In this episode of Slackers, Jaime Solis and Jonathan Sasse roll up their sleeves with Jared Eichelberger — former professional pitcher in the Mets and Mariners organizations, son of MLB pitcher Juan Eichelberger, and founder of 5ive Tool Baseball Academy, San Diego’s premier youth baseball training organization. Twenty years in, Jared runs a real operation: dozens of coaches, roughly 40 league partnerships, camps from San Diego to Scottsdale to Chicago to Austria, and a business at a genuine inflection point.
Key themes include:
- “Carry your own bag” — why life skills taught in a hurry are the real product
- Uniformity as trust-building: how looking the part became a brand system
- Every yes is a no: the deliberate decision to serve rec leagues, not travel ball
- From 80 lessons a week to a team that runs without you — breaking the founder bottleneck
- The ownership flywheel: what happens when coaches feel empowered to improve the business
- Ears open for opportunity: how one parent conversation became the Scottsdale expansion
- Radical financial transparency — why Jared tells his team exactly what he pays himself
- Expensive hobby or business? Tracking every event against the P&L
- Management Mondays, top-three task lists, and auditing where your energy actually goes
- Why strategic empathy — knowing your customer’s schedule better than they do — is a business asset
Jared’s story runs from a single pitching clinic at his high school alma mater to a half-million-dollar operation built almost entirely on organic reach, league relationships, and a 1.5-million-view video about how to size a bat. Along the way he unpacks the systems that made scale possible — from Google Voice and a wall calendar to 41 managed schedules — and the harder work of finding people who share the vision and giving them real ownership of it.
Consider this a preview of many insights we unpack in Season 2: a founder who talks for nearly two hours and barely mentions the business — because the culture, the customers, and the craft are the business. The things Jared over-indexes on are the hardest things for any organization to build. He just built them first.
Season 2 is coming: more builders, more operators, more behind-the-curtain conversations — in real time, with real stakes. This is what better work looks like up close.–––
The Slackers Podcast is produced by Jaime Solis and Jonathan Sasse.
Audio production by Stephen Kallao.
Cover art by Jonathan Sasse
Connect with Jonathan & Jaime
🎙️ Jonathan Sasse — Co-Founder Tandem Studio and executive advisor.
🔗 LinkedIn · Forbes Communication Council
🎙️ Jaime Solis — Music executive, Content & Media advisor, founder Red Threads newsletter.
🔗 LinkedIn · Threads · Instagram
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