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Systems Engineer at Red Cup IT, Inc.

Roles & Responsibilities

  • Several years of experience in systems engineering or administration, ideally in an MSP or multi-client environment
  • Strong knowledge of Windows Server, Active Directory, Group Policy, DNS, DHCP, and Microsoft 365; experience with virtualization platforms (VMware vSphere/ESXi, Hyper-V)
  • Solid understanding of networking fundamentals (VLANs, VPNs, routing, switches, firewalls); familiarity with backup/DR tools and RMM/PSA platforms (Datto, Veeam, ConnectWise, Autotask)
  • Scripting/automation experience (PowerShell); exposure to Azure AD/Azure IaaS and security best practices (MFA, endpoint protection)

Requirements:

  • Monitor, maintain, and administer client servers, workstations, and network devices (Windows Server, desktops, switches, firewalls, Wi-Fi)
  • Respond to and resolve Level 2/3 support tickets and escalations
  • Plan, design, and implement infrastructure projects such as server builds, virtualization, cloud migrations, and security improvements
  • Manage Microsoft 365 and related cloud services (Exchange Online, Teams, SharePoint, Intune), including migrations and ongoing administration

Job description

We are looking for an MSP Systems Engineer who is responsible for maintaining, supporting, and improving client IT environments across on‑premises and cloud infrastructure, ensuring high availability, security, and performance for multiple customers in a fast‑paced managed services setting.

Key Duties and Responsibilities:

  • Monitor, maintain, and administer client servers, workstations, and network devices (Windows Server, desktops, switches, firewalls, Wi‑Fi).
  • Respond to and resolve Level 2/3 support tickets and escalations.
  • Plan, design, and implement infrastructure projects such as server builds, virtualization, cloud migrations, and security improvements.
  • Manage Microsoft 365 and related cloud services (Exchange Online, Teams, SharePoint, Intune), including migrations and ongoing administration.
  • Configure and support Active Directory, Group Policy, DNS, DHCP, VPN, and remote access solutions.
  • Maintain backup and disaster recovery solutions, regularly verify backups, and participate in restoration testing.
  • Ensure systems are patched, secure, and compliant with best practices and client policies.
  • Document configurations, procedures, and project work; contribute to internal knowledge base.
  • Collaborate with project managers, vendors, and internal teams; provide guidance to junior engineers as needed.

Required Skills and Experience:

  • Several years of experience in systems engineering or administration, ideally in an MSP or multi‑client environment.
  • Strong knowledge of Windows Server, Active Directory, Group Policy, DNS, DHCP, and Microsoft 365.
  • Experience with virtualization platforms (VMware vSphere/ESXi, Hyper‑V).
  • Solid understanding of networking fundamentals: VLANs, VPNs, routing, switches, and firewalls.
  • Familiarity with backup/DR tools and RMM/PSA platforms (e.g., Datto, Veeam, ConnectWise, Autotask).
  • Strong troubleshooting, documentation, and customer service skills, with the ability to manage multiple client environments at once.

Preferred Qualifications:

  • Scripting/automation experience (PowerShell).
  • Exposure to Azure AD, Azure IaaS, and security best practices (MFA, endpoint protection).
  • Relevant certifications (e.g., Microsoft, VMware, Cisco, security).

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