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Trader

DV Trading · Chicago, IL · Trading

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

You would run your own options-focused strategies with DV Trading's capital. Walk me through your strategy, where its edge comes from and how it has performed.

What they are checking: Whether they have a real, repeatable edge they can explain clearly, not just a good year.

Tell me about your worst drawdown. What happened and what did you change?

What they are checking: Honesty about losses and whether they adapted their process afterward.

How has your strategy adapted when market conditions changed, for example when volatility regimes shifted?

What they are checking: Ability to adapt to changing markets, which the posting names directly.

What would make you a good fit for a firm without the constraints of a larger institution?

What they are checking: Whether they can work independently and responsibly with autonomy.

What would you do

How would you use DV's infrastructure and capital to scale your strategy? What would you need first?

What they are checking: A concrete plan for growth, and whether their strategy actually has capacity to scale.

Volatility spikes and your positions move sharply against you in an hour. Walk me through what you do.

What they are checking: Composure and a pre-planned response under stress instead of improvising.

About the work

How do you size positions in an options strategy, and what limits do you set for yourself?

What they are checking: Disciplined risk management, which the posting says the ideal candidate already has.

Describe how you manage your vega and gamma exposure across correlated products.

What they are checking: Depth in options risk across related underlyings rather than single positions.

What market structure opportunities have you traded, and how do you know when they are gone?

What they are checking: Whether they understand that edges decay and can tell when to stop.

How do you separate luck from skill when you look at your own results?

What they are checking: Statistical thinking about their track record, which a prop firm cares about before allocating capital.

Practice this interview out loud.

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The full job description

As published by DV Trading.

About Us : Founded 20 years ago and headquartered in Chicago, the  DV Group of financial services firms has grown to more than 600 people operating throughout North America, Europe and Asia. Since spinning out of a large brokerage firm in 2016, DV Trading has rapidly scaled as an independent proprietary trading firm utilizing its own capital, trading strategies, and risk management methodologies to provide liquidity to worldwide financial markets and hedging opportunities to commodity producers and users. Now, DV group affiliates include two broker dealers, a cryptocurrency market making firm, and a bourgeoning investment adviser. Overview:  DV Trading is looking for experienced traders or trading teams with a recent, proven track record of success running their own strategies. Specifically, we're seeking traders currently or recently at proprietary trading firms, pod shops, or hedge funds, with returns that are prop like in nature (high Sharpe, consistent P&L on risk capital). Job Responsibilities: • Able to clearly articulate your strategy and back it up with a verifiable track record • Takes ownership of decisions and outcomes • High integrity Requirements: • 5+ years at a proprietary trading firm or pod shop • 2+ years in a risk-taking role Benefits: • Discretionary bonus eligibility • Medical, dental, and vision insurance • HSA, FSA, and Dependent Care Options • Employer Paid Group Term Life and AD&D insurance • Voluntary LTD, Life & AD&D insurance • Flexible Vacation policy • Retirement plan with employer match DV is not accepting unsolicited resumes from search firms. Only search firms with valid, written agreements with DV should submit resumes in response to DV ’s posted positions. All resumes submitted by search firms to DV via e-mail, the Internet, personal delivery, facsimile, or any other method without a valid written agreement shall be deemed the sole property of DV , and no fee will be paid in the event the candidate is hired by DV . DV is proud to be an equal opportunity employer and committed to creating an inclusive environment for all employees.

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