Location: Pittsburgh, PA (Robinson Township office)

Job Overview

Sierra Experts is hiring a Server Operations Engineer (Tier II) to help support our customers and to take on project work alongside our Server Operations team. That includes day-to-day systems work and projects like Microsoft 365 commercial-to-GCC migrations, Azure server builds, identity and device cutovers, and the hypercare that follows.

We are a veteran-owned MSP based in Pittsburgh since 2006. We provide managed IT services, cybersecurity (including ThreatLocker), Microsoft 365 (including GCC and GCC High), and data center hosting and colocation through our sister company, Sierra Data Centers (The Pittsburgh Technology Bunker).

This is an in-office position at 2 Robinson Plaza in Robinson Township. After-hours and on-call work is part of the role, with some weekend work and minimal travel as projects require. U.S. citizenship is required.

What you’ll do

Help plan and carry out infrastructure changes, including migrations and cutovers, and document the work so someone else can follow it
Support Microsoft 365 across identity, mail, OneDrive, SharePoint, and Teams, including GCC migrations when those projects come in
Assist with Azure server builds and with identity work such as Entra ID, Conditional Access, and Intune / device re-enrollment
Help with DNS and domain cutovers, go-live checklists, and post-cutover hypercare
Design, implement, administer, and troubleshoot Windows systems in mission-critical, 24x7 environments
Maintain systems, including Windows and firmware patching, performance analysis, and corrective action
Write scripts to automate routine work and monitor system performance
Work in virtualized environments using VMware, Hyper-V, and/or Proxmox
Help manage customer environments and our colocation facilities, including The Pittsburgh Technology Bunker
Apply security hardening and work with endpoint protection such as ThreatLocker
Support backup and disaster recovery
Work directly with customers and with the rest of the team

What you bring

2–6 years of server operations, systems administration, or similar experience
Experience designing, implementing, and troubleshooting medium to large environments that have to stay up
Familiarity with Microsoft 365 administration
Strong experience with VMware, Hyper-V, and/or Proxmox
Windows system administration: installation, configuration, hardening, patching, tuning, and monitoring
Security hardening experience, plus familiarity with endpoint protection such as ThreatLocker
Backup and disaster recovery experience
Clear writing and the ability to talk with customers as well as engineers
Comfort in a fast-moving environment, including on-call and occasional weekend work
Ability to work on-site in our Pittsburgh / Robinson Township office
U.S. citizenship required

Nice to have

Hands-on Microsoft 365 tenant migrations, especially commercial to GCC
Azure IaaS (building and hardening Windows servers)
Entra ID, Conditional Access, and Intune
PowerShell scripting
Linux system administration
HPE product familiarity
Monitoring tools such as PRTG
Power Platform or Purview exposure

Compensation and benefits

Competitive salary based on experience and qualifications
Health, vision, and dental benefits
PTO and paid holidays
On-call rotation as required
Strong opportunity for advancement

How to apply

Send your resume to Jobs@SierraExperts.com. U.S. citizenship is required. Sierra Experts is an equal opportunity employer.