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Windows Administrator

100% remote Flexible hours Hiring now

Gelber Group is a proprietary trading firm headquartered in Chicago, seeking a Windows Administrator to join their infrastructure team. This role offers hands-on experience in a fast-paced trading environment, focusing on deploying and supporting Microsoft Windows systems and collaborating with various teams.

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

Skills

  • 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

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

Company Overview

  • Gelber Group, a Chicago-based global proprietary trading company, has set the bar as one of the industry’s most innovative and enduring firms. It was founded in 1982, and is headquartered in Chicago, Illinois, USA, with a workforce of 201-500 employees. Its website is http://www.gelbergroup.com/.
  • Company H1B Sponsorship

  • Gelber Group LLC has a track record of offering H1B sponsorships, with 1 in 2026, 4 in 2025, 2 in 2024, 5 in 2023, 1 in 2022. Please note that this does not guarantee sponsorship for this specific role.
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