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DRW is a major Chicago-based proprietary trading firm founded in 1992 by Don Wilson, specializing in diversified, technology-driven market-making and quantitative trading across asset classes including fixed income, options, derivatives, commodities, energy, equities, FX, and cryptocurrency.
DRW is building out a dedicated prediction markets desk focused on platforms such as Polymarket and Kalshi. As a Prediction Markets Trader, you will develop, execute, and optimize high-conviction trading strategies in binary event contracts. You will manage a live portfolio, targeting consistent positive expectancy through market making, microstructure exploitation, cross-platform arbitrage, event-driven momentum, and statistical models. This role requires genuine, demonstrated passion for prediction markets, strong quantitative reasoning, and the ability to operate in thin, volatile, event-resolution-driven environments.
We are especially interested in exceptionally sharp, self-motivated individuals — including strong campus hires and new graduates — who are obsessed with prediction markets and can demonstrate clear, substantive engagement with the space. If you’ve been actively trading Polymarket/Kalshi, analyzing resolutions, building personal models, or following the ecosystem closely, we want to talk to you.
Applications reviewed on a rolling basis. Strong candidates will receive a technical screen, strategy discussion, and live coding/modeling exercise focused on real prediction market scenarios.
Flexible. US-based preferred.
The annual base salary range for this position is $175,000 to $200,000 depending on the candidate’s experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401(k) (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.
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