Windows Administrator

Windows Administrator

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.

• 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

• 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

• 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

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

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.

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

In compliance with Federal Law, all persons hired will be required to verify identity and eligibility to work in the United States, and to complete the required Employment Eligibility Verification form (Form I‑9) at the start of employment.