This was one of the most-loved episodes of 2025 and we’re bringing it back for a reason.
As we head into 2026, there’s no better time to revisit what this conversation unlocked: how real team chemistry and trust can change the way we play and how we connect. Growing as a player, a partner, or a teammate? This episode holds the good stuff that doesn’t just help you win more... it helps you play better with the people you actually want to keep around.
First, we catch up with Stephen Moore of Pickleball Trips, the boutique travel company blending adventure travel with pro-level play. From Japan to Costa Rica to courtside ceviche in Spain, Stephen takes us behind the scenes of how his family turned their love of sport and travel into world-class pickleball tours. Yes, there’s travel with purpose, but there’s also stretchy pants, five-star meals, and a whole lot of dinking with locals.
Then, we sit down with Molly Bonner, the team mom, hug dealer, and unofficial snack coordinator of the Dinking Buddies, to talk about what really happens behind the paddles. This isn’t just about dinks and drops. We’re talking team dynamics, emotion in sports, and what it takes to stay connected when you’re trying to win without losing your cool (or your bestie).
In this episode, you’ll hear:
Why picking a pickleball partner can feel weirdly similar to dating (yes, really)How a shared competitive mindset can totally bond you or quietly blow things upThe underrated magic of trust and why it’s way more clutch than your drop shotWhat actually makes team chemistry click (and how to know when it’s off)The messy middle: conflict, growth, and navigating partnership like a grown-upAnd all the stuff no one teaches you in pickleball clinics, but probably should!So if travel and play is your love language, consider this your official invite. From coaching sessions in Patagonia to building real connection with your doubles partner, this episode has the vibes and the insight. Paddle up, press play, and let’s go.
P.S. This episode is served with a side of ✨actual magic ✨from our sponsor, Unearth Experience, for people who want their adventures like their pickleball games: unforgettable, a little unhinged, and way above average.
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