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Stephanie Mccaffrey

Founder of Pickle Pop

Los Angeles Metropolitan Area

Overview 

Stephanie McCaffrey is the Founder & CEO of Pickle Pop, having transitioned from a successful career as a professional soccer player with the U.S. Soccer Federation and investment banking at Goldman Sachs. With experience at top organizations like Anthos Capital and a notable background in sports and finance, she now leads Pickle Pop in the entertainment, sports, and consumer health sectors, focusing on seed and pre-seed investments in the Boston / New England area.

Work Experience 

  • Founder, CEO

    2024 - Current

    Pickle Pop is Los Angeles' favorite destination for Pickleball, food, beverage and fun. Our first location on the Santa Monica Promenade was named new business of the year in Santa Monica, and we have closed our funding round for future expansion - announcement coming soon!

  • Investor

    2022 - 2024

    Responsible for sourcing and evaluating investments from early to growth stage. If you are a founder building something great, I’d love to hear from you !

Anthos partners with innovative consumer and technology companies shaping the future.

  • Investment Banking Associate

    2021 - 2022

Goldman Sachs is a multinational financial services firm providing securities, investment banking, and management services.

  • Founder

    2018 - 2022

    A non-profit 501c3 organization connecting girls playing soccer in low-income areas of the United States with professional soccer athletes The goal of Hidden Gems is to use the power of teamwork and soccer as an equalizer and to increase young girls’ perceptions of their ability on and off the field. We raise money to pay the salaries of professional players to coach within existing non-profits in the youth soccer space.

  • Investment Team Member

    2019 - 2021

Dorm Room Fund is the strongest community of entrepreneurial students in the nation.

  • MBA

    2019 - 2021

  • MBA Investment Banking Summer Associate

    2020 - 2020

    Consumer Retail Group

Goldman Sachs is a multinational financial services firm providing securities, investment banking, and management services.

  • Professional Soccer Player

    2015 - 2018

    The Boston Breakers is the longest-running professional women’s soccer team in U.S. history, having debuted in the Women’s United Soccer Association (WUSA) in 2001. For more information, please visit BostonBreakersSoccer.com.

Chicago Red Stars are the oldest and winningest team in professional women's soccer, demonstrating grit and consistency in over a decade.

  • Professional Soccer Player

    2015 - 2017

United States Soccer Federation (USSF) is the official provider of news, information and live feeds on soccer.

  • Intern

    2014 - 2014

    Responsible for gathering information on the mobile security industry, finding successful private companies within this industry, and contacting targeted companies’ CEOs

Articles About Stephanie

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