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$60,000 – $80,000/yr

Windows Administrator

United StatesChicagomid
Other
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Quick Summary

Key Responsibilities

Deploy, configure, and support Microsoft Windows desktops and servers Install software, manage printers/peripherals,

Technical Tools
Other

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.

Responsibilities

~1 min read
  • 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
  • Bachelor’s degree in Information Systems, IT, Computer Science, or related field
  • Minimum of 1–3 years of experience in a Windows Administration role
  • Experience administering Windows domain environments (AD, GPO, DNS)
  • Familiarity with Azure AD, Intune, and Office 365
  • Experience with WDS/MDT imaging tools
  • Basic understanding of networking fundamentals (DHCP)
  • Strong critical thinking and troubleshooting skills
  • Ability to prioritize and operate with urgency in a fast-paced environment
  • Clear communication skills and strong work ethic
  • Ability to lift/move equipment up to 50 lbs.

The approximate annual base compensation range for this position in Chicago, IL is $60,000 to $80,000. 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.

What We Offer

~1 min read
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

Listing Details

Posted
February 26, 2026
First seen
March 26, 2026
Last seen
April 14, 2026

Posting Health

Days active
19
Repost count
0
Trust Level
48%
Scored at
April 14, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trustcandidate experience
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Windows Administrator$60k–$80k