The Next Chapter: Redefining Entrepreneurship with Shareholder Ventures
In this episode of 'The Next Next,' Jason Jacobs interviews Jordan Fliegel, co-founder and CEO of Shareholder Ventures. Jordan shares his journey from being a college and professional basketball player in Europe to founding sports company Coach Up and fantasy sports startup Draft, which was acquired for $48 million. After spending several years at Techstars, running their sports and New York City accelerators, Jordan transitioned to co-founding Shareholder Ventures. Shareholder Ventures is a holding company that supports acquisition entrepreneurs in acquiring SMBs by providing capital, resources, and community support. Jordan discusses the state of youth sports, his investment strategies in sports tech, and the benefits of acquiring existing small businesses. The conversation also highlights the unique model and future ambitions of Shareholder Ventures.
Puck Academy · Jordan Fliegel, Jason Jacobs
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Show Notes
Exploring Acquisition Entrepreneurship with Jordan Fliegel: From Sports Tech to Shareholder Ventures In this episode of The Next Next, host Jason Jacobs interviews Jordan Fliegel, co-founder and CEO of Shareholder Ventures. The conversation chronicles Jordan's diverse journey from a professional basketball player to a successful entrepreneur and investor in the sports tech industry. Highlights include the founding of Coach Up and successful ventures like Draft, which was acquired for $48 million. The discussion delves into Jordan's recent focus on acquisition entrepreneurship through Shareholder Ventures, a holding company aimed at helping entrepreneurs acquire small- to medium-sized businesses. The episode covers various topics such as the current state of youth sports, the nuances of sports tech investments, and the unique opportunities arising from the impending retirement of baby boomer business owners. Listeners will gain insights into different entrepreneurial models, the strategic building of a HoldCo, and how emerging tools can assist founders in building and sustaining profitable businesses.
00:00 Introduction to Jordan Fliegel
00:09 Jordan's Early Life and Career
00:17 Founding Coach Up and Draft
00:39 Transition to Techstars and Shareholder Ventures
01:13 Discussion on Youth Sports
03:05 Jason and Jordan's Personal Reflections
04:13 Challenges and Realities of Entrepreneurship
16:01 Jordan's Journey with Techstars
31:53 The Concept of Shareholder Ventures
45:46 The Challenges of Running a Business Solo
46:10 Tim and I Bought Businesses
47:53 Joining the Center for American Entrepreneurship
48:55 Structuring Shareholder Ventures
49:28 The HoldCo Model and Its Benefits
51:04 Supporting Acquisition Entrepreneurs
01:02:49 The Role of Search Funds
01:06:53 Financial Structure and Cash Flow Management
01:25:35 Final Thoughts and Encouragement for Entrepreneurs
Note: Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).