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Systems Engineer at Red Cup IT, Inc.

Role overview

Qualifications

  • 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)

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

About the company

Red Cup IT logo

Red Cup IT

IT Services & IT Consulting

Red Cup IT is an enterprise-grade IT firm that provides MSP, MSSP, Project Delivery, and Skill Augmentation solutions. We have been in business for twelve years and support clients across the United States. Our hallmark is the delivery of skillsets in more than 100 IT solutions and SaaS applications. Red Cup IT’s technical staff constantly cross-train across their specializations. Our company culture is unusual for firms of our nature. We strongly believe in IT skill transfer and knowledge sharing. Our customers’ business and IT leaders appreciate that we take care of the technical details so that they can focus on their strategic and business missions. Our end users appreciate the white glove support we provide. We focus on vendor relationship development and know how to get the most out of our partnerships on behalf of our clients.

Company details

Company typeSME
IndustryIT Services & IT Consulting
Company size11 - 50

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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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Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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