Windows Administrator

gelbergroup· Technology
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📍 Chicago, IL

About this role

We are Gelber Group -- Passion for Trading. Powered by Technology.

For 40 years, we have set the bar as one of the industry’s most innovative and enduring proprietary trading firms. We are headquartered in Chicago with offices and remote team members across the United States and Europe. Our success derives from a relentless pursuit of new trading ideas and careful attention to technology. Our culture of entrepreneurship, innovation and collaboration empowers each member of our team to have a meaningful impact from the day they join Gelber. We believe our talented staff are our greatest asset and we are committed to providing them the resources they need to succeed. With 16 distinct trading groups, we trade a little bit of everything here – with diverse styles and approaches across all major global marketplaces – and we are always looking to expand into new opportunities. Our flat organizational structure ensures a true meritocracy and attracts individuals with an edge to contribute to our consistent success.

Gelber Group is seeking a Windows Administrator to join our infrastructure team. This is an excellent opportunity for someone early in their IT career who wants hands-on experience in a fast-paced, performance-driven trading environment with strong mentorship and long-term growth potential. This position requires full-time onsite presence in our Chicago office, with eligibility for a 4-day/week hybrid schedule after onboarding is complete.

What you’ll do:

  • Deploy, configure, and support Microsoft Windows desktops and servers
  • Install software, manage printers/peripherals, and troubleshoot hardware and software issues
  • Administer and support a Windows on-premises domain environment, including:
    • Active Directory design and management
    • Group Policy Objects (GPOs)
    • DNS management
  • Manage CIFS shares and NTFS/share-level permissions
  • Support cloud services including Azure Active Directory, Intune, and Office 365
  • Build and maintain deployment images using Windows Deployment Services (WDS) and Microsoft Deployment Toolkit (MDT)
  • Apply basic networking knowledge including DHCP
  • Collaborate across Infrastructure, Security, Networking, and Trading teams
  • Document procedures and contribute to process improvements

Role requirements:

  • Bachelor’s degree
  • 3+ years of experience in Windows Administration or similar role
  • Experience with on-premises Active Directory (AD) design and management
  • Knowledge of DNS management
  • Understanding of DHCP/basic networking fundamentals

What we’d like to see: 

  • Experience with WDS/MDT imaging tools
  • Strong critical thinking and troubleshooting skills
  • Clear communication skills and strong work ethic
  • Ability to prioritize and operate with urgency in a fast-paced environment
  • Ability to lift/move equipment up to 50 lbs.
  • Experience with the following technologies encouraged: 
    • OpenAI/ChatGPT Enterprise
    • Slack
    • Office 365 (O365)
    • Azure
    • Intune
    • Mimecast
    • Absolute
    • Zscaler
    • Proxmox

The approximate annual base compensation range for this position in Chicago, IL is $75,000 to $95,000. The actual offer, reflecting the total compensation package plus benefits, will be determined by a number of factors which include but are not limited to the applicant’s experience, knowledge, skills, and abilities; geographic location; and internal equity. In addition to your salary, our total rewards package includes health benefits, a 401(k) plan, PTO, parental leave, professional development, tuition reimbursement and discretionary bonus, enhancing your overall total rewards package.

Benefits Highlights

Gelber offers a wide range of benefits to full-time employees, including:

  • Traditional and Roth 401(k) retirement program with discretionary employer match
  • Comprehensive health benefits including medical coverage provided by Blue Cross and Blue Shield (PPO and HDHP/HSA) and dental coverage; generous employer cost-sharing
  • Tuition reimbursement for Undergraduate and Graduate courses
  • Flexible Spending Accounts for health care and dependent care; pre-tax commuter benefits for parking and transit expenses
  • Life insurance and long-term disability coverage
  • Health club membership with on-site facilities (and reciprocal memberships)
  • Generous vacation time (23-day accrual in first full calendar year of employment; prorated accrual in initial year), paid holidays, and paid maternity/paternity leave
  • Weekly catered lunches and monthly continental breakfasts
  • Social events including sponsored 5k races and annual company party
  • Enjoyable work environment including golf simulator
  • Employee referral bonus program
  • Charitable giving and company matching opportunities
  • Casual, relaxed dress code

If you are based in California, we encourage you to read the Gelber Privacy Notice for California Employees and Applicants, linked here.

Frequently Asked Questions

Is the salary disclosed for the Windows Administrator position at gelbergroup?
The salary for this Windows Administrator role at gelbergroup is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Windows Administrator position at gelbergroup located?
This Windows Administrator role at gelbergroup is based in Chicago, IL. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Windows Administrator at gelbergroup belong to?
This Windows Administrator position is part of the Technology department at gelbergroup. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Windows Administrator position at gelbergroup?
Click the "Apply Now" button on this page. You will be redirected to gelbergroup's official application portal hosted on greenhouse where you can submit your application directly.
When was the Windows Administrator job at gelbergroup posted?
This Windows Administrator position at gelbergroup was posted on May 1, 2026. Apply as soon as possible — early applications are often reviewed first.
Windows Administrator
gelbergroup
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