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Quantitative Researcher - Systematic
Posted Sep 11, 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
Walk me through a research project where you found a signal, tested it, and eventually got it into production. What did that process look like end to end?
What they are checking: whether the candidate has actually shipped research into a live trading system, not just produced academic findings
Tell me about a time your backtest looked great but the strategy didn't hold up, or wouldn't have held up, in live markets. What did you miss?
What they are checking: awareness of overfitting, look-ahead bias, and other backtest pitfalls that separate real quant researchers from academics
Describe a piece of research you did that never made it into production. What happened, and how did you decide to stop pursuing it?
What they are checking: judgment about when to cut losses on a research idea and honesty about failure
Tell me about the most complex statistical or mathematical concept you've had to explain to someone without your technical background. How did you do it?
What they are checking: communication skill, since the posting explicitly calls out explaining complex ideas verbally and in writing
Tell me about a research result you were confident in that ended up contradicting a colleague's approach. How did you resolve it?
What they are checking: collaborative rigor and whether they can navigate disagreement in a research-heavy team without ego getting in the way
What would you do
You're given a large tick-level options dataset and asked to find a tradeable pattern in a week. Walk me through how you'd spend that time.
What they are checking: ability to prioritize and structure open-ended research under time pressure rather than getting lost in exploration
If a trader on the desk pushed back on your model's output because it disagreed with their market intuition, how would you handle that conversation?
What they are checking: ability to communicate quantitative results to non-quants and hold ground with evidence without being dismissive
Suppose you notice PnL from a strategy you built has been decaying over the last month. How would you investigate whether that's due to regime change, a bug, or crowding from other participants?
What they are checking: structured debugging instinct and understanding of what actually erodes edge in systematic trading
About the work
Say you find a strong statistical relationship between two variables in options data. How do you decide whether it's a real economic effect versus noise or a microstructure artifact?
What they are checking: depth of statistical rigor and understanding of market microstructure versus pure data mining
How would you go about building a model of the implied volatility surface for a single underlying, and what are the tradeoffs between different approaches?
What they are checking: direct domain expertise in options pricing and vol surfaces, which the posting flags as a strong plus
How do you approach the handoff between a research idea in a notebook and code that a trading system can run in production?
What they are checking: understanding of the software development lifecycle and whether they can write production-grade code, not just research scripts
What's an example of alternative or nontraditional data you've used in research, and what made it useful or not useful?
What they are checking: breadth of data experience beyond standard market data, called out as a nice-to-have
In Python, how do you handle a Pandas or Numpy workflow that's become too slow for the size of data you're working with?
What they are checking: practical fluency with the specific tools listed and awareness of performance tradeoffs at scale
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Practice this out loudThe full job description
As published by Chicago Trading Company.