Role & seniority: Systems & Automation Engineer (mid-level to senior, 100% remote)

Stack/tools: Python automation; Windows Server/Windows 11; Active Directory, Group Policy; Linux; networking (DNS, HTTP/S, TCP/IP); Microsoft 365, Entra ID, Intune; patching, config management; monitoring and deployment tooling

Top 3 responsibilities

Oversee operation/maintenance of production trading systems for continuity and stability
Design/build/maintain Python-based automation for tooling, monitoring, dashboards, and deployment workflows
Administer Windows and related identity/endpoint platforms; troubleshoot across systems/networks; support security hardening and incident response

Must-have skills

Degree in tech field preferred (BS/AS)
Experience administering Windows Server/Windows 11 in production
Proficiency with Active Directory, Group Policy; Linux operational knowledge
Networking fundamentals; Python scripting for automation
Identity/endpoint management concepts (Microsoft 365, Entra ID, Intune)
Independent work style, project ownership, strong cross-team communication

Nice-to-haves

Production experience in trading or similar high-availability environments
On-call experience; familiarity with vulnerability remediation and continuous monitoring
Location & work type: Remote (Work From Home); potential Chicago context referenced but role operates remotely; on-call rotation in team

Full Description

Job Description Systems & Automation Engineer, Work From Home We are seeking a talented and motivated Systems & Automation Engineer to join the trading team. This position is 100% 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.