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Open nowPosted 31 days ago

Senior MSP Engineer

Red Cup IT, Inc.20 open roles

Where
Los Angeles, California, United States, Remote
Work mode
Remote
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Your applicationOpen nowSenior MSP EngineerRed Cup IT, Inc. · Los Angeles, California, United States, Remote

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  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Red Cup IT, Inc.'s own form.

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The clock on this job

Early applications get read.

8.2% of postings close within 7 days. Measured by our own scanner across the market.

Share of postings closed within
  1. 1.8%1 day
  2. 3.6%3 days
  3. 8.2%7 days
  4. 15.2%14 days
  5. 34.0%30 days
This job: posted 31 days ago

The posting

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.

Key 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.

Required Qualifications

  • 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.

Preferred Qualifications

  • 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.

Core Competencies

  • Customer‑centric mindset and strong sense of ownership.
  • Analytical and systematic problem solving.
  • Clear written and verbal communication with non‑technical stakeholders.
  • Team collaboration and willingness to coach others.
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