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

Whistling Winds: First Loops and True Grit at the Start of Golf Season


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Welcome back to another episode of the Caddie Tales Podcast, where the worlds of golf and life intersect in thought-provoking and often hilarious ways. In today’s episode, Mark and Nick—your trusty hosts and seasoned loopers—recap the chaos and quirks of their first week back on the bag at Wisconsin’s iconic courses.

From battling brutal, wind-swept fairways with gusts topping 50 mph, to schlepping overloaded golf bags that weigh more than they should, the guys share both the physical and mental rollercoaster of caddying in unpredictable early-season Midwest weather. You’ll hear behind-the-scenes stories about remarkable shots (and some truly wild ones), why some days you pray your player doesn’t play like a pro, and the eternal struggle of caddies everywhere: the dreaded 14-slot bag.

But it’s not all just windburn and sore legs. Mark and Nick dive deep into the unexpected joys and soulful benefits of a job that gets you outside, active, and connected to interesting people—from first-time visitors to seasoned regulars who treat caddies like old pals. The guys also talk bag recommendations, lessons learned, and the fine art of letting players enjoy their “bucket list” experience while keeping spirits high—no matter how many balls end up on the wrong fairway.

So grab your Zero Restriction rain gear, settle in, and get ready for tales of resilience, camaraderie, and a staunch belief in the hope of the next shot. This season’s off to a wild start, and as always, there’s a story around every green.

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