Windows Administrator

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 .