We are a growing Managed Service Provider delivering Azure-first cloud, security, and hybrid IT solutions across regulated and complex client environments. The engineering team is project driven, highly technical, and trusted to own work end to end while the organization continues to scale nationally.
We are hiring a Senior System Administrator with MSP experience to join our Projects Team and lead client facing projects focused on cloud migration, modernization, and infrastructure upgrades. This role is ideal for a senior MSP engineer who prefers project delivery over ticket queues and has hands on Azure experience. An active Azure certification is required for this position
What You Will Do
• Own and deliver Azure focused projects across multiple client environments
• Lead server and workload migrations to Azure including hybrid designs
• Build and support Azure infrastructure including compute, storage, networking, and identity
• Implement and manage Azure Entra ID and Microsoft 365 integrations
• Deliver Microsoft 365 email migrations and tenant configurations
• Build and deploy Windows Server environments and virtualization platforms
• Execute network hardware deployments and infrastructure refreshes
• Support new client onboarding and full environment rollouts
• Provide clear project updates and manage scope, risks, and timelines
• Document Azure designs, standards, and implementations
What You Bring
• MSP experience with strong project delivery ownership
• Active Azure certification
• Hands on Azure engineering experience including migrations and hybrid environments
• Experience with Azure Entra ID, Microsoft 365, and identity security
• Advanced Windows Server experience including 2016 through 2022
• Experience with VMware and Hyper-V
• Strong networking fundamentals including Layer 2 and Layer 3 switching
• Firewall experience with Meraki, Sophos, or SonicWall
• Strong documentation habits and client facing communication
Pay and Benefits
• $120k to $130k
• Hybrid work from home with limited office and client site visits
• Health insurance covered 100% for the employee
• Dental and vision covered 100% for the employee
• 401k with 3% match
• 15 PTO days plus 7 holidays
• Mileage reimbursement for Chicagoland travel
• Certification reimbursement program
• Long term growth and advancement opportunities
