Senior MSP Engineer

Red Cup IT, Inc.•Los Angeles, CA

About The Position

We are looking for a Senior MSP Engineer is responsible for designing, implementing, and supporting client IT infrastructure across on‑premises and cloud environments within a managed services model. They act as a senior technical escalation point, lead complex projects and migrations, and help standardize and improve service delivery processes.

Requirements

5+ years of experience in an MSP or multi‑client IT services environment in a systems/network engineering role.
Strong hands‑on experience with Microsoft Windows Server, Active Directory, Group Policy, DNS, DHCP, file/print services.
Proficiency with virtualization technologies (VMware and/or Hyper‑V).
Solid networking knowledge: TCP/IP, VLANs, VPNs, firewalls, routing, switching, and Wi‑Fi.
Experience administering Microsoft 365 (Exchange Online, SharePoint, OneDrive, Teams) and Azure AD/Entra ID.
Familiarity with RMM and PSA platforms used in MSPs (e.g., ConnectWise, Autotask, N‑able, Datto, etc.).
Strong troubleshooting skills across servers, networks, and endpoints in heterogeneous environments.
Excellent documentation, communication, and customer‑facing skills.
Ability to prioritize and manage multiple tickets and projects in a fast‑paced, SLA‑driven environment.

Nice To Haves

Experience designing and executing cloud migrations (Microsoft 365, Azure, or AWS).
Experience with security tools and concepts (MFA, conditional access, email security, EDR, zero‑trust principles).
Relevant certifications such as MCSA/MCSE, AZ‑104/305, CCNA/CCNP, VMware, or similar.
Prior experience in a senior, lead, or mentoring role within an MSP.

Responsibilities

Provide Tier 2/3 escalation support for servers, networks, cloud services, and line‑of‑business applications.
Design, implement, and support Windows Server, Active Directory, virtualization (VMware/Hyper‑V), storage, and backup solutions.
Plan and execute migrations and deployments (e.g., Microsoft 365/Exchange Online, Azure/AWS workloads, server upgrades, network refreshes).
Configure and manage networking: firewalls, switches, VLANs, VPNs, Wi‑Fi, and routing for SMB/enterprise clients.
Administer cloud platforms such as Microsoft 365, Azure AD, Intune, and other SaaS services commonly used in MSP environments.
Use RMM and PSA tools to monitor systems, remediate alerts, manage tickets, and document all work accurately.
Perform security hardening and remediation: patching, configuration baselines, identity and access controls, backup/DR validation, and endpoint protection.
Lead or participate in client onboarding, technical assessments, and standardization initiatives.
Create and maintain technical documentation, runbooks, and diagrams for client environments.
Mentor junior engineers and service desk staff, providing guidance on best practices and troubleshooting approaches.
Participate in on‑call rotations and provide after‑hours support for critical incidents when required.
Collaborate with account management to provide technical input for roadmaps, proposals, and client strategy.