Tip Your Caddie

Rich Ferrari started caddying at Montclair Golf Club in 1973, when he was fourteen. Two leather bags at fifty pounds each, no yardage markers, no carts, no shorts allowed, seven dollars a loop. That summer Montclair hosted the U.S. Women's Amateur. He got put on Carol Semple's bag — and three days in, the caddie master tried to take it off him. Fifty years later he'd been a real estate broker for 36 years and was running Douglas Elliman for the Northeast. Then he walked St. Andrews for six straight days and quit. He's also a guy whose bag I've carried at the Bridge more times than I can count, and I had no idea about most of this until we sat down. ⛳ CHAPTERS 00:00 Intro 01:03 A typical Saturday at Montclair, 1973 02:11 Fifty-pound leather bags, two at a time 02:51 What we call razor blades 03:25 No yardage markers — so how did you know? 05:50 Caddies weren't allowed to wear shorts 08:04 High tech, 1973 — the Toney Penna wood 10:22 Seven dollars a bag 11:20 What he tips his caddie now 11:56 "Bullshit, it's a hard walk" 13:23 Heart Attack Hill 14:20 Nobody rode. Ever. 14:59 The 73rd U.S. Women's Amateur 16:09 Getting put on Carol Semple's bag 17:38 "Richie, you lost the bag" 19:10 The bet on the visor 19:47 What she paid him 20:50 Fifty years later, at the same club 22:24 Why caddie programs build members 24:34 The member who got him to Wall Street 27:09 What caddying taught him about work 29:00 "Do you ever want to go back to it?" 29:49 An American Caddie in St. Andrews 32:20 Ten years ago he couldn't walk eighteen 33:50 Why he walked away at 68 37:54 What he wants to play now 42:19 What caddies do better today 43:45 Why exact yardages are ruining amateurs 47:51 Advice for a kid picking up a bag 48:15 "I was my father's ATM" 51:09 Four out of the eight 51:52 THE LAST CALL 📚 MENTIONED An American Caddie in St. Andrews — Oliver Horovitz Carol Semple Thompson — 1973 U.S. Women's Amateur champion at Montclair, World Golf Hall of Fame, seven USGA titles ⛳ TIP YOUR CADDIE Merch drop coming in October: https://tipyourcaddie.com Instagram:@tipyourcaddie 🥤 POWERED BY SPIKEDADE @drinkspikedade Did you caddie? Tell me where and when — I want to hear how much of this matches your yard. New episodes every week #TipYourCaddie #Caddie #Golf #GolfHistory #MontclairGolfClub #CarolSempleThompson #StAndrews #USWomensAmateur #CaddieLife #GolfPodcast

Alex Brunner has been a caddie since 2011 — Whistling Straits, TPC Scottsdale, and now Cascada in Las Vegas. He's also the founder of Caddies Against Cancer, a charity he runs almost entirely by himself, raising money for caddies and families dealing with cancer. He started it after losing Andrew Vaden, the caddie master who hired him at Cascada. We got into all of it: caddying for Ken Griffey Jr. in the Waste Management Pro-Am, the day Dave Portnoy handed him half a stack of cash, what fifteen years in the sun actually does to you, and why he's spending his own money to turn this thing into a real non-profit. ⛳ CHAPTERS 00:00 Intro 00:39 Whistling Straits, and how he got started 02:01 "I'm a fair weather caddie" 06:41 The Stadium Course without the grandstands 08:22 Ken Griffey Jr. picks him out of the clubhouse 11:17 What Cascada is, and why it's $750 a round 13:09 Where Caddies Against Cancer came from 14:50 Andrew Vaden, and what kind of caddie master he was 16:48 The story behind the logo 18:14 Where the money actually goes 21:18 The next tournament 24:41 The prize for last place 26:50 What 15 years in the sun does to you 30:19 Chemicals, cigars, and the stuff nobody thinks about 33:23 Why this one is personal 36:05 The Barstool Foreplay loop 39:38 Dave Portnoy shows up three months later 42:00 Dougie's DJ Khaled tip story 43:28 "A lot of people wish they had our job" 50:49 Where to find Caddies Against Cancer 52:50 THE LAST CALL 🎗 CADDIES AGAINST CANCER Instagram:   / caddiesagainstcancer   Merch: https://caddies.printful.me Next tournament: Las Vegas, January 2027 — course TBA. Follow the Instagram for the date and signup. Alex is currently self-funding the 501(c)(3) application. If you want to help, pick up a hat or come play in the tournament. ⛳ TIP YOUR CADDIE Instagram:@tipyourcaddie Join the Movement - tipyourcaddie.com/join 🥤 POWERED BY SPIKEDADE Instagram: @drinkspikedade Got a caddie story? Drop it in the comments. New episodes every week. #TipYourCaddie #CaddiesAgainstCancer #Golf #Caddie #KenGriffeyJr #DavePortnoy #Barstool #WhistlingStraits #TPCScottsdale #LasVegasGolf #GolfPodcast

Michael Collins has spent 20 years on both sides of the ropes — first as a PGA TOUR caddie, then as the first caddie ever to move into broadcasting. He's now ESPN's senior golf analyst and co-host of Caddie & The Kid with Ken Griffey Jr. He came on Tip Your Caddie to talk about the part of the job nobody covers: Why tour caddies almost never speak on record, What actually gets said when a player is coming apart on the back nine, and the psychology that made him fall in love with the job in the first place. Also: the time he told a pro he sucked and watched him make a hole-in-one three holes later, getting fired by a player's wife on a Thursday, Tom Watson asking him to check his swing before he could break 100, and the Chipotle trick that finds you any player in the field. 🎙 MICHAEL COLLINS Caddie & The Kid:    / @thecaddie   Instagram: @espncaddie ⛳ TIP YOUR CADDIE Instagram: @tipyourcaddie Join The Movement tipyourcaddie.com/join 🥤 POWERED BY SPIKEDADE Instagram: @drinkspikedade

Eleven years. 1,000+ loops. One week that changed everything. Joseph Busiello has caddied at Shinnecock Hills for over a decade — and when the U.S. Open came to town, he found himself carrying the bag for Jon Rahm, Justin Rose, JJ Spaun and Aaron Rai in their practice rounds. Then Rahm found out Joe had his own golf brand… and things got wild. We get into what makes Shinnecock the hardest walk in the Hamptons, the "shortest par 5 in America," wind that moves putts more than Ireland, caddying for Grant Horvat and the Bryan Bros, Bryson DeChambeau's YouTube advice, CC Sabathia's round of his life, and how a Shinnecock looper built Tapped In Golf from his garage. THANKS TO OUR GUEST Joseph "Caddie Joe" Busiello — Tapped In Golf More At - tapdingolf.com TIP YOUR CADDIE For The Ones Carrying The Game Join The Movement - TipYourCaddie.com Powered by SpikedAde Who should we get on next? Drop it in the comments. 👇

This week on Tip Your Caddie, powered by SpikedAde, Dougie Buckets sits down with Jamison Blom — "The Legendary Looper" — a man with more than 4,000 loops under his belt and a story for every one of them. From getting told to "pretend it's 1891" on his first day at Maidstone, to trading 20 years in pharmaceutical sales for a return to the grass, to loops with Michael Jordan, Rory McIlroy, Dustin Johnson, Jack Nicklaus, Kid Rock, Tony Romo and Luke Wilson — this one's a masterclass in caddie culture, comedy, and the art of the "Really." For the ones carrying the game. ⛳ 🎙️ Host: Dougie Buckets 🎒 Guest: Jamison Blom — "The Legendary Looper" 💚 Powered by Spikedade

On this episode of Tip Your Caddie, powered by SpikedAde, Dougie sits down with Claude Pope — founder & CEO of Baldhead Blues and a 10-year caddie who looped some of the most exclusive courses in America before trading the bag to build his own apparel empire. From summers at the Vineyard Golf Club to Kiawah's Ocean Course, the Maidstone Club in the Hamptons, and two years at the legendary Cypress Point, Claude's caddie career reads like a golf bucket list — and the stories absolutely deliver. We get into all of it: 🎬 Caddying for Clint Eastwood — the hilarious "I go by Claude Eastwood" and the invite to play Clint's private course, Tehama ⛳ Two years at Cypress Point with NO rangefinders — just memorized every yardage on the course 🏝️ Growing up on Baldhead Island, NC — no cars, all golf cart 🃏 The pre-social-media Hamptons house parties that were basically the caddie version of Project X 📖 "The Match" — the Cypress Point book every golf nerd needs to read 👔 The pivot: how watching Vineyard Vines, Johnny O, and G/FORE blow up inspired him to build Baldhead Blues from a 600 sq ft island shop into a full in-house apparel operation in Raleigh 💰 Real talk on going from $55-a-bag and ham-sandwich tips to running a company that's lasted 12 years 🛍️ Shop Baldhead Blues: baldheadblues.com — use code BIRDIE20 for 20% off + free shipping 🧦 Tip Your Caddie — tipyourcaddie.com TYC Podcast is Powered by SPIKEDADE @drinkspikedade 👉 Like, subscribe, and comment: who should we have on next? #TipYourCaddie #Golf #Caddie #CypressPoint #BelAir #Maidstone #ClintEastwood #BaldheadBlues #GolfPodcast #Kiawah

On this episode of Tip Your Caddie, powered by SpikedAde, we sit down with Ryan Murray — the 43-year-old Corn Ferry Tour caddie from Nashville who walked away from a 25-year career in sales and consulting, survived a mental-health rock bottom, and completely reinvented his life on the golf course. Ryan blew up on TikTok and Instagram documenting the real grind of trying to make it as a professional caddie — flying to tournaments with no bag, chasing last-minute loops, and grinding toward the ultimate goal: a full-time bag on the PGA Tour. We get into all of it:

Hailey Ostrom turned pro at 16 — not by choice. Someone ratted her out to the USGA for accepting too much Nike gear, forcing her to turn professional early… and the very next day she made a hole-in-one on the 16th at TPC Scottsdale. In this episode of the Tip Your Caddie Podcast, Doug sits down with pro golfer and content creator Hailey Ostrom (@haileyostrom) — fresh off Doug caddying for her at The Bridge — to talk about growing up in the hidden golf mecca of Bend, Oregon, playing D3 golf, grinding the Cactus and Symetra Tours, and pivoting to become one of golf's biggest creators during COVID. Plus: playing a LIVE Pro-Am with Caitlyn Jenner, the time she shook President Trump's finger, her 3x-Olympian snowboarder husband, and her invite to the $4 million Internet Invitational.

🎙️ TIP YOUR CADDIE — EP. 36 | Nate Scott Darren Clarke handed Nate Scott the putt to win the American Family Insurance Championship — the first read Clarke had asked him for all week. Nate said two words: "straight putt." Clarke buried it dead center, fished the ball out of the hole, and handed it to him — "Great read, Nate." It was Nate's first career win. Nate is one of the youngest caddies on PGA Tour Champions, and after five years grinding on the Korn Ferry Tour and looping at TPC Sawgrass, he got his breakthrough on Ben Crane's bag — teamed with Open champion and Ryder Cup captain Darren Clarke and his caddie Keith Nolan. But the road there was anything but straight. Nate walks Dougie through the whole ride: caddying for his college roommate Chandler Blanchett, a 24-hour drive to Winnipeg for his first pro loop, quitting sales, surviving the brutal Stadium Course at Sawgrass (where he says he's seen maybe 10 people break 80 in five years), four years and a million miles with Thomas Walsh, and a rocky start with Ben Crane that — between a missed cut and snapping his new boss's driver clean in half — probably should've ended his run before it began. Ben's response is one of the best moments in the episode. Then there's the win itself: Clarke's fire-up speeches ("no sorrys this week — we're trying our nuts off"), Ben Crane catching absolute fire on the greens and putting the team into the record books, a white-knuckle Sunday in 20 mph Wisconsin wind, and that final putt on 18. In this episode: How a college favor turned into a pro caddie career The nine-missed-cuts-in-a-row stretch that got him fired — by his best friend Why TPC Sawgrass is the hardest loop in golf The rocky start with Ben Crane that nearly ended it before it began Reading Darren Clarke's winning putt — and the game ball that came with it AimPoint, life as the "young buck" on the senior tour, and the Last Call Real caddies. Amazing stories. Built from the bag up. 👉 Subscribe and join the movement — and check the latest hat drops for The Yard and The Loop: https://tipyourcaddie.com/ Last Call poured by SpikedAde 📲 Follow: @TipYourCaddie IG | TikTok @tipyourcaddie Nate Scott — https://www.instagram.com/808andnate/ #tipyourcaddie #CaddieLife #PGATourChampions #DarrenClarke #BenCrane

Some loops you never forget. Mark caddies at Whistling Straits — and he's got the stories to prove it. This week we're joined by the man behind CaddieTales, talking life on the bag at one of the most iconic courses in the game. Wild loops, what it takes to read those greens off Lake Michigan, the stuff that never makes the timeline, and the kind of insider advice that'll make your own caddie glad you walked up. Real golf, no filter, straight from the bag room. #tipyourcaddie #golfpodcast #whistlingstraits #caddielife #interview