Courtside Conversations

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Podcast by Cheryl & Jenn

Courtside Conversations

Welcome to the world of youth sports through the witty and wise eyes of Cheryl and Jenn! Courtside Conversations invites you to the sideline where we unravel effective strategies, parenting wins, and team triumphs all in one slam-dunk podcast. Enjoy inspired discussions with guests, breathe in the casual funnies of relating with other parents of youth in activities, and feel the backbone of community support push you into the front of the court.

Latest episodes

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27 March 2026

Meet Chris Ryan CSCS, NSCA-CPT @chrisryanfitness

Chris Ryan @chrisryanfitness is a performance coach, entrepreneur, and father of three with over 15 years in the fitness industry. He has appeared on NBC’s STRONG, trained thousands of clients, and founded the Chris Ryan Fitness app focused on efficient strength and performance training for busy adults. As both a coach and sports parent, Chris speaks on how youth sports can build confidence, resilience, and lifelong health habits for kids while helping parents navigate the pressures of modern youth athletics. Other fun facts about Chris:

*Division 1 collegiate athlete

*Founding trainer for MIRROR/lululemon Studio

*Recognized as one of America's Top 10 Trainers

*Featured in Men's Health, Women's Health, Men's Fitness, Shape, GQ, Men's Journal, Muscle & Fitness, Golf Digest, Reader's Digest & other influential publications

*Represented premier fitness brands such as lululemon, Nike, UnderArmour, Everlast, Polo Ralph Lauren, Adidas & Polar

Chris is positive, inspirational, fun and has an infectious smile!

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42:17

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14 March 2026

Meet Assistant Coach James & Player Nathan Charles of the KW Titans

Tune in with our special guests of the KW Titans - Assistant Coach James Robinson and player Nathan Charles. Listen to their valuable insight, journey and what has helped them achieve their goals and what it really takes to succeed in a high-level program from both the Coach & Player perspective.

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01:17:34

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01 March 2026

“Are You the Player Coaches Want on Their Bus?” 2026-02-08, 3:42:38 PM

What separates the athletes who make it , from the ones who fade out?

In this powerful episode, legendary voices deliver a message every young athlete and parent needs to hear.

Coach K shares the life changing advice his mother gave him at 14:

"Make sure you get on the right but." a lesion about choosing the people , habits, and environments that shape your future.

Nick Sabin explains what coaches actually look for when deciding who gets a seat on their team and its not just talent!

Adam Sandler's character in Hustle asks the question that cuts deeper than stats or rankings: Do you play for attention ... or for the love of the game?

And Jimmy Butler closes with a raw reminder of the relentless drive, sacrifice, and passion required to complete at the highest level.

Together, these moments reveal a truth many athletes learn too late:

Talent opens the door

character keeps you in the room

Passion determines how far you go

For parents, this episode offers clarity about what truly matters beyond trophies and rankings.

For players, its a challenge to decide right now what kind of teammate , competitor, and person you want to become.

Because long before scholarships, championships, or highlights...

Your Choose your but.

You choose your mindset.

You choose your path

If your serious about growth on the court and in life don't miss this episode

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30:18

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10 February 2026

Training Smart with Drew

In this episode we're joined by personal trainer Drew from Divide Fitness to talk about what youth athletes really need to do to get stronger, faster and more confident without overtraining or risking injury. Drew breaks down age-appropriate strength training, common mistakes parents and players make and how smart training builds both physical ability and mental confidence. We also discuss recovery, injury prevention and how parents can best support their athlete's development. A must listen for parents, players and coaches focused on long- term growth and performance.

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50:38

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04 February 2026

From Pressure to Power, Let's Get Mentally Strong

Mental toughness isn't about being emotionless, its about staying locked in. In this episode we break down what it truly means to be mentally strong, using real advice and insights from Imad Qahwash, Jason Tatum and many others. This episode was created for the parent, and the player so grab your youth and settle in courtside.

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28:30

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11 January 2026

So… Your Kid Plays How Many Sports?

Episode Summary: “So… Your Kid Plays How Many Sports?”

A painfully relatable recap of Jenn and Cheryl’s deep dive into early sport specialization.

In this episode, Jenn and Cheryl tackle the wonderfully chaotic world of youth sports by sitting down with Tyler — a dad whose calendar looks like a color‑coded hostage situation. With two kids juggling multiple sports, Tyler brings the kind of honesty only a parent who has eaten dinner in a minivan can deliver.

They explore the perks of not locking kids into one sport too early: better overall development, fewer injuries, and the radical idea that childhood should still be fun.

Gain some wisdom from listening to Famous Coach K from Duke University to assist you elevating your parenting game.

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14:39

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