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This position has closed. DRW removed this listing from their careers page on Oct 5, 2026. The interview prep below is still useful, and there are similar open roles at the bottom of this page.

Equity Analyst - Special Situations

DRW · Chicago, IL · $150,000–$250,000 a year · EITO Trading

Posted Aug 19, 2026 · We last checked this listing on Oct 5, 2026

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 an investment idea you were wrong about. What did you miss?

What they are checking: Honest self-assessment and learning, which matters in a role where conviction must be checked.

What sources do you use to stay ahead of upcoming corporate events?

What they are checking: Organized, efficient research habits for tracking filings and announcements across many companies.

What would you do

A deal you're tracking suddenly gets a second request from antitrust regulators. What do you tell the trading team?

What they are checking: Ability to translate news into a clear view on probability, timing and price impact quickly.

How do you work with traders who need an answer in minutes when your analysis would normally take days?

What they are checking: Ability to deliver a useful quick take and say clearly how confident it is.

About the work

Pick a recent merger arbitrage situation. Walk me through how you'd assess the odds of the deal closing.

What they are checking: Ability to weigh regulatory, financing and shareholder risk the way a special situations analyst must.

You'd give trading teams fundamental insight on corporate actions. How would you analyze a spin-off before it happens?

What they are checking: Understanding of how spin-offs create pricing dislocations and forced selling that traders can act on.

How do you read a merger agreement quickly to find the terms that matter for trading?

What they are checking: Skill at spotting conditions, termination clauses and consideration mechanics that change risk.

How would you value a company going through a complex restructuring or recapitalization?

What they are checking: Valuation skills applied to messy capital structures, which special situations often involve.

DRW is multi-asset. How might a special situation in equities create opportunities in options or credit?

What they are checking: Thinking beyond a single asset class, which the posting notes as an opportunity in this role.

Walk me through how you'd think about the structure of a trade on a pending deal.

What they are checking: Understanding of how to express a view with the right hedges and sizing, not just a directional call.

Practice this interview out loud.

Offer builds a real interview for this exact role at DRW from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

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. DRW is looking to bring on a Special Situations Equity Analyst to join the Chicago based trading and research team. The role will be to work primarily with the Equity teams, however, DRW, as a multi-asset proprietary trading firm, provides the opportunity to collaborate in a wide range of products as well.  The goal is to work with trading teams to provide fundamental insight into Corporate Actions and Special Situations as well as the structuring of trades. As an Equity Analyst, you will be responsible for understanding the current environment and market drivers and translating that into a forward-looking view. We are looking for a result driven individual who enjoys the challenge of understanding a situation in a much greater level of detail than anyone else in the market.  In addition to providing daily research updates and real-time coverage for the traders, this role will be an opportunity to build a scalable process which can extend across the universe of listed equities and options.  Another responsibility will be liaising with external data vendors to evaluate their products and working with software developers and quantitative researchers to implement a suitable database on which trade ideas can be generated.  Understanding the impact of events on derivatives markets will be a key driver of success.  This is a rare opportunity to be in a research role on a team with a large appetite for growth, where ideas can be translated into trades quickly, and a chance to be associated with the resulting revenue stream. Responsibilities: • Provide real-time analysis on relevant corporate events, distressed scenarios, capital structure dislocations, and other unique situations • Work with traders to generate trades around the research process output • Maintain financial models and valuation scenarios to analyse companies’ performance • Monitor and build probability distributions for upcoming events to anticipate stock performance and volatility • Develop catalyst-driven theses around new and existing corporate actions • Research and propose new strategies adjacent to the desk’s existing playbook • Work with Software Engineers to develop automated web scrapers and other data analytics tools • Manage external relationships with sell side research desks, data vendors, and brokers • Engage with the DRW hiring process in order to help build out the team Requirements: • Strong understanding of financial markets and the impact of events on company valuations • Extreme attention to detail and accuracy • Strong understanding of descriptive statistics • Coding capability in Python, R, Matlab or similar statistical language • Ability to synthesize qualitative and sometimes messy quantitative information, from often disparate and incomplete sources • Experience working with large data sets • Understanding of options pricing and greeks • Confident communicator The annual base salary range for this position is $150,000 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-JW1