Why youth sports are chaotic, why parents carry the load, and how Onsides is trying to make it easier. Youth sports is not just practices, games, and tournaments anymore. It is schedules, apps, travel, training, equipment, group chats, recruiting pressure, and a lot of parents trying to keep up. Dave Yoo, founder and CEO of Onsides, joins Eric Kasimov to talk about the problem his company is trying to solve. Onsides is built for parents of youth athletes who are tired of jumping between platforms and trying to make sense of scattered information. The goal is simple: reduce the cognitive load. Eric and Dave also get into the bigger youth sports ecosystem, including AI, private coaching, NIL, parent behavior, social media, startup life, and what it means to build something useful in a noisy market. Key Takeaways Why youth sports feels broken, but may be better described as underservedHow parents became the collateral damage of fragmented sports platformsWhy Onsides starts with scheduling but points toward something biggerHow AI can help parents without guessing on the details that matterWhy every feature should reduce cognitive loadThe rise of private coaching, travel needs, and sports tech integrationsWhat startup founders need to think about in the AI eraWhy the youth sports conversation still has to come back to the kidsChapters 00:00 – Youth sports, sports tech, and the size of the market03:00 – Why Dave Yoo started Onsides06:06 – Building the all-in-one youth sports app for parents08:26 – Reducing cognitive load for sports families10:48 – Training, private coaching, and Athletes Untapped12:29 – How Onsides uses AI14:40 – Probabilistic AI vs. deterministic scheduling data16:41 – AI disruption in software engineering18:42 – Advice for students entering the workforce20:09 – College, uncertainty, and keeping up with change22:29 – Growth, awareness, and reaching overwhelmed parents24:31 – The commercialization of youth sports27:07 – Recreational sports, I9 Sports, and getting kids active30:25 – Too many games, overuse, and youth sports reform33:02 – Better parent behavior and positive messaging35:10 – NIL moving downstream37:52 – How podcasting and media help startups grow41:38 – AI, content, and the next wave of signal boosting43:24 – Kids, social media, group chats, and behavior47:42 – How to find Onsides48:39 – Connecting with Dave Yoo Connect Dave Yoo: Website | LinkedIn Eric Kasimov — X | LinkedIn Related episodes Gordon Hayward | Life After the NBA & Youth Sports ReformEP143 | Bad Grades in School to Sports Business Founder Dan SovieroEP 181 | AI Content Detection & Digital Ethics with Madeleine LambertEntrepreneur Perspectives is produced by QuietLoud Studios — a media network and a KazSource brand. Music by Jess & Ricky — SoundCloud