Caddie Tales Podcast: Lessons from the Loop on Golf & Life Podcast By BestBall cover art

Caddie Tales Podcast: Lessons from the Loop on Golf & Life

Caddie Tales Podcast: Lessons from the Loop on Golf & Life

By: BestBall
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About this listen

Caddie Tales, the ultimate podcast for golf enthusiasts and anyone fascinated by the behind-the-scenes world of caddying. Join us as we delve into the untold stories, invaluable insights, and humorous anecdotes from the unsung heroes of the golf course – the caddies.

In each episode, Mark Milatz, a seasoned caddie with years of experience, brings you closer to the heart of the game, offering a unique perspective on the art of caddying. From carrying the bag to reading the greens, they share insider tips, tales of triumph, and the occasional misadventure on the links.

Tune in for interviews with fellow caddies, industry experts, and golfers who will help provide a behind-the-scenes view of the game.

© 2025 BestBall
Golf
Episodes
  • Lessons in Loops: What Caddies Really Value in Their On-Course Partners
    Jul 11 2025

    Welcome back to the Caddie Tales Podcast! In this episode, Mark and Nick pull back the curtain on what really makes a great day on the course—not just between players and caddies, but between caddies themselves. While most golf talk centers around what golfers want from their caddies, today the focus shifts to the camaraderie, teamwork, and sometimes the little annoyances that come with working side-by-side.

    Mark and Nick share candid stories from the caddyshack, discuss the importance of complementary skills and positive attitudes, and reveal the underappreciated art of "the chop"—splitting tips to make the day fair and fun for all. They laugh about one-uppers, reminisce about acts of service (like carrying four bags uphill), and dive into the unsung ways caddies support each other through long, grueling rounds. Whether you're a veteran looper or just someone looking for lessons from the golf world to carry into life, this episode is full of practical advice, heartfelt compliments, and the kind of friendly ribbing that keeps every round interesting.

    Tune in for stories, honest reflections, and tips for making every day out there feel a little more like a team effort.

    Sign up for Par 3 Thursdays. A weekly newsletter sharing three great things to check out in golf. - https://bestball.substack.com

    Links:
    •https://twitter.com/caddietales
    •https://bestball.com/collections/caddie-tales-podcast
    •https://BestBall.com
    •https://linktr.ee/BestBall

    Friends of BestBall:
    •Zero Restriction - https://www.zerorestriction.com - Enter "BESTBALL20" for 20% off your order
    •Western Birch Golf Co. - Enter "BESTBALL" in the shipping cart for a free gift with your order - https://westernbirch.com

    Interested in sponsoring the Caddie Tales Podcast? Email info@bestball.com.

    The Caddie Tales Podcast is a member of the BestBall podcast family.

    Show more Show less
    31 mins
  • Memorable Loops and Unforgettable Drives: Lessons From a Wild Caddie Week
    Jul 4 2025

    Welcome back to another episode of Caddie Tales! In today’s show, host Mark and his trusty co-host Nick dive into how the unpredictability of life on the golf course mirrors the twists and turns we encounter off the fairways. Fresh off the Fourth of July holiday, the guys share reflections on family time, working holiday loops, and how the vibe at the course shifts during those quieter stretches.

    Mark opens up about a wild week of caddying—think unexpected player requests, misjudged first impressions, and some of the most memorable (and downright surprising) rounds he’s ever looped. From guiding a complete golf novice through a grueling front nine to witnessing an unexpected transformation into a long-drive slugger, Mark tells a story that proves you never really know what a day on the links will bring.

    Nick jumps in with stories of his own, including helping guests navigate quirky golf games and sharing honest “good caddie, bad caddie” reflections from the week. The episode is packed with humor, humility, and a reminder that every round—no matter how it starts—offers a chance for connection, laughter, and maybe even a new personal best.

    So, whether you’re a fellow looper, a weekend golfer, or just looking for some uplifting stories from the world of golf, settle in for a conversation about the lessons we learn between the tee and the green—and why there’s always hope (and maybe a laugh) on the next shot.

    Sign up for Par 3 Thursdays. A weekly newsletter sharing three great things to check out in golf. - https://bestball.substack.com

    Links:
    •https://twitter.com/caddietales
    •https://bestball.com/collections/caddie-tales-podcast
    •https://BestBall.com
    •https://linktr.ee/BestBall

    Friends of BestBall:
    •Zero Restriction - https://www.zerorestriction.com - Enter "BESTBALL20" for 20% off your order
    •Western Birch Golf Co. - Enter "BESTBALL" in the shipping cart for a free gift with your order - https://westernbirch.com

    Interested in sponsoring the Caddie Tales Podcast? Email info@bestball.com.

    The Caddie Tales Podcast is a member of the BestBall podcast family.

    Show more Show less
    45 mins
  • The Thrill of Victory & The Agony of Defeat
    Jun 27 2025

    Welcome back to another episode of Caddie Tales Podcast! In this installment, Mark and Nick are braving the Wisconsin heatwave, sharing behind-the-scenes stories from the course as the weather swings from bone-chilling cold to sweltering summer. They dive into the unpredictable challenges the elements bring to every loop, reflect on the art of caddying under pressure, and swap stories about handling tense situations with both players and fellow caddies.

    The episode also takes a closer look at the recent Travelers Championship, focusing on Tommy Fleetwood's gut-wrenching near-victory and the raw emotion that comes with both the thrill of victory and the agony of defeat—something every golfer, pro or amateur, can relate to. The guys discuss the delicate balance caddies must strike between offering guidance and respecting players’ instincts, how expectations set the tone for anyone’s round, and the team dynamic necessary for the best outcomes.

    With plenty of real-life anecdotes, reflections on personal growth both on and off the course, and a dose of friendly banter, this episode is a true look at how golf’s hardest moments can yield some of its most meaningful lessons. Get ready for another round of wisdom, wit, and weather-related woes on Caddie Tales!

    Sign up for Par 3 Thursdays. A weekly newsletter sharing three great things to check out in golf. - https://bestball.substack.com

    Links:
    •https://twitter.com/caddietales
    •https://bestball.com/collections/caddie-tales-podcast
    •https://BestBall.com
    •https://linktr.ee/BestBall

    Friends of BestBall:
    •Zero Restriction - https://www.zerorestriction.com - Enter "BESTBALL20" for 20% off your order
    •Western Birch Golf Co. - Enter "BESTBALL" in the shipping cart for a free gift with your order - https://westernbirch.com

    Interested in sponsoring the Caddie Tales Podcast? Email info@bestball.com.

    The Caddie Tales Podcast is a member of the BestBall podcast family.

    Show more Show less
    37 mins
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