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Site Reliability Engineer - Algorithmic Trading

DRW · Chicago, IL · $130,000–$225,000 a year · IO - Linux Engineering

Posted Aug 19, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you wrote software, not just scripts, to make a system more reliable.

What they are checking: Whether they work at the intersection of software and infrastructure that the role describes.

Tell me about a production incident you caused. What happened and what changed afterward?

What they are checking: Honesty and whether they turned their own mistake into safer deploys or checks.

How do you work with quant researchers who want to move fast while you want stability?

What they are checking: Whether they can make safe paths easy instead of acting as a gate that slows research.

What would you do

The team keeps production trading, the test environment and the research pipeline running. How would you prioritize when all three have problems at once?

What they are checking: Whether they protect live trading first and communicate clearly with researchers whose work is delayed.

A strategy suddenly starts sending far more orders than usual. What do you do in the first two minutes?

What they are checking: Whether they know when to escalate to traders or pull a kill switch rather than quietly debugging while risk builds.

About the work

We want someone who builds observability that surfaces issues before they become problems. What would you monitor on an algorithmic trading system that a generic setup would miss?

What they are checking: Whether they understand trading signals like fill rates, order rejects, latency and position drift, not just CPU and memory.

How would you troubleshoot a rise in latency between our trading system and an exchange?

What they are checking: A layered approach across application, host, network and exchange side, using timestamps to locate the delay.

How do you make a test environment match production closely enough that it catches real problems?

What they are checking: Understanding of market data replay, config parity and the gaps that make tests pass but production fail.

Walk me through how you would reduce alert noise for a team that has started ignoring alerts.

What they are checking: Whether they tie alerts to real impact and tune or delete them so pages mean something again.

How would you design a deployment process for trading code that may need to roll back mid-session?

What they are checking: Thinking about safe rollout windows, fast rollback and state like open orders during a change.

What Linux tools do you reach for when a trading process is slow but the logs look normal?

What they are checking: Comfort with perf, strace, tcpdump and system metrics to find problems logs do not show.

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The full job description

As published by DRW.

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk. Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets. We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets. We operate with respect, curiosity and open minds. The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it. DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus. The Algorithmic Trading Team is looking for a Site Reliability Engineer for our Chicago office.  The SRE team is critical to the success of our trading – ensuring that our production trading systems, test environment and research pipeline are working flawlessly.  We’re looking for a Site Reliability Engineer who thrives at the intersection of software, trading and infrastructure – someone who creates observability that surfaces issues before they ever cause a problem, owns the response when things go wrong, and relentlessly drives automation that eliminates friction and keeps our team focused on our goals. What you will do: • Work with software engineers and traders to provide 24/7 first line support of our trading, testing, and research environment.  • Proactively monitor and identify issues before they impact trading.  Define and automate observability around application SLAs and build anomaly detectors that surface problems early. • Oversee and maintain our test trading environment.  Keep the environment running smoothly and pursue automation of routine interventions required to maintain a stable test platform for development. • Standardize CI/CD and operational processes across development teams to reduce friction and speed up delivery.  Improve deployment scripts and release verification processes. • Perform stress tests and verify SLAs under load. Work with application and devops engineers to design and improve support for this type of testing. • Work closely with traders, engineers, system administrators, data centers, networking, and other shared services.     What you will need: • Bachelor's degree in computer science or equivalent practical background. • 3-10+ years of hands-on software development or SRE Experience • Demonstrated experience with observability tools – logging, metrics and tracing • Hands on development experience in scripting languages like Bash, Python, or Ruby • An automation-first approach to problem solving – you understand that manual processes don’t scale, and your instinct is to eliminate them before they become a bottleneck. • Demonstrated knowledge of network communications including comprehensive understanding of the Linux TCP-IP stack, use of multicast networking, and network protocol interactions. • Solid diagnostic capabilities from the application layer through the network and low-level hardware. • Experience with network capture and time synchronization. • High level of ownership and accountability, reliability, and strong follow through. • Positive AI mentality and experience with AI agents to accelerate SRE tasks. The annual base salary range for this position is $130,000 to $225,000 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. For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at https://drw.com/privacy-notice . California residents, please review the California Privacy Notice for information about certain legal rights at https://drw.com/california-privacy-notice . #LI-GV1

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