Episodes

  • The Company That Runs High School Sports: Interview with David Rudolph, CEO of PlayOn Sports
    Jul 8 2025

    Kyle is joined by David Rudolph, CEO of PlayOn Sports, a leader in high school sports streaming, ticketing, and information with NFHS Network, GoFan, and MaxPreps. David discusses the evolution of streaming in high school sports, the growth of digital ticketing, and the significance of the MaxPreps acquisition as a platform for high school sports information. He shares insights on audience demographics, monetization strategies, and why AI is so important to achieving scale in youth and amateur sports. He also speaks candidly on the increasing investor interest in youth sports and the potential for innovation in this fragmented market.

    Chapters

    00:00 Introduction to PlayOn and David Rudolph

    02:49 Evolution of Streaming in High School Sports

    05:41 The Role of Digital Ticketing and GoFan

    09:01 MaxPreps Acquisition and Its Impact

    11:53 Understanding the Audience of High School Sports

    14:53 Monetization Strategies and Sponsorship Opportunities

    17:54 The Future of Local vs. National Sponsorships

    20:55 PlayOn's Position in the Sports Ecosystem

    23:46 The Importance of AI in Sports Technology

    26:42 Future Directions and Innovations for PlayOn

    29:36 Investor Interest in Youth Sports

    32:42 Innovations in the Youth Sports Space

    35:33 Conclusion and Future Outlook


    Links:

    https://www.playonsports.com/

    https://nfhsnetwork.playonsports.com/overview

    https://maxpreps.playonsports.com/overview

    https://gofan.playonsports.com/home


    Subscribe to Buying Sandlot:

    https://www.buyingsandlot.com/


    Follow Kyle on LinkedIn:

    https://www.linkedin.com/in/kylelaskowski/

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    39 mins
  • Solving Payments in Youth Sports
    May 21 2025

    Kyle Scott is joined by Tony Caudill, cofounder of Duesy, a “text-first” payments and communication platform for youth sports clubs and tournaments. Tony is a two-time payments startup founder and began working on Duesy when he saw a clear need for a better payments solution in the youth sports ecosystem.

    Chapters:

    • 00:00 - Introduction to Youth Sports Business
    • 08:17 - Introduction to Doozy and Its Origins
    • 11:22 - Introduction of Digital Ticketing in Youth Sports
    • 26:17 - The Importance of Branding in Youth Sports
    • 28:15 - The Power of Data in Youth Sports
    • 40:01 - Navigating the Second Time Around: Lessons from Experience


    Links:

    https://www.justduesyme.com/


    Subscribe to Buying Sandlot:

    https://www.buyingsandlot.com/


    Follow Kyle on LinkedIn:

    https://www.linkedin.com/in/kylelaskowski/


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    52 mins