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Salary
≈ $86k – $164k per year (Estimated)
Location
Remote (United States)
Seniority
Senior · 5+ years exp
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 1, 2026. First seen by Alion on Sep 6, 2026.

Overview
Company
Impact
Profile match
Cybersecurity as a Service Red Cup IT is purpose-built to provide Advanced Cybersecurity and IT services to mid-sized companies and enterprises.

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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