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Shailesh Gupta
Chief Investment Officer at Simplify Asset Management Inc.
About
Shailesh Gupta serves as Chief Investment Officer and CIO: Structural Alpha at Simplify in Las Vegas, overseeing the firm's investment strategy and development of innovative, options-based ETF solutions. His responsibilities encompass leading the design and management of structural alpha and yield-enhanced strategies, particularly those focused on delivering convexity and risk premium harvesting in rates, treasuries, mortgage-backed securities, and related fixed income and volatility sectors.
Gupta’s career background includes leadership roles as Head of Trading at Simplify and Portfolio Manager at Anfield Capital Management, as well as significant tenure at PIMCO where he managed global derivatives trading and strategy, co-managed portfolios exceeding $60 billion in assets, and oversaw risk management during the financial crisis. His expertise centers on derivatives, structured products, volatility risk, and innovative yield-enhancement techniques, aiming to make institutional-grade strategies accessible through ETFs.
He holds an MS in Financial Mathematics from the University of Chicago, an MS in Finance from Illinois Institute of Technology, an MBA in Finance from XLRI Jamshedpur, and a B.Tech from IIT Delhi, with further studies at UC Irvine. Widely respected for his contributions in derivatives and structured alpha, Gupta is recognized for integrating advanced quantitative and risk management techniques across interest rate volatility, fixed income, and options-based asset allocation.
Career History
| Organization | Role | Date Range | Details |
|---|---|---|---|
| Simplify | Chief Investment Officer | Feb 2025 to Present | — |
| Simplify Asset Management | Head Of Trading | Oct 2020 to Feb 2025 | — |
| Anfield Capital Management, LLC | Portfolio Manager | Sep 2017 to Oct 2020 | — |
| CommonWealth Opportunity Capital | Trader | Jan 2012 to Aug 2017 | — |
| Flint Rock Global Investors | Portfolio Manager | Jun 2010 to Dec 2011 | Global Marco Hedge Fund with focus on fixed income and volatility strategies |
| PIMCO | Senior Vice President | Jul 2000 to May 2010 | Portfolio Manager/Risk Manager/Financial Engineer |
Education
University of Chicago
MS, Financial Mathematics
1998 — 2001
Illinois Institute of Technology
MS, Finance
1998 — 2000
XLRI Jamshedpur
MBA, Finance
1991 — 1993
Indian Institute of Technology, Delhi
B.Tech, Mechanical Engineering
1987 — 1991
University of California, Irvine
Others at Simplify Asset Management Inc. (7)
| Name | Role | Location |
|---|---|---|
| Vice President - Portfolio Manager and Trader | Charleston, SC , United States | |
K Ken Miller | Portfolio Manager | Los Angeles, CA , United States |
| Portfolio Manager and Chief Strategist | CA , United States | |
| Portfolio Manager | Hoboken, NJ , United States | |
| Vice President and Portfolio Manager, Quantitative Investment Strategies (QIS) | Atlanta, GA , United States | |
| Portfolio Manager | United States | |
| Managing Partner | Laguna Beach, CA , United States |
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