As a Systems Engineer at Red Cup IT, you aren't just a "fixer"—you are a strategic consultant for our clients. You will serve as the final escalation point for complex technical issues and the primary architect for infrastructure projects. This role requires a blend of deep technical expertise in virtualization, cloud architecture, and networking, combined with the ability to manage multiple client environments simultaneously.
Key Responsibilities- Project Leadership: Design and execute high-level projects, including server migrations (Physical to Virtual), Microsoft 365/Azure migrations, and network overhauls.
- Tier 3 Escalation: Act as the ultimate technical authority for the support team, resolving high-impact issues related to server crashes, core networking, and security breaches.
- Infrastructure Management: Proactively maintain and optimize client environments using our RMM and PSA toolsets to ensure 99.9% uptime.
- Standardization & Security: Implement and enforce security best practices (MFA, EDR, Backup verification) and technical standards across a diverse client base.
- Documentation: Maintain impeccable records of client configurations, network diagrams, and procedural "runbooks" within our documentation platform.
- Strategic Consulting: Assist account managers in "Technical Business Reviews" by identifying hardware lifecycles and recommending technology upgrades that align with client goals.
- Experience: 5+ years in a Systems Admin or Engineer role (MSP experience highly preferred).
- Cloud: Expert-level knowledge of Microsoft 365 (Exchange Online, SharePoint, Intune) and Azure (VMs, VNETs, Azure AD/Entra ID).
- Virtualization: Deep proficiency with VMware ESXi or Microsoft Hyper-V (clustering, SAN management).
- Networking: Strong understanding of TCP/IP, DNS, DHCP, VLANs, and VPNs. Experience configuring business-class firewalls (e.g., Fortinet, SonicWall, or Cisco Meraki).
- Backup/DR: Experience with enterprise backup solutions like Veeam, Datto, or Acronis.
- Tools: Familiarity with RMM/PSA tools (e.g., ConnectWise, NinjaOne, Autotask).
- The "Chameleon" Factor: Ability to switch gears between different client cultures and technical stacks rapidly.
- Ownership: A "the buck stops here" mentality regarding technical problems.
- Communication: Ability to explain a $20k SAN replacement to a non-technical CEO in terms of "business risk" rather than "gigabytes."
Skills Required
- 5+ years in Systems Admin or Engineer role
- Expert-level knowledge of Microsoft 365 and Azure
- Deep proficiency with VMware ESXi or Microsoft Hyper-V
- Strong understanding of networking (TCP/IP, DNS, DHCP, VLANs, VPNs)
- Experience with enterprise backup solutions
What We Do
Red Cup IT is an enterprise-grade IT firm that provides MSP, MSSP, Project Delivery, and Skill Augmentation solutions. We have been in business for twelve years and support clients across the United States. Our hallmark is the delivery of skillsets in more than 100 IT solutions and SaaS applications. Red Cup IT’s technical staff constantly cross-train across their specializations. Our company culture is unusual for firms of our nature. We strongly believe in IT skill transfer and knowledge sharing. Our customers’ business and IT leaders appreciate that we take care of the technical details so that they can focus on their strategic and business missions. Our end users appreciate the white glove support we provide. We focus on vendor relationship development and know how to get the most out of our partnerships on behalf of our clients.
