Job Description

Step into a high-impact, client-facing technical role at a security-focused, Microsoft-first Managed Service Provider with over 20 years of success. We work with fast-moving clients in healthcare, retail, government, and nonprofit sectors—providing fully managed IT and cybersecurity services that prioritize security, standardization, and strategic growth.

We’re looking for a System Administrator / Technical Alignment Manager who thrives on process, loves technical detail, and understands the importance of building strong client relationships. This isn’t a help desk or sales role—you’ll be out front, helping our clients stay aligned with IT best practices and minimizing reactive issues before they start.

What You’ll Do:

• Serve as the technical face of the organization for a group of assigned clients
• Conduct regular onsite visits and proactive technical assessments
• Identify risks and areas of misalignment and communicate them to vCIOs
• Ensure hardware, software, and infrastructure stay current and standardized
• Support Microsoft 365 licensing and technical troubleshooting
• Track and coordinate IT asset lifecycles and vendor relationships
• Collaborate closely with engineers and project teams to ensure smooth delivery
• Spend ~25% of your time assisting the Service Desk (ROC) or Projects as needed
• Maintain clear, accurate documentation in ConnectWise Manage

What You Bring:

• 2+ years of MSP experience in systems administration, service delivery, or IT account support
• Strong knowledge of Microsoft 365 administration, licensing, and security
• Familiarity with RMM tools (ConnectWise preferred)
• Experience with Azure Entra ID, Active Directory, Group Policy, and Windows Server
• Solid understanding of networking concepts and equipment (Meraki, Unifi, Cisco preferred)
• Excellent documentation, communication, and client-facing professionalism
• Process-driven, highly organized, and eager to work cross-functionally
• Strong ability to spot risk, identify gaps, and help build better systems

What We Offer:

• Medical, dental, vision, and life insurance
• 3 weeks PTO plus paid holidays
• Certification reimbursement
• Strong company culture focused on inclusion, collaboration, and engagement makes every day exciting and rewarding.
• Stable company of over 3 decades

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