DRW

Senior Systems Engineer - Microsoft

DRW$175K — $210K *
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years managing Windows Server infrastructure in critical environments.
  • Deep expertise in Active Directory, Group Policy, DNS, DHCP, and Failover Clustering.
  • Hands-on experience with Entra ID and Exchange services.
  • Proficient in scripting (PowerShell, Python) and Infrastructure as Code (Terraform, Ansible).
  • Strong networking knowledge and experience with server hardware and hypervisors.
  • Excellent documentation skills for creating repeatable processes.
  • Proven ability to troubleshoot under pressure, especially in trading environments.

Responsibilities

  • Administer Microsoft core services like Active Directory and Exchange.
  • Support Microsoft cloud services such as Entra ID and OneDrive.
  • Configure single sign-on and federation methods like SAML and OAuth.
  • Triage and resolve operational tickets and critical incidents.
  • Implement changes according to change management processes.
  • Maintain system documentation and create repeatable runbooks.
  • Participate in a global support team with on-call rotation and weekend maintenance duties.

Benefits

  • Comprehensive medical, pharmacy, dental, and vision insurance.
  • 401k plan with discretionary employer match.
  • Short and long-term disability coverage.
  • Life and AD&D insurance.
  • Health savings and flexible spending accounts.
Full Job Description
What you'll do:
  • Administer core Microsoft services: Active Directory, DNS, DHCP, Group Policy, Exchange (on-premise, Online, hybrid).
  • 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.
  • Deep expertise in Windows Server services: Active Directory, Group Policy, DNS, DHCP, Failover Clustering, load balancers.
  • Hands on experience with Entra ID, Exchange (Server/Online/Hybrid), MECM (SCCM).
  • Proficient with scripting (PowerShell, Python), IAC (e.g. Terraform, Ansible) and version control (GitHub, GitLab, Bitbucket).
  • Strong networking knowledge and experience with server hardware and hypervisor/VM deployments.
  • Excellent documentation and knowledge management skills; ability to turn ad hoc tasks into documented, repeatable processes.
  • Proven ability to troubleshoot and resolve critical issues under pressure (trading/low latency environments a plus).
  • Strong written and verbal communication skills. You can work across teams and have evidence-based discussions on technical and operational topics
  • You are eager to learn, collaborate, and find solutions under interesting constraints

Bonus points if you have:
  • Experience with Splunk, Grafana, Alertmanager, Prometheus
  • Familiarity with containerization and Kubernetes.
  • Prior experience in the trading or financial services industry.

The annual base salary range for this position is $175,000 to $210,000 depending on the candidate's experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of 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.

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About DRW

DRW is a financial trading firm that specializes in derivatives trading. The company was founded in 1992 by Don Wilson and has since grown to have offices in Chicago, London, Montreal, New York, and Singapore. DRW trades a variety of financial instruments, including futures, options, and cryptocurrencies. The company is known for its quantitative trading strategies and has developed a number of proprietary trading systems. DRW is also involved in venture capital and has invested in a number of technology startups.
Learn more about DRW
Size
1,000 employees
Industry
Founded
1992

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