System Administrator Tier II (80% work from home)

This Managed Services Provider delivers modern IT strategy and Microsoft-centric solutions to mid-market clients, nonprofits, and associations. Known for clear communication, deep technical expertise, and responsive, white-glove support, the team blends strategic guidance with hands-on technical problem solving. The culture is collaborative, client-focused, and built for people who love solving complex issues and making a real impact. Role: System Administrator Tier II Location: 80% Work From Home, 20% onsite Richmond Compensation: $70,000–$80,000 + benefits + bonuses This role is 95% true Tier 2 support—handling escalations involving Microsoft 365, Intune, SharePoint, and Exchange Online. You’ll serve as a trusted technical advisor, an escalation point for the support team, and a familiar voice clients rely on. If you enjoy the combination of technical depth, fast troubleshooting, and strong communication, you’ll thrive here. What You’ll Do • Own Tier 2 Microsoft 365 escalations: Exchange Online, SharePoint, Teams, Intune, Entra ID, OneDrive • Perform root-cause analysis and propose long-term fixes • Mentor Tier 1 technicians and share best practices • Deliver high-energy, client-friendly phone support • Document solutions and contribute to internal knowledge bases • Support occasional networking/server issues (VPN, DNS, firewalls, Windows Server) • Build strong relationships with clients through consistent, proactive communication What You Bring • 4+ years technical support experience (2+ years Tier 2+) • Hands-on, advanced experience with Microsoft 365 workloads • Proven ability to resolve multi-user outages, permission issues, and policy conflicts • Strong phone presence—clear, confident, positive • Client-service mindset and strong communication • Mentoring/coaching skills • Solid networking fundamentals (DNS, DHCP, VPN, TCP/IP) • Experience with Microsoft Dynamics is a plus • Current or in-progress Microsoft certifications preferred • Valid driver’s license + reliable transportation • Independent, self-driven, high-accountability work style Benefits & Perks • Health insurance with company contribution • Dental & vision (company-paid after 1 year) • 401(k) with company match • PTO + end-of-year bonus • $50/month wellness stipend (gym, Peloton, etc.) • Microsoft certification reimbursement • Company events + supportive team culture • Clear career tracks: move toward Tier 3, Team Lead, or Projects • Personalized 30/60/90-day ramp plan • Home-buying assistance program Apply tot his job