Senior System Administrator - MSP Projects Team

We are a Los Angeles-based Cloud Managed Services Provider hiring a Senior System Administrator to support project delivery across SMB and mid-sized client environments.

This role is ideal for a senior MSP engineer who wants to stay hands-on while taking ownership of Microsoft-focused migrations, cloud modernization, infrastructure upgrades, and client-facing project work. You will work across Microsoft 365, Windows Server, Azure, migrations, rollouts, and hybrid environments while helping build repeatable standards for a growing managed services practice.

• Deliver Microsoft-focused infrastructure projects across managed client environments
• Lead migrations, rollouts, upgrades, and modernization initiatives from planning through handoff
• Work across Microsoft 365, Windows Server, Azure, cloud services, and hybrid infrastructure
• Assess client environments and recommend practical improvements around performance, reliability, and security
• Support project scoping, documentation, implementation, and client communication
• Partner with internal teams to improve standards, repeatable processes, and project delivery
• Provide senior-level technical guidance during migrations, escalations, and infrastructure changes
• Help clients modernize environments while improving scalability, consistency, and long-term supportability

• Experience working for a Managed Service Provider
• Senior-level experience as a System Administrator, Systems Engineer, Project Engineer, Solutions Engineer, or Infrastructure Engineer
• Strong Microsoft 365, Windows Server, Azure, and hybrid infrastructure experience
• Experience leading migrations, rollouts, upgrades, and infrastructure modernization projects
• Ability to scope, implement, document, and hand off technical solutions
• Strong client-facing communication skills and ability to explain technical recommendations clearly
• Experience working across SMB or mid-market client environments
• Ability to work independently in a remote environment while managing multiple priorities
• Strong troubleshooting, documentation, and project ownership skills

• $120,000 – $140,000 compensation
• Employee shares through 100% employee-owned ESOP structure
• Long-term wealth-building opportunity in addition to salary and bonus
• Local work-from-home model (90% at home, 10% onsite in LA area)
• Opportunity to help shape a growing MSP practice
• Strong company stability with 30 years in business
• Excellent employee tenure and collaborative team environment