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Richie Chaikof

Principal at Optum Ventures

New York, New York

Overview 

Richie Chaikof is a Principal at Optum Ventures in New York, with a background in investment banking and venture capital. With experience at top firms like Bain Capital Ventures and Citigroup, he specializes in investing in various sectors including Entertainment & Sports, Health IT, and FinTech, focusing on Series A and Seed stage companies. Chaikof holds an Honors Business Administration degree from Ivey Business School at Western University, and his career highlights include roles as Vice President at Optum Ventures and as an Associate at Bain Capital Ventures, showcasing his expertise in venture capital and investment banking.

Work Experience 

  • Principal

    2020 - Current

    Founded in 2017, Optum Ventures (OV) is a digital health-focused venture capital firm with >$2 billion in AUM. We partner with exceptional founders focused on building disruptive healthcare services and healthcare IT companies. OV was established in partnership with UnitedHealth Group (UHG) and operates as an independent venture capital fund. We’re proud investors in AbleTo, Carebridge, Ambiance, Equip, Alma, Garner, MPulse, Medallion, Somatus, among others. Select Investment Experience: + Alma + Cortica + Galileo + Heartbeat Health + LetsGetChecked + Rethink + Springtide Child Development - acquired by Cortica + Stealth Healthcare Fintech NewCo + Unite Us

  • Vice President

    2019 - 2020

Optum Ventures provides capital and strategic guidance to startup companies solving health care's pressing challenges.

  • Associate

    2017 - 2019

    Bain Capital Ventures (BCV) is the venture capital arm of Bain Capital, which manages over $105 billion in alternative assets globally. BCV currently has more than 100 active portfolio companies and has offices in Boston, New York, and San Francisco / Palo Alto. Select Investment Experience: + AbleTo - acquired by UHG + ChromeRiver - merged with Certify + SmartRent - (NYSE:SMRT) + Vention.io

Bain Capital Ventures invests in seed to growth-stage startups that uses tech to disrupt existing markets or create entirely new ones.

  • Investment Banking Senior Analyst

    2015 - 2017

    New York - Global Technology Group (2016-2017) Toronto - Mergers & Acquisitions Group (2015-2016)

Citigroup is a financial services holding company that provides various financial products and services.

Raised $12,950,000,000.00 from ValueAct Capital and Abu Dhabi Investment Authority.

  • Investment Banking Summer Analyst

    2014 - 2014

    Global Technology Group, Israel Coverage

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