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Robert Cummings

Chicago, IL, US

Tel: +1 312 7260677

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Professional Designations

  • Series 3 securities license


  • BS, Finance, Northern Illinois University, 1993
  • MBA, Analytic Finance and Strategic Management, The University of Chicago Graduate School of Business, 2006

Current Responsibility

Rob works for the Capital Markets and Hedging Group within Milliman's Financial Risk Management practice in Chicago. This group advises clients in banking, insurance, mortgage servicing, and funds management on financial risks, hedging strategies, and trading operations. Rob is the senior trader on the desk and is involved in management of variable annuity, equity-indexed annuity, fixed annuity, and other derivative hedging programs of both U.S. and international clients.


Rob has more than 13 years of experience as a trader with a primary focus on options. Prior to joining Milliman, he was involved in various proprietary trading strategies and was portfolio manager of associated derivatives funds. These strategies included volatility arbitrage, global macro, and high-frequency trading. Firms that Rob worked for include Citadel Investment Group; TradeNet, where he was a primary market maker on the CBOE; KCM Group; and Spyglass Capital Management.

  • Work at Milliman

    • “I was offered a chance to come in, shake things up, create something."
    Work at Milliman