Red Cup IT, Inc.

Red Cup IT, Inc.

MSP Senior Systems Engineer

Los Angeles, CA · Senior

Sponsorship not specifiedDetected 173 days ago
PowerShellAWSAzureCloud PlatformsCybersecuritySystems EngineeringTCP/IPDNSFirewallCiscoCommunicationSharePoint

About the role

  • Mentor junior engineers/technicians and contribute to improving internal processes, standards, and automation.

Responsibilities

  • Design, deploy, and support servers, storage, and virtualization platforms (VMware/Hyper‑V) for multiple clients in an MSP setting.
  • Implement and support Microsoft technologies including Windows Server, Active Directory, Group Policy, Microsoft 365/Office 365, and Exchange (on‑prem and cloud).
  • Manage and troubleshoot client networks including WAN/LAN, VPNs, switching, wireless, and firewalls (e.g., Cisco, Meraki, Palo Alto, SonicWall).
  • Monitor and maintain client environments using RMM and other MSP toolsets, ensuring patching, backups, and security baselines are in place.
  • Implement and maintain security controls such as MFA, conditional access, endpoint protection, and email security (e.g., Mimecast, Proofpoint). ​ Document client environments, architectures, standards, and procedures; maintain accurate records in PSA and knowledge base systems (e.g., ConnectWise).
  • Lead or contribute to infrastructure and cloud projects, including network refreshes, server replacements, and modernization initiatives.
  • Provide high‑quality client communication, act as a trusted technical advisor, and help manage expectations around scope, timelines, and risk.

Requirements

  • 5+ years of experience designing, implementing, and supporting Windows‑based infrastructure in multi‑site or multi‑tenant environments.
  • MSP experience is often explicitly required.

Nice to have

  • Relevant certifications such as Microsoft (Azure/Windows Server/M365), VMware, Cisco, or similar.
  • Experience with SAN/NAS storage, converged/hyper‑converged infrastructure, and backup/DR solutions.
  • Scripting/automation skills (e.g., PowerShell) to streamline recurring tasks and standardize deployments.
  • Experience with zero‑trust/security‑focused designs, including conditional access, identity protection, and advanced email/security tools.
  • TCP/IP, VLANs, VPNs, routing/switching concepts, and firewall configuration/troubleshooting.
  • Hands‑on experience with Azure and/or AWS for IaaS/PaaS workloads, including connectivity and identity integration.
  • Proven experience troubleshooting complex performance, connectivity, and authentication issues across systems and networks.
  • Strong documentation skills and familiarity with PSA/RMM tools commonly used by MSPs (e.g., ConnectWise, similar platforms).

Skills

  • Plan and execute migrations (e.g., Microsoft 365, Azure, on‑prem to cloud, server upgrades, domain consolidations) with minimal downtime.
  • Act as a tier‑3 escalation point for complex systems, network, and cloud issues, resolving incidents that exceed service desk capabilities.
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