Tales From The Tips: A Caddy Perspective

Caddy Whack Productions LLC

Get ready to walk the fairways like never before! Tales From The Tips takes you inside the ropes of professional golf, uncovering the untold stories, wild adventures, and behind-the-scenes drama from life on tour. Join host D.A. and seasoned tour caddy Mick, who’s spent 15 years navigating the highs, lows, and hazards of the pro circuit, as they share candid conversations, laugh-out-loud moments, and deep dives into the game they love. Whether you’re a die-hard golfer or just curious about the life behind the leaderboard, Tales From The Tips offers a unique perspective.

  1. 4D AGO

    Two Timers...The Show, A Major & The ACC

    In this episode of Tales From The Tips, DA and 15-year Tour Caddy Mick Middlemo welcome Chris Fortney for a sharp, funny, and brutally honest trip through the week in golf—equal parts insider intel and “how did that just happen?” moments.Fresh off the floor of the PGA Show, the guys unpack the newest gear, training tech, and gadgets that promise to fix your slice (but probably can’t fix your swing thoughts). Then they break down Hideki Matsuyama at the Waste Management Phoenix Open—including the tough Sunday slide that turned a contender’s week into a reminder that closing on Tour is a whole different animal.As always, Mick brings the caddie perspective you won’t hear anywhere else: what really happens under pressure, how decisions get made when the heat’s on, and why one wrong number can wreck four days of great golf. The crew debates what separates a “great player” from a true superstar, why the The Players Championship feels like a major, and how even legends get exposed at Pebble Beach Golf Links.They also dive into the changing business of the sport—NIL deals, early spotlight pressure, and what it means for young talents like Charlie Woods, growing up with the last name of Tiger Woods.It’s laughs, locker-room stories, smart strategy, and just enough chaos to feel like you’re riding in the cart with us.Watch or listen on YouTube, Apple Podcasts, Spotify, Audacy, and iHeart Podcasts.Chapters00:00 Introduction to the Podcast and Guests02:00 Insights from the PGA Show04:53 Innovations in Golf Equipment13:14 Analyzing Hideki's Performance at the Waste Management22:06 Mistakes and Lessons from the Tournament25:08 Defining Superstars in Golf28:55 The Players Championship: A Fifth Major?37:07 Pressure and Expectations at Pebble Beach43:48 NIL and the Future of Golf

    47 min
  2. JAN 23

    Pay Up, Shut Up or Just Use Your AMEX

    In this episode of Tales From The Tips, DA and 15-year Tour Caddy Mick Middlemo tee it up at the intersection of golf greatness, locker-room gossip, and tour-life chaos. The guys break down the meteoric rise of Chris Gotterup (and why he suddenly has everyone checking leaderboards twice), while also shining a spotlight on the unsung heroes of the Tour — caddies — who are grinding just as hard, carrying more than bags… and occasionally emotional damage.They also dive headfirst into the LIV Golf soap opera, exploring how the breakaway league is shaping the decisions of young players who are trying to pick a career path without blowing up their future (or their group chats). Add in Rory McIlroy’s spicy comments about fellow pros, loyalty, and the long-term future of LIV, and you’ve got a full-blown golf culture casserole.With insider stories, honest takes, and plenty of laughs, DA and Mick unpack the evolving tug-of-war between the PGA Tour and emerging leagues, what it all means for players and fans, and why golf has never been messier — or more entertaining. If you like your golf analysis with a side of humor and real tour perspective, this episode is a must-listen. ⛳️Chapters00:00 Introduction and College Sports Discussion02:49 PGA Tour Insights and Chris Gotterup's Rise05:59 Challenges for Caddies on the PGA Tour08:56 Previewing the American Express Tournament12:02 The Impact of LIV Golf on Young Players14:55 Caddy Life: Preparing for Tournaments18:02 Debate on Former Players in Current Tournaments20:50 Rory McIlroy's Comments on Fellow Players24:10 Future of LIV Golf and Its Integration26:59 Wrap-Up and Future Topics

    41 min
  3. JAN 8

    Shenanigan's LIVE from Mick's Living Room...Well Guston's

    Step back inside the ropes for another wide-ranging ride on Tales From the Tips as DA is joined by 15-year Tour Caddy Mick Middlemo for a conversation that stretches well beyond the scorecard.The guys break down recent global highlights from the Australian Open to the Hero World Challenge, unpacking what stood out, who impressed, and why international golf continues to matter. From there, the discussion takes a sharp turn as DA goes off on the PGA Tour’s executive team, delivering a candid, no-holds-barred take on the direction the Tour is headed, the influence of money, and whether leadership is truly serving the game’s long-term future.As the debate heats up, DA and Mick dig into the rise of new talent, what today’s players need to become real stars, and why storytelling remains the heartbeat of golf. And just when you think the loop is finished, the guys make one more stop to weigh in on the college football playoff, proving once again that great sports conversations don’t stop at the 18th green.Honest, insightful, and unfiltered—this episode delivers the perspective fans crave, only on Tales From the Tips. Chapters00:00 Welcome to Tales from the Tips03:02 Golf Highlights and Recent Wins05:57 The Hero World Challenge Discussion08:51 The Australian Open and Its Significance12:00 PGA Tour's Changing Landscape14:50 The Future of Golf and Q School17:49 The Impact of Money on Golf20:47 The Importance of New Talent in Golf24:02 The Role of Storytelling in Golf27:10 College Football Playoffs Discussion29:56 Wrap-Up and Future Predictions

    41 min

Ratings & Reviews

5
out of 5
3 Ratings

About

Get ready to walk the fairways like never before! Tales From The Tips takes you inside the ropes of professional golf, uncovering the untold stories, wild adventures, and behind-the-scenes drama from life on tour. Join host D.A. and seasoned tour caddy Mick, who’s spent 15 years navigating the highs, lows, and hazards of the pro circuit, as they share candid conversations, laugh-out-loud moments, and deep dives into the game they love. Whether you’re a die-hard golfer or just curious about the life behind the leaderboard, Tales From The Tips offers a unique perspective.

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