Systems Engineer – Microsoft 365

Role Overview

• Execute new customer onboarding technical workstreams, including discovery support, build plans, cutover coordination, and post-go-live validation.
• Implement, administer, and troubleshoot Windows Server services including Active Directory Domain Services, Group Policy, file and share permissions, and server role migrations.
• Administer and support Microsoft 365 services including Exchange Online, Teams, SharePoint, OneDrive, Entra ID, licensing, mail flow, and mail filtering.
• Implement and manage endpoint and device configuration through Microsoft Intune (enrollment, policies, compliance, application deployment).
• Perform data migrations including file server migrations, mailbox moves, SharePoint/OneDrive migrations, and related user impact planning and validation.
• Support virtualization and compute platforms (VMware and/or Hyper-V) including host and VM lifecycle operations, resource troubleshooting, and migration support.
• Maintain a foundational understanding of networking concepts (VLANs, VPNs, subnets, DHCP, firewalls) to coordinate effectively with senior network engineers and troubleshoot connectivity dependencies.
• Serve as an escalation engineer for the Service Desk for complex Windows, identity, and Microsoft 365 issues; document findings and drive issues to resolution.
• Participate in an on-call rotation and perform after-hours maintenance windows as required for upgrades, cutovers, and incident response.
• Create and maintain project documentation and as-built records (network diagrams, configurations, runbooks) and ensure timely, accurate ticket notes and time entry in the PSA system.
• Follow established change control practices, security standards, and customer-specific requirements; proactively identify risks and recommend remediation or follow-on project work.
• Provide clear customer communication, including status updates, outage/downtime planning, and handoff notes to the Service Delivery team.
• Share knowledge with teammates through peer review, documentation, and internal enablement sessions.

Requirements

• 5+ years of experience in systems administration with hands-on Windows domain services and Microsoft 365 administration; networking fundamentals required.
• Advanced knowledge of Windows domains, Active Directory, Group Policy, file permissions, and Windows Server administration (build, migrate services, decommission).
• Strong knowledge of public and internal DNS, DHCP, and identity-related troubleshooting.
• Proficient administration of Microsoft 365 (Teams, SharePoint, Exchange Online, Entra ID, licensing, mail flow).
• Working knowledge of Intune for device management and policy deployment.
• Basic understanding of networking fundamentals including VLANs, VPNs, subnets, and firewall concepts sufficient to troubleshoot dependencies and collaborate with network engineers.
• Experience supporting virtualization platforms (VMware and/or Hyper-V).
• Strong troubleshooting, documentation, and customer communication skills; ability to translate technical concepts for non-technical stakeholders.
• Ability to work in a structured project environment (scoping assumptions, milestones, change requests) and manage multiple active work streams.
• Willingness to participate in an on-call rotation and scheduled after-hours maintenance windows.
• Occasional travel to customer sites may be required.

Preferred

• 3+ years of experience in an MSP or similar multi-customer environment.
• Experience with hybrid identity (Entra ID Connect / Azure AD Connect), conditional access, and identity lifecycle practices.
• Experience with common migration tooling and methods (Exchange cutovers, tenant-to-tenant migrations, SharePoint/OneDrive migrations).
• PowerShell scripting for administration and automation.
• Experience with backup and recovery operations and troubleshooting in an MSP environment.
• Relevant certifications such as Microsoft (AZ-104, MS-102), CompTIA Network+, or equivalent.

Tech Stack

• Azure
• DNS
• Firewalls
• VMware

Benefits

• Retirement Plan (401k, IRA)
• Work From Home
• Health Care Plan