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Shailesh Gupta

Shailesh Gupta

Chief Investment Officer at Simplify Asset Management Inc.

Las Vegas, NV , United States

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

OrganizationRoleDate RangeDetails
SimplifyChief Investment OfficerFeb 2025 to Present
Simplify Asset ManagementHead Of TradingOct 2020 to Feb 2025
Anfield Capital Management, LLCPortfolio ManagerSep 2017 to Oct 2020
CommonWealth Opportunity CapitalTraderJan 2012 to Aug 2017
Flint Rock Global InvestorsPortfolio ManagerJun 2010 to Dec 2011
Global Marco Hedge Fund with focus on fixed income and volatility strategies
PIMCOSenior Vice PresidentJul 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)

NameRoleLocation
Dave Jackson
Dave Jackson
Vice President - Portfolio Manager and TraderCharleston, SC , United States
K
Ken Miller
Portfolio ManagerLos Angeles, CA , United States
Michael Green
Michael Green
Portfolio Manager and Chief StrategistCA , United States
Michael Taylor
Michael Taylor
Portfolio ManagerHoboken, NJ , United States
Sam Park
Sam Park
Vice President and Portfolio Manager, Quantitative Investment Strategies (QIS)Atlanta, GA , United States
Christopher Chua
Christopher Chua
Portfolio ManagerUnited States
Harley Bassman
Harley Bassman
Managing PartnerLaguna Beach, CA , United States

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