Location:  Chicago, IL

Work Schedule:  Onsite 4 days/week (Fridays remote)

Compensation:  $160K–$180K base + ~15% discretionary bonus

A leading private equity firm headquartered in Chicago is seeking a  Senior Systems Engineer  to join its enterprise IT team. This is a broad generalist role focused primarily on  Windows Server administration and Microsoft Azure , supporting the infrastructure across headquarters, remote offices, and disaster recovery sites. The engineer will work on system upgrades, security patching, monitoring, incident resolution, and be a key escalation point for internal IT support. Occasional travel to remote offices and participation in an on-call rotation is required.

Responsibilities Include:

Administer Windows Server environment (AD, Group Policy, DNS, DHCP, IIS, Print Server)

Support and manage Office 365 (Exchange, Teams, SharePoint, Azure AD)

Maintain Microsoft Azure cloud infrastructure

Manage VMware ESXi environments

Assist with backup, recovery, antivirus, and patch management

Oversee server and network upgrades with a focus on consolidation, availability, and security

Perform system audits, documentation, root cause analysis, and incident response

Collaborate with MSP providers and support end-user escalations

Required Experience:

5–7 years in systems/server administration

Experience with Windows Server, Active Directory, and Microsoft Azure

Strong troubleshooting, documentation, and communication skills

Bachelor’s degree required

Financial services industry background

Desirable Skills:

Hypervisor/VMware management experience

Multi-factor authentication setup and hardening

Familiarity with enterprise security and infrastructure planning

This role is ideal for a hands-on, technically versatile IT professional who enjoys working across infrastructure layers in a high-performance, fast-paced business environment.