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Will Cunningham

COO at FLYR

New York, New York

Overview 

Will Cunningham is the Chief Operating Officer at FLYR in New York, New York, with a strong background in financial analysis and modeling. He has held key roles at various organizations, including WestCap and Black Diamond Capital Investors, LLC, showcasing his expertise in investment management and strategic advisory. Cunningham's career highlights include serving as a Senior Advisor at WestCap and previously as the Chief Investment Officer at Black Diamond Capital Investors, LLC, demonstrating his leadership and proficiency in financial decision-making.

Work Experience 

  • Chief Operating Officer

    2024 - Current

  • Board Member & Investor

    2021 - 2024

FLYR is a technology company that uses AI to help airlines and hospitality businesses.

Raised $481,842,686.00 from BlackRock, WestCap, Avianca, Abu Dhabi Investment Authority and Streamlined Ventures.

  • Senior Advisor

    2024

  • Principal

    2024 - 2024

  • Vice President

    2021 - 2023

  • Associate

    2019 - 2021

WestCap is a strategic operating and investing firm that focuses on tech-enabled, asset-light marketplaces.

  • Board Member & Investor

    2021

Peek is a booking software and marketplace for delightful things to do such as wine tours, watersports, skydiving, and art classes.

Raised $119,900,000.00 from Eric Schmidt, I2BF Global Ventures, Cathay Innovation, Presight Capital, Jack Dorsey, 3L Capital, Goldman Sachs Asset Management, Paul English, Manta Ray Ventures and WestCap.

  • Board Observer & Investor

    2020 - 2024

  • Board Member

    2020 - 2024

  • Board Observer & Investor

    2019 - 2024

Addepar is a software and data platform for even the most complex investment portfolios.

Raised $531,362,336.00 from Vika Ventures, Cota Capital and D1 Capital Partners.

  • Investor

    2019 - 2024

iCapital Network is a fintech platform for alternative investments and investors.

Raised $729,210,871.00 from Bank of America.

  • Analyst

    2018 - 2019

  • Chief Investment Officer

    2017 - 2018

  • Investment, Industrials and Materials

    2015 - 2017

Articles About Will

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