Jobs › DRW

Risk Product Analyst

DRW · Chicago, IL · $175,000–$250,000 a year · UP - Product

Posted Sep 29, 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 found a problem before anyone reported it.

What they are checking: Proactive monitoring, which the posting describes as identifying problems proactively.

Tell me about a time you explained a technical problem to a trader or portfolio manager.

What they are checking: Communication skill with front office users who need answers, not technical detail.

What would you do

You'd trace problems in risk and valuation systems back into the services that support them. Walk me through how you'd investigate a portfolio manager saying their risk numbers look wrong.

What they are checking: Methodical debugging from the user's symptom down into data and back-end services.

Traders on two desks want different changes to the same risk report. How do you handle it?

What they are checking: Product thinking that balances competing user needs across desks and asset classes.

How would you prioritize several open issues affecting different trading desks?

What they are checking: Prioritizing by risk and business impact in a role serving many desks.

About the work

Explain the Greeks for an options position and how they show up in a risk report.

What they are checking: Solid risk concepts, since the role sits between trading and technology.

How would you tell the difference between a real risk change and a data or system error?

What they are checking: Judgment about which numbers to trust, which matters for traders making decisions.

How comfortable are you reading logs, querying databases and reading code to find a root cause?

What they are checking: Technical depth needed to diagnose issues in back-end systems directly.

How would you write up a bug so engineers can fix it quickly?

What they are checking: Clear, reproducible issue reporting that respects engineers' time.

What's the difference between how you'd value a listed option and an OTC derivative?

What they are checking: Valuation knowledge across products, which affects how valuation systems behave.

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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. Overview We are looking for a Risk Product Analyst to work directly with Portfolio Managers, Traders, and Quantitative Researchers across multiple trading desks and asset classes.  The role sits at the intersection of trading, risk, and technology.  You will be responsible for proactively identifying problems affecting our internal risk and valuation systems, diagnosing them by tracing the cause into the back-end services and infrastructure those systems depend on, and resolving them quickly and effectively. This is a fast-paced, highly collaborative role that requires deep knowledge of products and markets, strong technical skills, and sound judgement under pressure. Responsibilities Partner directly with Portfolio Managers, Traders, and Quantitative Researchers across rates, FX, commodities, equities, and crypto asset classes, serving as their primary point of contact for issues affecting risk and valuation. Diagnose and resolve issues affecting our next-generation risk and valuation systems, investigating across the full technology stack: applications, APIs, databases, messaging systems, and the underlying services that they depend on. Monitor system and trading issues and prioritize incidents based on their potential impact to trading, portfolio management, and P&L. When an issue cannot be resolved directly, identify the appropriate engineering, quantitative, or infrastructure team, and escalate with a clear, reproducible diagnosis that accelerates issue resolution. Work closely with Engineering and Product Management teams to identify recurring problems and drive strategic technology solutions. Develop tools and scripts in Python to automate diagnostics, investigate issues, analyze data, and improve workflows. Build a strong understanding of the firm’s trading and risk infrastructure and the dependencies between systems and underlying services. Qualifications Deep knowledge of financial products (cash instruments, futures, swaps, options) and markets, backed by strong technical skills. Previous experience in trade support, trading technology, production support, or a closely related role within a production trading environment – supporting multiple desks and/or asset classes. Ability to write Python and SQL to investigate issues, automate diagnostics, and query and reconcile data across systems. Familiarity with production diagnostic tooling (log aggregation, dashboards, monitoring, alerting). Strong analytical and problem-solving skills; able to methodically narrow down the source of an issue. Ability to communicate effectively with a varied audience, including portfolio managers, traders, quantitative researchers, engineers, and product managers. Who We’re Looking For The ideal candidate combines strong market and product knowledge with technical depth and is commercially aware and comfortable operating at the intersection of trading and technology. You should be able to take an instruction like “ my risk numbers look wrong ” and work through it independently by understanding what the front office is trying to do, investigating the relevant systems and services, determining where the failure is occurring, and either resolving it or routing it to the appropriate team with a clear diagnosis. This is not a role where success is measured by closing support tickets.  We are looking for someone who understands the trading domain, can solve problems, and can build strong relationships with the people running the firm’s trading strategies. The annual base salary range for this position is $175,000 to $250,000 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-DW1

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