Systems Engineer - Microsoft 365

The Systems Engineer is a project-focused implementation and support escalation engineer. This role is responsible for technical delivery for new customer onboarding and customer project-based work (infrastructure upgrades, data migrations, and modernization initiatives), and serves as an escalation resource for complex issues across Microsoft 365, identity, virtualization, storage, and core infrastructure.

Core Responsibilities

• 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.

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

Equal Employment Opportunity:
The Company is an equal opportunity employer and does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.

Employment Disclaimer:
This job description is not intended to create an employment contract. Employment with the Company is at-will, meaning employment may be terminated by either the employee or the Company at any time, with or without cause or notice, subject to applicable law.

Duties Subject to Change:
The Company reserves the right to modify, add, or reassign duties and responsibilities at any time based on business needs.

Confidentiality:
This position may require access to confidential or sensitive information. Employees are expected to maintain confidentiality and comply with all Company policies and applicable security requirements.