Senior Systems Engineer - Microsoft

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world.

We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk.

Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets.

We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets.

We operate with respect, curiosity and open minds.

The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it.

DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus.

Our philosophy:

• We believe in relentless automation of repetitive tasks.
• We have the curiosity and drive to dig deep and find creative solutions.
• We believe our goal is to find the right solution rather than always being right.
• We provide exceptional customer service to our teams and trading desks.
• We care more that the right thing is done than about rigid job descriptions or boundaries.

What you’ll do:

• Administer core Microsoft services: Active Directory, DNS, DHCP, Group Policy, Exchange (on-premise, Online, hybrid).
• Deploy, maintain and support Windows Server environments (2016–2025).
• Support Microsoft cloud services (Entra ID, OneDrive, Copilot, Microsoft 365 services).
• Configure single sign on and federation (SAML, OAuth/OIDC, SCIM).
• Triage and resolve tickets from the operations queue; 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.

Your background:

• 5+ years managing Windows Server infrastructure in high visibility, mission critical environments.