Hiring: Senior Systems Engineer - Microsoft Company: DRW Location: Chicago, IL Job Posted Time: 2026-09-17 01:41:25 Employment Type: Hybrid Target Skills & Keywords : Ansible, Bitbucket, Change Management, DNS, Equities, Fixed Income, GitHub, GitLab, Grafana, IaC, Kubernetes, OAuth, OIDC, PowerShell, Prometheus, Python, SAML, Splunk, Terraform, Windows Server About the job Experience: •5+ years managing Windows Server infrastructure in high visibility, mission critical environments. Qualifications: •Deep expertise in Windows Server services: Active Directory, Group Policy, DNS, DHCP, Failover Clustering, load balancers. •Applied hands-on capability in 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 •Operational familiarity with containerization and Kubernetes. •Prior experience in the trading or financial services industry. Compensation: •$175,000 - $210,000 / year •We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets Interested candidates, please apply directly through the job posting on company's career page or try via AI auto apply on this platform. Don't miss this opportunity to join a forward-thinking team!