Role & seniority: Systems & Automation Engineer (onsite; mid-level to senior, production-focused)

Stack/tools: Windows Server / Windows 11; Active Directory, Group Policy; Linux; Python automation; networking basics (DNS, HTTP/S, TCP/IP); identity/access endpoints (Microsoft 365, Entra ID, Intune); patching, configuration management, monitoring dashboards; incident response; on-call rotation

Top 3 responsibilities

Oversee operation and maintenance of production trading systems for continuity and stability
Design/build/maintain Python-based automation for tooling, monitoring, dashboards, and deployment workflows
Administer Windows systems, manage identity/access platforms, troubleshoot multi-platform issues, and support security hardening

Must-have skills

Bachelor’s/Associate degree in tech field
Production experience with Windows Server and Windows 11; Active Directory and Group Policy
Linux operational troubleshooting; Python scripting for automation
Networking fundamentals; familiarity with identity/endpoint management
Ability to work independently, manage priorities, and communicate across teams

Nice-to-haves

Experience with Entra ID, Intune, Microsoft 365; system hardening and vulnerability remediation; continuous monitoring
On-call experience; incident response coordination
Location & work type: Chicago, IL onsite (no remote option) with standard benefits; compensation USD 100,000–200,000 annually

Full Description

Job Description Systems & Automation Engineer, Onsite We are seeking a talented and motivated Systems & Automation Engineer to join the trading team. This position is 100% Onsite and not open for Remote.

Systems & Automation Engineer Responsibilities

Oversee the operation and maintenance of the trading systems, guaranteeing continuity and stability in a production trading environment.
Design, build, and maintain Python-based automation to support operational tooling, monitoring, dashboards, and deployment workflows.
Administer and support Windows systems, including configuration management, patching, performance tuning, and incident response.
Manage identity, endpoint, and access platforms across the Microsoft ecosystem, including Microsoft 365, Entra ID, Intune, and related services.
Troubleshoot and resolve issues across systems, applications, and core networking components in a multi-platform environment.
Support operational security initiatives such as system hardening, vulnerability remediation, and continuous monitoring.
On call coverage in a team rotation.
Qualifications

Systems & Automation Engineer Qualifications

Bachelor’s or Associate’s degree preferably in a technical area such as computer science or engineering.
Experience administering Windows Server and Windows 11 in a production environment.
Hands-on knowledge of Active Directory and Group Policy, including Active Director architecture, user, device, and policy management.
Proficiency administering Linux systems for operational and troubleshooting purposes.
Working knowledge of networking fundamentals, including DNS, HTTP/S, TCP/IP, and related protocols.
Experience writing Python scripts to automate operational tasks and improve system reliability.
Familiarity with identity, access, and endpoint management concepts and tools.
Ability to work independently, manage priorities, and own projects end-to-end.
Strong communication skills with the ability to collaborate effectively across technical and non-technical teams.
Benefits include medical, dental, vision spending account, health savings account, 50K life insurance policy, short-term/long-term disability insurance, employee assistance program, 401K, tuition reimbursement, etc.