Senior System Administrator (MSP / Hybrid WFH)

We are a growing Microsoft Solutions Partner hiring a Senior System Administrator to lead Microsoft 365 and infrastructure projects for mid-market organizations, nonprofits, and trade associations.

This is a primarily work-from-home, client-facing role. There is no regular in-office requirement, but you should be local to the DMV and available for occasional client-site visits when projects or implementations require it.

You will combine hands-on engineering with project ownership, leading customer status meetings, coordinating technical deliverables, managing project progress, and staying involved from implementation through completion.

The work centers around Microsoft 365, migrations, endpoint management, Azure, virtualization, and modern workplace technologies.

What You Will Work On

• Lead Microsoft 365 projects from planning through implementation and completion

• Perform Exchange Online, SharePoint, Entra ID, and Microsoft 365 migrations

• Deploy and configure Intune, MDM, Autopilot, endpoint policies, and Microsoft Defender XDR

• Support Azure, AVD, Windows 365, Entra ID, and related cloud services

• Implement Microsoft Teams Phone and modern workplace solutions

• Configure and support firewalls, switches, wireless networks, and client infrastructure

• Lead client status meetings and communicate project progress, risks, and next steps

• Assist with new client onboarding and occasionally support escalated service desk issues

• 2+ years of MSP experience supporting multiple client environments is required

• 5+ years of Microsoft engineering and technical experience

• Strong hands-on experience across Microsoft 365, SharePoint, Exchange Online, Entra ID, Intune, and Teams

• Demonstrated experience delivering Microsoft migrations and infrastructure projects

• Experience with Azure services, AVD, Windows 365, endpoint security, and networking

• Ability to independently manage technical deliverables while communicating directly with clients

• Strong documentation, xrbllit organization, troubleshooting, and project ownership skills

• Must be local to the DMV and available for occasional client-site visits

• Microsoft certifications are highly valued

• 401(k) with company match

• Performance-based bonuses

• More than 3 weeks of PTO plus paid holidays

• Sabbatical program

• Health and wellness bonus

• Unlimited Microsoft certification reimbursement

• Career advancement opportunities

• Company events and collaborative culture

• Opportunity to grow with a rapidly expanding Microsoft-focused MSP Remote working/work at home options are available for this role.