Kyle is joined by Dave Yoo, Founder of Onsides, an AI-powered youth sports app for overwhelmed parents. Onsides aggregates calendars and contacts from leading youth sports platforms like TeamSnap and SportsEngine into a single user interface so parents have a one-stop-shop for managing and coordinating hectic sports schedules. Dave talks about the idea behind the app, building a parent-first youth sports app, working with modern AI LLMs, and marketing a product in a crowded space.

Chapters:

00:00 Introduction to Onsides and Its Mission

04:36 Features and Functionality of Onsides

07:14 Market Interest and Beta Response

14:16 Parent-Centric Approach vs. Club-Centric Software

16:55 Industry Reactions and Collaboration Opportunities

20:00 The Role of AI in Youth Sports Management

22:33 Comparative Analysis with Plaid and Slack

25:48 Challenges of Adoption and User Experience

28:20 Future Roadmap and Team-Level Adoption

43:16 The Game Day Concierge: Enhancing Parental Experience

43:43 Innovative Features on the Horizon

45:11 Ride Share: Simplifying Transportation for Parents

49:53 Marketing Strategies for Adoption

52:40 Integrating with Existing Platforms

55:23 The Role of AI in Data Management

01:01:51 User-Centric Design: Reducing Cognitive Load

01:01:51 Business Model Insights: Freemium and Advertising Opportunities

Links:

https://www.getonsides.com/

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

Kyle is joined by Rob DeSalvo, the President of North America for sports streaming leader Pixellot. They power over 600k high school events each year through their partnership with the NFHS network and now lean heavily into the consumer side of the business with portable streaming tech. Rob discusses the differences between B2B and B2C relationships, custom solutions for different sports, infrastructure challenges and solutions, the investment market, and advertising solutions in youth sports streaming.

Chapters:

00:00 Introduction to Pixellot and Rob DeSalvo's Background

04:16 The Role of AI in Sports Technology

06:53 Business Models: B2B vs B2C

09:41 Market Trends and Customer Expectations

12:34 Custom Solutions for Different Sports

15:32 Industry Consolidation and Future Outlook

17:58 Strategic Partnerships and Acquisitions

21:02 Consumer Engagement and Streaming Adoption

25:12 Challenges in Adopting Streaming Technology

25:45 Opportunities in the Sports Streaming Market

27:06 Overcoming Hurdles for Smaller Facilities

28:31 Infrastructure Challenges in Outdoor Fields

30:09 Diverse Infrastructure Needs Across Age Groups

31:33 Investor Interest in Sports Technology

32:31 The Future of Sports Streaming and Advertising

35:49 Monetizing Eyeballs in Youth Sports

40:45 Admiring Industry Innovators

42:58 Future Tech in Sports Streaming

Links:

https://www.pixellot.tv/

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https://www.buyingsandlot.com/

Follow Kyle on LinkedIn:

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

Kyle is joined by Vince Russomagno, Owner and CEO of All-Star Sports Academy, which owns baseball and softball facilities throughout the Philly area and plans to expand through acquisition up and down the East Coast. Vince talks about what makes All-Star different, his plans for expansion, the importance of consistency in coaching baseball, and the overall youth sports landscape.

Chapters:

• 00:09 - Introduction to Vince Russomagno
• 06:05 - Introduction to All Star Sports Academy
• 08:26 - Transitioning to New Ventures
• 16:00 - The Human Element in Sports Training
• 19:53 - The Impact of Technology on Youth Sports
• 26:32 - Acquisition Strategy and Business Culture
• 31:41 - Navigating the Challenges of Youth Sports
• 36:10 - Integration of Technology in Youth Sports Training
• 40:10 - Understanding Youth Sports Development
• 46:19 - Parental Expectations in Youth Sports
• 52:50 - Navigating the Sale Process in Business
• 56:41 - Transitioning in Youth Sports: The Importance of Operational Capabilities

Links:

https://allstarsportsacademy.com/

Subscribe to Buying Sandlot:

https://www.buyingsandlot.com/

Follow Kyle on LinkedIn:

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