Welcome! I’m a sports/tech entrepreneur and early stage investor. Currently I’m co-CEO of DRAFT (, an innovative, venture-backed startup in the daily fantasy sports industry which I run alongside my childhood best friend, and the best product person I’ve ever met, Jeremy Levine.

Before DRAFT I was the Founder and CEO of, the nation’s leading sports coaching company. I could not have launched CoachUp without my incredibly talented co-founders and close buddies Arian Radmand and Gabe Durazo, who built the platform from the ground up.

I’m also co-founder and Chairman of Athletes of Valor, a venture-backed social-impact for-profit that helps veterans transition from service to career by leveraging the power of sports. AoV is led by my good friend, and retired Marine, Alex Stone, who is a force of nature and his passion for helping other veterans is contagious.

I believe that entrepreneurship is an incredible force for good in our society, and I enjoy spending my free time supporting other entrepreneurs however possible. I’ve been fortunate to have been able to invest in many startups (though my check sizes are quite small, $10k-$25k), and to have had opportunities to speak at business schools and in the press on topics related to entrepreneurship, investing, coaching, and leadership. I also enjoy writing in my free time on these subjects —  I’ve published 2 books and occasionally write articles for Inc. 

Feel free to read my full bio below, which is also available here, or skip the bio and just know that I like to spend my time building cool stuff with my friends.

Jordan Fliegel is an American entrepreneur, early-stage technology investor, startup adviser, author and former professional basketball player. He is Founder of The venture-backed company is headquartered in Boston, Massachusetts, and features over 20,000 private coaches and trainers nation-wide, who conduct thousands of 1on1, group training, and camp/clinic sessions every week around the country, in everything from basketball, soccer and football, to yoga, fitness and dance. In building CoachUp, Jordan teamed up with a strong group of co-founders and partners, including world champions Stephen Curry and Julian Edelman, and a strong management team.

Jordan is an active investor, mentor, and advisor to other startups and accelerators. He is Co-founder & General Manager of Bridge Boys, a seed-stage technology fund with over 40 investments, advises four venture-backed startups, and serves as a Mentor at the Boston Techstars accelerator program and at Mass Challenge (the world’s largest startup competition), and as a frequent columnist at Inc.

In 2014, Jordan published his first book: Reaching Another Level: How Private Coaching Transforms the Lives of Professional Athletes, Weekend Warriors, and the Kids Next Door. In 2016, Jordan published his second book: Coaching Up! Inspiring Peak Performance When It Matters Most (Wiley).

He was named to the Inc. “30 under 30” list in 2015, to the Boston Business Journal “40 under 40” list in 2014, and was a Finalist for “New England Entrepreneur of the Year” by Ernst & Young in 2015.


I hope that you will find value in reading my posts. If I can answer any questions, please reach out to me directly.


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