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DRW

Systems Engineer - Microsoft

Chicago$120k–$160kfull-timemidAdded today

About this role

DRW, a diversified trading firm, seeks a Systems Engineer to administer and support core Microsoft infrastructure including Active Directory, Exchange, Windows Server environments, and cloud services. You'll manage mission-critical systems in a fast-paced financial services environment, respond to production incidents, and automate routine tasks.

What you'll do

  • Administer Active Directory, DNS, DHCP, Group Policy, and Exchange (on-premise, Online, hybrid)
  • Deploy, maintain, and support Windows Server environments across versions 2016–2025
  • Support Microsoft cloud services including Entra ID, OneDrive, and Microsoft 365
  • Configure single sign-on and federation protocols (SAML, OAuth/OIDC, SCIM)
  • Triage tickets and respond to critical production incidents with on-call rotation
  • Document configurations and create runbooks for repeatable processes

What they're looking for

  • Windows Server administration and infrastructure management
  • Active Directory, Group Policy, DNS, DHCP configuration
  • Exchange Server (on-premise, Online, Hybrid) administration
  • Entra ID and Microsoft 365 cloud services
  • PowerShell and Python scripting for automation
  • Networking fundamentals and VM deployments
  • SSO/Federation (SAML, OAuth/OIDC, SCIM)
  • MECM/SCCM experience (preferred)

Benefits

  • Annual discretionary bonus
  • Group medical, pharmacy, dental, and vision insurance
  • 401(k) with discretionary employer match
  • Short and long-term disability coverage
  • Life and AD&D insurance
  • Health savings and flexible spending accounts
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DRW

DRW is a diversified trading firm that builds and maintains trading technology infrastructure, risk management systems, and systematic trading platforms supporting global 24/7 operations across multiple asset classes. The company is hiring Desktop Systems Engineers, Trade Systems Engineers, and Software Engineers to support endpoint infrastructure, trading system reliability, risk analytics, and full-stack trading platform development.

Website
drw.com
View all jobs at DRW

Likely interview questions

  • Describe your experience managing Windows Server infrastructure in mission-critical environments and how you've handled major outages.
  • Walk us through how you've used PowerShell or Python to automate routine administrative tasks in Active Directory or Exchange.