Windows Administrator

Gelber GroupChicago, IL
Onsite

About The Position

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.

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

Nice To Haves

  • 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 OpenAI/ChatCPT Enterprise
  • Experience with Slack
  • Experience with Office 365 (O365)
  • Experience with Azure
  • Experience with Intune
  • Experience with Mimecast
  • Experience with Absolute
  • Experience with Zscaler
  • Experience with Proxmox

Responsibilities

  • 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

Benefits

  • 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
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service