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.
Core Responsibilities:
- Monitor and trade active markets in real time across Polymarket (CLOB/Gamma/Subgraph APIs) and Kalshi (FIX/WebSocket/REST).
- Execute strategies including: market making with dynamic skew, microstructure arbitrage (order-flow and book-imbalance sniping), cross-platform arb, news/event momentum (sub-second reaction), and statistical pairs/mean-reversion.
- Develop and backtest models using historical tick data, Bayesian probability updates, NLP sentiment parsing, and ML for fair-value estimation.
- Collaborate with engineering on low-latency infrastructure (API integrations, order engines, anomaly detection).
Required Qualifications:
- Bachelor's or higher in Quantitative Finance, Statistics, Computer Science, Economics, Mathematics, or equivalent.
- Strong programming skills: Python (pandas, NumPy, backtesting).
- Solid foundation in probability, statistics, time-series analysis, and Bayesian methods.
- Hands-on experience with prediction market platforms (Polymarket and/or Kalshi APIs) or closely related domains (options, binary events, sports/event betting).
- Genuine, demonstrated interest in prediction markets — we expect you to be actively engaged with the space (personal trading, deep reading of protocols, following major resolutions, contributing to discussions, etc.). This is non-negotiable.
Highly Valued (but not strictly required):
- Prior profitable trading experience in prediction markets, options, or event-driven strategies (personal or professional).
- Familiarity with blockchain/DeFi tools (ethers.js, Polygon RPC, USDC wallets).
- Experience with low-latency systems, FIX protocol, or Web3 integrations.
- Track record of building and backtesting quantitative models with real historical data.
- Deep domain knowledge of high-impact events (politics, macroeconomics, climate, sports).
Who We’re Looking For: 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.
Apply With:
- Resume
- Cover letter explicitly detailing your genuine interest in prediction markets (specific examples of your engagement: trades you’ve made, resolutions you’ve studied, models you’ve built, protocols you follow, etc.)
- GitHub, personal blog, or portfolio links showing relevant work
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.
Location: Flexible. US-based preferred.
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.