> Markdown version of [/jobs/ext/1273504-fractional-system-administrator](https://www.wearedevelopers.com/jobs/ext/1273504-fractional-system-administrator). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Fractional System Administrator - **Company:** GREAT LAKES TECHNICAL SCHOOL FOR UTILITIES & TELECOMMUNICATIONS - **Location:** Pittsburgh, PA, United States - **Experience:** Experienced - **Salary:** $208,000.0 - **Contract:** Temporary contract - **Skills:** Microsoft Windows, Windows Servers, Systems Architecture, Firewalls (Computer Science), Microsoft InTune - **Published:** July 15, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=be8adf3da1f0448c ## About the Role * 3+ years at an MSP or in a similar multi-client environment. You've lived through cutover nights and know what a clean handoff from an incumbent looks like. * Exceptional customer service skills. We will not waver on this. You'll occasionally be in front of clients, and how you treat people matters as much as what you know. * The ability to speak in normal language to everyone from an office admin to a CEO. If you can only communicate in acronyms, this isn't your role. * Deep hands-on experience with Microsoft 365 / Entra ID, Intune or comparable endpoint management, Windows Server, firewalls, and networking * Reliability. When we schedule a cutover, you show up prepared. Nice to have Security/compliance framework experience (GLBA, HIPAA, CIS, NIST), RMM/PSA experience, low-voltage or hardware comfort., * IT: 3 years (Preferred) ## Description Pittsburgh, PA area (hybrid - some on-site required) | 1099 Contract | Flexible hours We're an established telecom and technology consultancy in the Pittsburgh area, founded on 20+ years in the industry, and we're launching a managed services practice. We're already working with clients, and we need a senior technical mind on retainer - someone we can trust to plan and execute the work that can't go wrong. What's on the table right now: Client migrations from incumbent MSP providers, infrastructure assessments, and security and compliance implementation work. A white-label help desk handles tier-1, so your hours go to the work that actually requires senior judgment. What you'll do * Plan and execute client cutovers from incumbent MSPs - firewall replacements, M365 tenant work, endpoint migrations, server assessments and decommissions * Advise on system architecture, licensing, and tooling decisions before we commit clients to them * Serve as our tier-2/3 escalation point above the help desk * Review client environments during onboarding - tell us what's redundant, what's missing, and what's a liability * Support security and compliance build-outs: MFA rollouts, endpoint monitoring, encryption, documentation * Occasional on-site work in western PA for cutover nights and assessments ## Related Videos - [This Is Not Your Father's .NET](https://www.wearedevelopers.com/videos/967-this-is-not-your-father-s-net) - [Fake or News: Translating Dog Barks, Notepad Gets an Upgrade and Michelin-Star Robots - Paul Tregoing](https://www.wearedevelopers.com/videos/1802-fake-or-news-translating-dog-barks-notepad-gets-an-upgrade-and-michelin-star-robots-paul-tregoing) - [What makes Cybersecurity different for critical infrastructure?](https://www.wearedevelopers.com/videos/571-what-makes-cybersecurity-different-for-critical-infrastructure) - [What’s New with Windows Power-User Tools](https://www.wearedevelopers.com/videos/2069-what-s-new-with-windows-power-user-tools) - [Introducing Digital Samba Embedded Video Conferencing API MCP Server](https://www.wearedevelopers.com/videos/1640-introducing-digital-samba-embedded-video-conferencing-api-mcp-server) - [Hacking MSSQL on Cloud. 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