Tip Your Caddie

Ep. 34 - From a Food Truck to Cabot Citrus Farms ft. Dillon Garcia

Dillon Garcia went from running a pancake food truck to caddying at Cabot Citrus Farms — and two years later he's looping his way around the world, from Nova Scotia to New Zealand.
 
In this episode of the Tip Your Caddie Podcast, Doug sits down with Dillon (@dillongarcia) to talk about falling into resort caddying after a broken leg, what Cabot Citrus Farms is really like now that the old World Woods is unrecognizable, the caddie life at Cabot Cape Breton (Links vs. Cliffs), and why he's chasing summers in Nova Scotia and a full year at Tara Iti in New Zealand. Plus: caddie pet peeves, the best chirps in the yard, and the Last Call.
 
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Ep. 33 - Matt Ginella aka 40 Caddies, One Phone

Matt Ginella has spent decades around the best courses in the world — and around the people carrying the bags at them. From Sports Illustrated to Golf Digest to Golf Channel's Round Trip, now founding Fire Pit Productions and serving as Chief Storyteller at Kemper Sports, Matt's the rare golf-media figure who treats caddies the way TYC treats them: as the people the game is actually built around.
 
In Episode 33, Dougie Buckets and Matt go deep on the loopers who shaped his career, the caddie academies giving kids a real path into the game, the philosophy of taking a caddy in a world that's increasingly built for carts, and the single best caddie call Matt has ever heard — on the 18th tee at St. Andrews, in the wind, with a re-tee already in the burn behind him. Plus: how Matt's son ended up with the name Bandon, why caddies make the best tour guides anywhere outside the ropes, and the white whale of golf media that Matt has agreed to help us land.
 
Stick around to the end for "Last Call" poured by SpikeAde 
 
GUEST 
Matt Ginella — Founder, Fire Pit Productions · Chief Storyteller, Kemper Sports 
Instagram: @mattginella
 
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Ep. 32 - Trey Wingo on Pebble Beach - The Caddie Union & Life After ESPN

Trey Wingo joins Dougie Buckets, confirmed the biggest guest in Tip Your Caddie history. 23 years at ESPN, two decades as the voice of NFL Sundays, now running The Wingo Network — and as it turns out, a serious caddie guy.
 
Doug and Trey get into the unionization fight at Pebble Beach, the loopers and courses that defined Trey's golf life (Pebble, Spyglass, Bandon, Sand Valley, St. Andrews, Carnoustie), the best caddie advice he's ever been given, the boys-trip moments he'll never forget, and what it actually took to walk away from ESPN and build something of his own.
 
If you care about caddie culture, this is the one
 
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  / trey.wingo  
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Ep. 31 - Pebble Beach, Mushrooms & The Future of YouTube Golf

What does the future of golf actually look like? And what really happens behind the scenes at Pebble Beach?
This week on Tip Your Caddie, Tim Palmer from Looper Talk joins us for an honest and entertaining conversation covering Pebble Beach stories, boys golf trips, psychedelic mushrooms, bold new golf league ideas, union talk, and the future of YouTube Golf.
This episode is packed with fresh perspectives and inside golf talk you don’t hear everywhere.
We cover:
• Pebble Beach stories and secrets
• Boys golf trips & unforgettable memories
• Mushrooms and golf
• Game-changing new golf league ideas
• Golf union talk
• The current state and future of YouTube Golf
If you love real golf conversations, behind-the-scenes stories, and new ideas for the game — this episode is for you.
Powered by Spiked Ade — “Because we need one.”
Subscribe to Tip Your Caddie for weekly podcasts, raw golf stories, and the side of the game most people never hear about. For the ones carrying the game.
#tipyourcaddie #pebblebeach #golfpodcast #youtubegolf #golfleague

Ep. 30 - LIV Golf Insiders Only - Caddies Stick With Their Guy

What happens to the caddies when the tour they work for might not exist next year?
 
This week on Tip Your Caddie, we sit down with Adam, Jonathan and "Ricey" — three of the guys looping on LIV — to talk about the moment everything changed. They were at a tapas restaurant in Mexico when the news hit. Their jobs were potentially in jeopardy. Ten minutes earlier, life was normal. Ten minutes later, nobody had answers.
 
This one goes places most LIV coverage won't. No talking points. No corporate spin. Just caddies who've lived inside both worlds talking honestly about what comes next.
 
From the £5 tip at Queenwood… to Augusta dreams, Riviera nerves, and a phone call from mom that nobody saw coming.
 
What's in the bag this week:
 
The LIV uncertainty — what they actually heard, and when
Inside the LIV locker room the night the news broke
What happens to caddies if LIV folds back into the PGA Tour
The £5 Queenwood tip that gave this show its name
A Maidstone loop that ended in three holes of silence
The Mexico encounter with an Augusta member nobody saw coming
Hong Kong, a tied-second, and the moment Ricey will never forget
A first look at Caddy Clubhouse — building the future of caddy work
Augusta: the last loop they'd ever take
 
If you've followed LIV from the outside but never heard from the guys actually carrying the bags out there… this is the episode.
 
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For the ones carrying the game.
 
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🎧 Tip Your Caddie Podcast — new episodes weekly
👕 Shop TYC → tipyourcaddie.com/collections
🤝 Join The Movement  → tipyourcaddie.com/join
⛳ Professional caddie? Join The Yard → tipyourcaddie.com/apply
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#tipyourcaddie #LIVgolf #caddielife #golfpodcast #caddie  #PGATour #golf

Ep. 29 - Good Good or Dude Perfect? Who Tips Better? - Inside Whistling Straits

What REALLY happens out on the golf course after the members leave?
 
This week on Tip Your Caddie, we sit down with Mike The Caddie to talk life at Whistling Straits, massive tips, absolute horror stories out on the grass, unforgettable loops, and the best moments he's had with players over the years.
 
From dream rounds… to complete disasters.
 
This episode is pure caddie yard storytelling:
 
Huge tips & unbelievable members
Horror stories from the course
The reality of looping at Whistling Straits
Funny player moments
Golf personalities behind closed doors
The best parts of caddie life
How golf content is changing the game
 
If you’ve ever carried a bag, worked in golf, or just wondered what REALLY goes on inside the ropes… this episode is for you.
 
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“Because we need one.”
 
Subscribe to Tip Your Caddie for weekly podcasts, golf stories, and the side of golf most people never hear about.
 
For the ones carrying the game.
#tipyourcaddie #caddie #golfpodcast #whistlingStraits #golf

Ep. 28 - Inside Bandon: The Loops Locals Don't Talk About

Inside Bandon Dunes with caddie Mason Shamion—this one’s for the caddies and the guys who get it.
 
We sat down to talk about what it’s really like looping at one of the most iconic golf destinations in the world. From wild stories on the bag to dealing with all kinds of players, this episode dives into the side of golf most people never see.
 
If you’ve ever carried a bag, thought about caddying, or just love the game—this is your episode.
 
Tip Your Caddie is about the stories, the people, and the culture behind the game. We’re here to elevate caddies and the ones who make the game what it is.
 
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Send in your caddie stories (anonymous or not)—we might feature it on the podcast.
#tipyourcaddie #golfpodcast #bandon #caddie #golfcontent

Ep. 27 - Sawgrass Caddies Reveal the Secrets of 17 - Crazy TPC Stories

The island green. The roars. The carnage. We pulled up a couch with the caddies who loop TPC Sawgrass and asked them everything — how many balls you really need for 17, the wildest things they've seen on that tee box, what The Players week is actually like from inside the ropes, and the loops they'll never forget.
 
No filters, no PR answers. Just the guys who've been watching the splashes, reading the putts, and carrying the bags at the most famous stadium course in golf.
 
Grab a drink, pull up a chair, and tip your caddie.
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🎧 Tip Your Caddie Podcast — new episodes weekly.
👕 Shop TYC → tipyourcaddie.com/collections
🤝 Join The Loop → tipyourcaddie.com/join
⛳ Professional caddie? Apply for The Yard → tipyourcaddie.com/apply
📸 Follow → instagram.com/tipyourcaddie
 
#tipyourcaddie  #caddielife #golfpodcast #caddie #golf

Ep. 26 - How a Caddie Became the Fist Bump King

From pizza deliveries to fist-bumping a president.
 
In this episode of the Tip Your Caddie Podcast, we sit down with Pistol Pete to break down his 10-year journey in the caddie world — how he got started, how he stuck around, and how he somehow ended up caddying for celebrities, pro athletes, and even fist-bumping Donald Trump along the way.
 
We get into baseball stories, clubhouse chaos, and the real behind-the-scenes life of a career caddie — plus plenty of unplanned moments, including a pizza delivery mid-pod and a banner falling on my head (yes, seriously).
 
This one’s about the relationships, the randomness, and the kind of stories you only hear in a caddie yard.
 
If you’ve ever wondered what really goes on off the scorecard, this episode is for you.
Subscribe for more caddie stories, chaos, and conversations you won’t hear anywhere else.
#tipyourcaddie #golfpodcast #caddielife #golfstories #fistbump

Ep. 23 - Lucas Is Back, Kon Pulls Up - Miami Reloaded

The boys are officially BACK.
Episode 23 of Tip Your Caddie might be the wildest one we’ve filmed in a long time.
 
Doug returns from an insane overseas run — playing Carnoustie, St Andrews, and then flying straight to Bandon Dunes. Lucas is fresh off a long stay back home in Kentucky with stories of his own…
And then Kon shows up out of absolutely nowhere for his first appearance in YEARS.
 
This episode has everything:
• Caddie life updates after weeks away
• UK + Scotland golf stories from the bucket-list courses
• Behind-the-scenes from Bandon Dunes
• Why Lucas disappeared to Kentucky
• Kon popping in unannounced
• Impressions, chaos, and Miami energy
 
If you love golf, caddie stories, travel adventures, or just unfiltered conversations that go off the rails… you’re gonna love this one.
#golfpodcast #caddielife #tipyourcaddie