System Engineer

October 31, 2026
Urgent

Job Description

Interested in supporting critical IT infrastructure, solving complex technical challenges, and working across Windows Server environments, voice technologies, and enterprise applications?

The focus is on hands-on engineers who enjoy troubleshooting, scripting, and taking ownership of reliable, secure, business-critical systems.

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Location: Downtown Chicago | Hybrid – 1 Day Onsite/Week

The background

• 3+ years of experience in systems administration, application support, voice engineering, or infrastructure engineering.

• Strong hands-on experience with Microsoft Windows Server administration, configuration, and troubleshooting.

• Experience with PowerShell or other scripting languages.

• Working knowledge of voice technologies such as VoIP, SIP, IVR, telephony, or contact center systems.

• Experience supporting and troubleshooting enterprise applications in production environments.

• Solid understanding of networking fundamentals, firewalls, and system security.

• Strong problem-solving skills and the ability to work independently while collaborating with technical teams.

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The work

• Administer, configure, and support Windows Server environments and enterprise applications.

• Develop and maintain scripts to automate processes, troubleshoot issues, and improve system operations.

• Support voice communication technologies, including VoIP, IVR systems, dialers, and call center applications.

• Troubleshoot server, application, voice, network connectivity, and access-related issues to ensure system reliability.

• Contribute to Windows Server upgrades, application migrations, and security initiatives.

• Collaborate with infrastructure, networking, and security teams to maintain stable, secure production environments.

Experience that stands out

Hands-on experience with Cisco voice technologies, call center platforms, IVR scripting, or dialer systems. Familiarity with IIS, SQL Server, Windows Server migrations, or security-focused infrastructure environments is also valuable.

You don't need experience with every technology listed. Strong Windows Server fundamentals, scripting ability, exposure to voice technologies, and a willingness to learn specialized systems matter most.