Stuck between a “good enough” job and the work you’re actually meant to do? We sit down with longtime player, coach, and Mystic Schooners owner and GM Dennis Long to unpack how he found his click and built a life around the game he loves. We follow his journey from UConn scholar-athlete to pro baseball, then through procurement and banking, and finally into full-time coaching and entrepreneurship.
Dennis shares how 30,000-plus pitching lessons, a master’s in sports psychology, and decades in summer collegiate baseball shaped his philosophy. We explore the “scholar athlete” as a national treasure, what great coaching and leadership actually look like, and why your work should feel less like labor and more like helping people get better. Listeners will learn practical ways to evaluate their own fit and move closer to their version of click.
In this episode, you will hear:
- Transitioning from corporate roles in procurement and banking into full-time coaching
- Building a pitching-instruction business from a few lessons to a lasting brand
- The scholar-athlete as a “national treasure” and what they uniquely learn
- How the right fit between talent, work, and role creates your “click”
- The mental side of baseball, confidence, and life lessons from sport
- Coaching, mentorship, and caring about players beyond their statistics
Connect with Sandy Ogg:
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