MSP Senior Systems Engineer

🏢 Red Cup IT · all Red Cup IT jobs
📍 United States
📅 Posted 2026-08-23 · via Himalayas
🏷 Systems-Administrator,Senior-Systems-Engineer,MSP-Engineer,Infrastructure-Engineering,Cloud-Infrastructure,Senior-Network-Systems-Engineer,Senior-Cloud-Systems-Engineer,Senior-Systems-Engineering,Senior-Solutions-Engineer,Systems-Engineer
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We are looking for an MSP Senior Systems Engineer is responsible for designing, implementing, and supporting client infrastructure across on‑premises and cloud environments for multiple managed services customers. They serve as a tier‑3 escalation point, lead projects such as cloud migrations and network refreshes, and ensure client environments are secure, stable, and well‑documented.

Key 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).

- Plan and execute migrations (e.g., Microsoft 365, Azure, on‑prem to cloud, server upgrades, domain consolidations) with minimal downtime.

- Manage and troubleshoot client networks including WAN/LAN, VPNs, switching, wireless, and firewalls (e.g., Cisco, Meraki, Palo Alto, SonicWall).

- Act as a tier‑3 escalation point for complex systems, network, and cloud issues, resolving incidents that exceed service desk capabilities.

- 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.

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

Required Qualifications

- 5+ years of experience designing, implementing, and supporting Windows‑based infrastructure in multi‑site or multi‑tenant environments.

- Prior experience working for a Managed Service Provider (MSP) or similar multi‑client service environment. MSP experience is often explicitly required.

- Strong expertise with:
- Windows Server, Active Directory, Group Policy, DNS, DHCP, file/print services.
- Virtualization platforms such as VMware and/or Hyper‑V.
- Microsoft 365 (Exchange Online, SharePoint, Teams) and related migration projects.

- Solid networking knowledge: 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).

Preferred Qualifications

- 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.

Originally posted on Himalayas

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