Senior MSP Systems Engineer

Job not on LinkedIn

🕒 January 31

🏄 California – Remote

🏄 California – Remote

⏰ Full Time

🟠 Senior

⚙️ Systems Engineer

Apply Now

Find Similar Remote Jobs

Set Up Email Alert For New Jobs

📊 Check your resume score for this job

Improve your chances of getting an interview by checking your resume score before you apply.

Upload Resume

Red Cup IT

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2009

💼 Consulting

📦 Logistics

🔒 Cybersecurity

Consulting • Logistics • Cybersecurity

Red Cup IT is a Managed Service Provider (MSP) specializing in cybersecurity, compliance, and virtual CIO services for mid-sized companies and enterprises. The company is dedicated to providing advanced cybersecurity solutions, IT operations support, and managing complex projects while ensuring a cooperative relationship with clients' in-house IT teams. With a comprehensive focus on security, Red Cup IT offers services including IT skill augmentation, project delivery, and cloud management, all tailored to deliver effective and secure IT environments for its clients.

📋 Description

• 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.

🎯 Requirements

• 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).