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Tessa Flippin

Founder and Managing Partner at Capitalize VC

Greater Chicago Area

Overview 

Tessa Flippin is the Founder and Managing Partner at Capitalize VC, with a background as a Kauffman Fellow. She has made significant strides in the venture capital industry, particularly focusing on investing in diverse founders and sectors like Wellness & Fitness, FinTech, and E-commerce. Flippin's career highlights include founding Capitalize VC and leading BLCK VC's Midwest Chapter, showcasing her expertise in entrepreneurship, business development, and fostering diversity in the investment landscape.

Work Experience 

  • Kauffman Fellow Class 29

    2024 - Current

Co-investment VC firm supporting the mission of the Kauffman Fellows

  • Founder and Managing Partner

    2021

    Capitalize VC is an early-stage venture capital firm based in Chicago, IL. We invest pre-seed capital in commerce-enablement tech companies solving critical problems for retailers, brands, creators, and manufacturers as they navigate a shifting landscape.

  • Innovation Advisory Committee

    2025

  • Board Member

    2022

  • Midwest Chapter Co-Lead

    2020

  • Venture Partner

    2021 - 2023

Genius Guild is a business creation platform that supports market-driven innovations to end racism.

  • Investor (Director)

    2021 - 2021

  • Investor (Senior Associate)

    2019 - 2021

  • Investor (Associate)

    2017 - 2019

Helping leading corporations & ambitious entrepreneurs work together to create new business models, revenue streams, products, and markets.

  • Co-Founder

    2016 - 2018

    Developed e-commerce technology to send cross-border payments and connect them to retailers and convenience stores.

  • Summer MBA Financial Services Intern

    2015 - 2015

  • Kiva Zip Business Development

    2015 - 2015

Kiva is an international non-profit organization that enables families to make small loans to entrepreneurs in developing countries.

Raised $11,800,000.00 from Women’s Global Development and Prosperity Initiative and The Draper Richards Kaplan Foundation.

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