Trading Systems & Automation Engineer, Work From Home, Trading Systems Required - M

May 20, 2026

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Trading Systems & Automation Engineer, Work From Home, Trading Systems Required

We are seeking a talented and motivated Trading Systems & Automation Engineer to join the trading team. This position is 100% Remote.

Trading 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.

Trading 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.

Keywords: Chicago IL Jobs, Trading Systems & Automation Engineer, Windows Server, Windows 11, Active Directory, Group Policy, DNS, HTTP, HTTPS, TCP/IP, Python, Network, Networking, Endpoint Management, Trading, Financial, Work From Home, Remote, Chicago Recruiters, Information Technology Jobs, IT Jobs, Chicago Recruiting

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

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When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

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Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

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This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...