System Administrator (L2+) – M365 | 80% WFH/year | DMV Metro
- $65K–$90K + Bonus + Benefits
- Must be based in the DMV & comfortable with 20% client travel
About the Company
- We’re a fast-growing, Microsoft-focused Managed Service Provider supporting mid-market businesses, nonprofits, and associations across the Washington, D.C. region. Since our founding, we’ve built a reputation for highly responsive support, clear communication, and a client-first mindset.
- Our team blends deep Microsoft 365 expertise with strategic, relationship-driven service. We invest heavily in employee development, offering clear career paths, individualized 30/60/90 onboarding plans, and multiple growth tracks (Tier 3, Team Lead, and Projects).
The Role: System Administrator (L2+)
This is a support-heavy (95%) escalation role for someone confident handling true Tier 2 Microsoft 365 challenges — not basic end-user fixes. You’ll serve as a trusted escalation point, helping clients resolve complex issues across Intune, SharePoint, Exchange Online, Teams, and Entra ID.
This is a role for someone who enjoys solving high-impact problems, mentoring junior techs, and becoming a familiar, trusted voice for clients.
What You’ll Do
- Resolve Tier 2 Microsoft 365 escalations (Exchange Online, Teams, SharePoint, Intune, Entra ID, OneDrive)
- Investigate & resolve systemic issues, performing root cause analysis
- Mentor Tier 1 technicians and contribute to internal knowledge sharing
- Deliver exceptional phone-based support with clarity and confidence
- Assist with networking/server touchpoints (DNS, VPN, DHCP, firewalls, Windows Server) as needed
- Build strong client relationships through consistent, thoughtful support
- Document fixes, update SOPs, and strengthen the team’s overall knowledge base
What You Bring
- MSP industry experience is required
- Must be local to the DMV and a current resident
- Strong Microsoft 365 admin-level skills (Global Admin experience preferred)
- Proven Tier 2 escalation background — complex issues, multi-user outages, policy conflicts
- Ability to explain technical concepts clearly and mentor junior team members
- Solid networking fundamentals: DNS, DHCP, VPNs, TCP/IP, L2/L3 concepts
- Experience with Microsoft Dynamics (nice to have)
- 4+ years tech support experience, including at least 2 years at Tier 2 level
Compensation & Benefits
- $65K–$90K depending on experience
- End-of-year bonus
- Health, dental, and vision insurance (strong contributions)
- 401(k) with company match
- PTO
- $50/month wellness stipend
- Microsoft certification reimbursement
- Company events & a genuinely supportive team culture
- Defined career tracks + growth into Tier 3, Team Lead, or Projects
Work Environment
- 80% WFH / 20% onsite in the DMV
- Weeks with no onsite visits + weeks with 1–2 onsite calls — varies by client demand
- No fully remote option