Systems Engineer - Microsoft

As a Systems Engineer at DRW, you administer and support core Microsoft services and infrastructure for a diversified trading firm operating across global markets. You join a team that values relentless automation, creative problem-solving, and delivering exceptional service to internal teams and trading desks in a high-visibility, mission-critical environment.

What you'll do

• Administer core Microsoft services including Active Directory, DNS, DHCP, Group Policy, and Exchange (on-premise, Online, and hybrid configurations)
• Deploy, maintain and support Windows Server environments spanning versions 2016 through 2025
• Support Microsoft cloud services including Entra ID, OneDrive, Copilot, and Microsoft 365 services
• Configure single sign-on and federation using SAML, OAuth/OIDC, and SCIM
• Triage and resolve tickets from the operations queue and respond to critical production incidents
• Implement planned and ad hoc changes in accordance with firmwide change management processes
• Maintain clear system documentation and capture specialized configurations as repeatable runbooks
• Participate in a global support team with on-call rotation and occasional weekend maintenance

What you bring

• Experience managing Windows Server infrastructure in high-visibility, mission-critical environments
• Experience administering Windows Server services including Active Directory, Group Policy, DNS, DHCP, and Failover Clustering
• The ability to use scripts such as PowerShell or Python to automate routine administrative tasks
• Knowledge of networking fundamentals, server hardware, and VM deployments
• Strong written and verbal communication skills, with the ability to work across teams and have evidence-based technical discussions
• An eagerness to learn, collaborate, and find solutions under interesting constraints

Nice to have

• Experience with Entra ID, Exchange (Server/Online/Hybrid), and MECM (SCCM)
• Experience with Splunk, Grafana, Alertmanager, and Prometheus
• Familiarity with DevOps, CI/CD, Infrastructure as Code practices, containerization, and Kubernetes
• Prior experience in the trading or financial services industry

What we offer

• Annual base salary of $120,000 to $160,000 depending on experience and qualifications
• Eligible for an annual discretionary bonus
• Comprehensive employee benefits including group medical, pharmacy, dental, and vision insurance
• 401k with discretionary employer match, short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts

About DRW

DRW is a diversified trading firm with over three decades of experience, headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia. The firm trades a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities, and Energy across all major global markets, and has expanded into real estate, venture capital, and cryptoassets.