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Jordan Fliegel is the Co-founder and CEO of Shareholder Ventures, a holding company focused on small business acquisitions, based in Boston. He previously served as Co-CEO of the daily fantasy sports app Draft.com, leading the platform to a $48 million acquisition by Paddy Power Betfair in 2017. Fliegel also founded and acts as Chairman of CoachUp, a private coaching network backed by $14 million in venture capital. As an early-stage investor and former Managing Director at Techstars, he directed eight accelerator programs between 2019 and 2024 while completing more than 200 angel investments. He holds a bachelor's degree in Philosophy and Government from Bowdoin College and played professional basketball internationally in Israel before entering the technology sector. His professional background centers on sports technology, two-sided consumer marketplaces, and providing operational capital for small business acquisition models.
Jordan Fliegel stands as a prominent figure in the early-stage investment landscape, currently serving as a Managing Director at Techstars. In this pivotal role, he spearheads accelerator programs designed to identify, nurture, and scale high-potential technology startups. As an MD, Jordan is responsible for the entire lifecycle of a Techstars program, from sourcing and selecting promising companies to providing intensive mentorship, strategic guidance, and crucial seed capital. His leadership ensures that participating founders gain access to Techstars' vast network of mentors, investors, and corporate partners, significantly accelerating their growth trajectory.
Jordan's investment philosophy is deeply rooted in his extensive entrepreneurial background. He is particularly drawn to innovative solutions in sectors such as B2B SaaS, consumer technology, fintech, and sports technology. He seeks out strong founding teams with clear vision, demonstrable market fit, and the resilience to navigate the challenges of startup growth. His approach is hands-on, leveraging his operational experience to help founders refine their product, strategy, and go-to-market execution.
Before joining Techstars, Jordan Fliegel built a remarkable career as a serial entrepreneur, founding and scaling multiple successful ventures. He was a co-founder of DraftKings, a company that revolutionized the fantasy sports industry. His entrepreneurial spirit continued with CoachUp, an online platform connecting athletes with private coaches, which was later acquired by Stack Sports. He also founded EverTrue, a leading fundraising and alumni engagement platform for educational institutions, subsequently acquired by Blackbaud. These experiences as a founder provide him with invaluable empathy and insight into the challenges and opportunities faced by early-stage companies, making him a highly effective mentor and investor.
His journey from successful founder to influential investor is a testament to his deep understanding of what it takes to build and scale a company. This firsthand experience allows him to offer practical, actionable advice, helping founders avoid common pitfalls and capitalize on emerging trends. Jordan is also the author of 'The Startup Playbook,' further solidifying his commitment to sharing knowledge and empowering the next generation of entrepreneurs.
At Techstars, Jordan Fliegel continues to shape the future of technology by empowering innovative founders. His unique blend of operational expertise, strategic vision, and a robust network makes him an invaluable asset to the startups he supports, driving significant impact within the global startup ecosystem.
Jordan Fliegel is a Managing Director at Techstars, a global investment firm and startup accelerator. He is also a highly successful serial entrepreneur, having co-founded notable companies such as DraftKings, CoachUp, and EverTrue.
As a Managing Director at Techstars, Jordan Fliegel invests in early-stage technology startups across various sectors. His primary investment focus areas include B2B SaaS, consumer technology, fintech, and sports technology, among others.
Jordan Fliegel works as a Managing Director at Techstars, a global investment firm that provides capital, mentorship, and programming for early-stage entrepreneurs and startups.