAILS
SKILLS
Authentication, Business Support, Communication Skills, Customer Relations, Customer Support/Service, DHCP (Dynamic Host Configuration Protocol), DNS (Domain Name System), Desktop Administration, Desktop PC, Documentation, Endpoint Security, Firewalls, Follow Through, Help Desk, Identify Issues, Information Technology & Information Systems, Laptop PC, Licensing, Microsoft Active Directory, Microsoft Hyper-V, Microsoft Product Family, Microsoft SharePoint, Microsoft Windows Desktop, Microsoft Windows Server, Microsoft Windows System Administration, Mobile Devices, Network Administration/Management, On Site Support, Printers, Problem Solving Skills, Scripting (Scripting Languages), Server Maintenance, Small Business, Systems Administration/Management, Systems Engineering, TCP/IP (Transmission Control Protocol/Internet Protocol), Technical Support, VMWare, VPN (Virtual Private Network), Warehousing, Wi-Fi, Windows PowerShell
LOCATION
Long Island, REMOTE
POSTED
1 day ago

A growing technology services provider supporting small and mid-sized businesses is hiring a Level 2 IT Support Technician / Systems Support Engineer. This role is ideal for someone who enjoys hands-on troubleshooting, direct client interaction, and the opportunity to work across desktops, Microsoft 365, servers, networking, and project-based support.

The position starts onsite for training and shadowing, then transitions into a primarily remote model once fully ramped. Onsite client visits are required only when issues cannot be resolved remotely or when project work requires hands-on support.

RESPONSIBILITIES
  • Provide phone, remote, and occasional onsite support for business clients.
  • Troubleshoot Windows desktops, laptops, printers, applications, and end-user issues.
  • Administer Microsoft 365, including users, email, Teams, SharePoint, licensing, and authentication.
  • Support Active Directory, Group Policy, user provisioning, permissions, and file shares.
  • Assist with Windows Server administration, server maintenance, and infrastructure tasks.
  • Troubleshoot basic network issues involving DNS, DHCP, VPN, Wi-Fi, and connectivity.
  • Help with PC deployments, client moves, office buildouts, and new system rollouts.
  • Use ticketing and remote management tools to document issues and drive resolution.

QUALIFICATIONS
  • 2 to 4 years of IT support, help desk, desktop support, or MSP experience.
  • Strong Windows desktop troubleshooting skills.
  • Experience supporting Microsoft 365 in a business environment.
  • Working knowledge of Active Directory and Group Policy.
  • Basic understanding of networking concepts, including TCP/IP, DNS, DHCP, VPNs, and Wi-Fi.
  • Ability to support multiple client environments with professionalism and urgency.
  • Clear communication skills and comfort working directly with business users.
  • Strong follow-through, documentation habits, and ownership of assigned issues.
  • Reliable transportation for occasional onsite client visits across the region.

PREFERRED EXPERIENCE
  • Managed Service Provider experience.
  • RMM / PSA tool experience, such as Kaseya, ConnectWise, or similar platforms.
  • Exposure to VMware, Hyper-V, firewalls, backup tools, or endpoint security.
  • PowerShell, scripting, or automation exposure.
  • Experience supporting handheld scanners, warehouse devices, or small business infrastructure.

How We Work
  • Client service comes first, with a focus on responsiveness and professionalism.
  • Most issues are handled remotely, but onsite support is provided when needed.
  • Team members are expected to learn quickly, ask good questions, and document their work.
  • The environment is varied, practical, and hands-on.
  • This is a strong fit for someone who wants to grow beyond basic desktop support.

About the Company

M

Madison-Davis

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