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PODCAST

Drop A Pin

Barstool Sports

Drop A Pin takes you on a weekly travel adventure with Barstool"s foreign correspondent, The Wonton Don, and Barstool personality, Uncle Chaps. Each episode, the fellas will Drop A Pin on a different spot around the globe and dive deep, learning everything about that location from the iconic to the obscure. Sometimes they delve into serious topics, and other times, it"s just about having a laugh as they uncover the weird, wild, and unexpected. When possible, they"ll have guests on to share personal

society & culture places & travel

All Episodes

01:17:15

Ohio Is The Greatest State in the Union | Drop A Pin...

Drop A Pin ·

2025/06/09

🚨 This week’s Drop A Pin is a certified banger. Comedian, podcaster, and shirtless legend Bert Kreischer boards the studio plane to talk early days with the Travel Channel, his surprising pick for best state in the U.S., and more. Then Dana Beers joins Gettin’ Cultured to break down drinking culture across the globe—and what snack you need in your hand while doing it. ✈️🍺🌭Timestamps: 00:00:35 - Bert Kreisher Interview 01:03:11 - Gettin' Cultured with Dana Beers 🌎 Bert Kreischer’s Travel

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01:47:34

A Monk in the Making Feat Giulio | Drop A Pin Ep. 34

Drop A Pin ·

2025/06/02

Guillio is back!This episode dives deep into some of the world’s most fascinating—and weirdest—places: 🇧🇹 Bhutan – Where monks wield phallic art for good 😳🍆 🇳🇵 Nepal – Yeti country and home to secret mountaintop rituals 🧘‍♂️🏔 🇺🇸 Alaska – A frozen frontier of moose fights, isolation, and mushroom trips gone sideways 🍄🐻 But we don’t stop there… From mafia rumors in Kathmandu to bear-proof sex cabins in Denali, Drop A Pin brings Giulio’s signature blend of wit and wanderlust into the

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01:49:53

Only African at Barstool Sports TELLS ALL Feat. Zah |...

Drop A Pin ·

2025/05/27

🎙️ Drop A Pin: Zimbabwe with Zah + Cultural Steals w/ KB 🇿🇼✈️Timestamps: 00:00:00 - Zah Interview 01:23:03 - Gettin' Cultured with KB 🚨 This week’s Drop A Pin takes flight to Zimbabwe with Zah from The Yak in the cockpit! Donnie and Chaps break down their unforgettable trip with him to his home country, dive into Zimbabwe’s rich history, and later get grilled by KB on Gettin’ Cultured. Africa meets introspection—let’s ride. 🇿🇼 Zah Breaks Down Zimbabwe Donnie and Chaps recap Don’s journey to

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01:45:10

I Moved In With A Random Fan in the Bahamas | Drop A...

Drop A Pin ·

2025/05/19

🚨 We’re heading to the Bahamas this week with buried treasure, underwater hunts, and a fan-favorite wildcard known only as 🌽o Dave. Donnie and Chaps are diving into pirate lore, pandemic memories, and cross-cultural ideas that need to catch on in the U.S. Strap in. ✈️00:00:00 Bahamas Deep Dive 00:42:09 Interview with Fan in Bahamas 01:32:29 Gettin' Cultured (Answering Voicemails) 🏴‍☠️ Donnie & Chaps Talk Bahamian History The cockpit opens with Donnie and Chaps exploring the wild colonial past of

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02:04:16

The Life of An Irish Rugby Captain + Ireland Deep...

Drop A Pin ·

2025/05/12

🎙️ Drop A Pin: Irish Rugby, Leprechaun Headlines & Life-Changing Travel w/ Paige ☘️🏉✈️Timestamps: 00:00:45 - Ireland Discussion 00:55:39 - Harry "McNuts" Interview 1:54:37 - Gettin' Cultured with Paige Pullman 🚨 This week’s Drop A Pin takes us to Ireland with pub-style banter, a one-on-one with Irish Rugby 7s captain Harry “McNuts” McNulty, and a deep conversation with Paige on Gettin’ Cultured. From viral headlines to Olympic-level friendship and the trips that shifted worldviews—this one

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01:12:47

Big Cat Signs Off on Barstool Australia | Drop A Pin...

Drop A Pin ·

2025/05/05

🚨 Brand‑new destination alert! @DonnieDoesWorld & @UncleChaps welcome @BarstoolBigCat into the studio for a globe‑trotting brainstorm, some serious college‑town nostalgia, and a rapid‑fire book recs for the Pinheads. 🪑✈️Timestamps: 00:00:23 Big Cat Interview 00:30:33 Donnies Barstool Australia Pitch 00:52:14 Gettin Cultured 🎤 Big Cat Takes the Middle Seat 🔹 Limited Stamps, Endless Adventures – Big Cat admits he’s more domestic king than international jet‑setter (spoiler: his passport looks

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01:50:50

The Legend of Don The Beachcomber (Bora Bora...

Drop A Pin ·

2025/04/28

🎙️ Drop A Pin: French Polynesia Vlogcast 🌺✈️🚨 This week’s episode is a one-plane-cockpit special—just @DonnieDoesWorld & @UncleChaps taking you on a tropical ride through French Polynesia! It’s our first-ever VLOGCAST (be sure to checkout the episode on youtube), packed with never-before-seen footage, fresh dad updates, and a tiki-bar legend that kicked it all off. 🪑🎥 Timestamps: 1:06-10:57 Intro/Housekeeping 10:58-32:25 French Polynesia Discussion 32:26-1:38:43 Honeymoon Talk 1:38:44-1:50:50

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01:54:59

Dave Portnoy Was Offered 4 Million To Bring Historic...

Drop A Pin ·

2025/04/21

This week on Drop A Pin, Donnie and Chaps are joined by Barstool founder and El Presidente himself, Dave Portnoy, for a deep dive into one of his favorite places on Earth: Nantucket.🔑 In this episode: 🏠 Why Dave Loves Nantucket: Portnoy shares how he first discovered the island 💸Dave talks about the current state of Nantucket’s insane real estate market ⚓ The Island’s History: Donnie breaks down how Nantucket went from being the whaling capital of the world in the 1800s to a high-end getaway

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02:24:09

Finding Yourself in Florence feat. Jenks | Drop A Pin...

Drop A Pin ·

2025/04/14

🎙️ Drop A Pin: Frank “The Tank” Fleming’s Producer, Matthew Piper Jenks Takes Flight + Embracing the Florentine Spirit ✈️🇮🇹🚨 This week’s episode is a must-listen for travel enthusiasts and Italy aficionados! @DonnieDoesWorld & @UncleChaps welcome the one and only Matthew Piper Jenks—producer to Frank “The Tank” Fleming—who shares his incredible experiences living in Florence. From intense Calcio Storico matches to the captivating Palio di Siena, Jenks and Donnie swap stories of

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02:09:20

Thai'd Up in Bangkok | Drop A Pin Ep. 26

Drop A Pin ·

2025/04/07

🚨 This week’s episode is an absolute can’t-miss for all you travel junkies! @DonnieDoesWorld & @UncleChaps dive into their unforgettable adventures in Thailand—from Donnie’s early content creation days to the wild stories to crazy festival experiencesDonnie & Chaps: Life & Laughs in Thailand • From the Streets of Bangkok to the Islands: Hear about the nightlife, hidden gems, and local delicacies that left Donnie & Chaps wanting more! 🌃🌴 • Donnie’s First-Ever Content Series: Get the backstory on

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02:14:30

Hezbollah Detained Barstool Fan TWICE | Drop A Pin...

Drop A Pin ·

2025/03/31

This week’s episode of Drop A Pin is loaded with wild travel stories and big laughs! @DonnieDoesWorld & @UncleChaps bring you the legendary Sam—the dedicated Barstool fan who joined Donnie on his now-infamous #Baldstool adventure. Buckle up for on-set plane seat antics, epic tales from India, and a touch of global intrigue. 🪑✈️Timestamps: 00:53 Interview with Sam 2:04:04 Gettin' Cultured with Big T 🎤 Sam’s Wild Ride: From Baldstool to India 🔹 Baldstool Beginnings: Hear how Sam ended up

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02:10:28

Iraq War Vet and Iraqi Tourist Squash Their Beef |...

Drop A Pin ·

2025/03/24

In this episode of Drop A Pin, Donnie Does and Uncle Chaps are joined by comedian, world traveler, and globetrotting storyteller Giulio Gallarotti (@notjulio) to talk about the wild trip: vacationing in Iraq and Afghanistan. Yes, you read that right.Chaps reflects on his time in Iraq through the lens of combat as a Marine, while Donnie and Giulio hilariously recount their civilian travels to the very same regions—not as soldiers, but as tourists. From ancient ruins to modern-day chaos, they

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02:03:17

Ari Shaffir's Nomad Phase Is Upon Us! | Drop A Pin...

Drop A Pin ·

2025/03/17

🌎 Ari Shaffir Joins Donnie & Chaps for a No-Frills Travel Deep Dive✈️ Hostel Life: Ari shares unfiltered stories from dirt-cheap stays, including bunking with strangers, wild hostel parties, and unexpected friendships. 💸 Budget Travel Hacks: How Ari stretches a dollar on the road—sleeping in airports, hitchhiking, and eating like a local. 🏝️ Off-the-Grid Adventures: From hidden villages to under-the-radar countries, Ari talks about the best (and worst) places he's wandered into. 🤢 Sketchy

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01:21:49

Drop A Pin: On Tour with LoCash

Drop A Pin ·

2025/03/10

Try your first month of BlueChew FREE when you use promo code DROP -- just pay $5 shipping. https://BlueChew.com Go to https://www.heydude.com today and find your perfect pair, the official comfort shoe of Barstool sports Drop A Pin is sponsored by BetterHelp. Visit https://BetterHelp.com/WONTON today to get 10% off your first month. In this electrifying episode of Drop A Pin, Donnie Does and Uncle Chaps sit down with LOCASH, the country music duo behind hit songs like I Love This Life and One

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02:12:13

Wall Street's Wild Days with Large | Drop A Pin Ep. 21

Drop A Pin ·

2025/03/03

Wall Street’s Wild Days with Large💰 This week on Drop A Pin, we’re heading to the heart of American finance—Wall Street. And who better to guide us through the highs, lows, and absolute insanity of the late ‘90s and early 2000s than Barstool’s very own @LargeBarstool? 🔹 History, Lore, and Scandals Large shares firsthand stories from his time as a trader, painting a picture of a financial world fueled by high stakes, even higher egos, and legendary blow-ups. From the dot-com bubble to Enron’s

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01:43:52

A Look Inside The Weird Wide World of Sam Tallent |...

Drop A Pin ·

2025/02/24

🎙️ Drop A Pin: Sam Tallent Takes Flight + Traveling as a BIG, BIG Man ✈️🌍🚨 This week’s episode is a must-listen for comedy and travel lovers! @DonnieDoesWorld & @UncleChaps welcome the hilarious Sam Tallent (SamTallent) into the studio, where he becomes the first-ever guest to sit in our studio plane seats! 🪑✈️ 🎤 Sam Tallent: The Comedian Who’s Been Everywhere 🔹 The Art of Small-Town Comedy: Sam shares wild stories from performing in tiny venues across America, where the crowds are rowdy,

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02:24:48

Billy Football Breaks His Silence on Future at...

Drop A Pin ·

2025/02/17

Billy Football Breaks His Silence on Future at Barstool (And Africa) | Drop A Pin Ep. 19 Episode Breakdown: ✅ Billy Football Returns! 🏟️🎤 • Why he left Barstool & what he's been up to • Coaching football in Africa 🏈🌍 • His wild adventures in Botswana 🇧🇼🐘 ✅ Getting Cultured w/ Jon Gruden 🏆🔥 • Coaching football in Europe 🏈🇪🇺 • Where he wants to vacation next (hint: NOT Oakland 😆) • His thoughts on the global growth of football 📲 Follow Us: 🔹

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01:37:11

Down Yonder In Mississippi w/ Brandon Walker

Drop A Pin ·

2025/02/10

🎙️ Drop A Pin: Mississippi Madness w/ Brandon Walker 🎙️🚨 This week, Drop A Pin heads down south to the great state of Mississippi 🌊🌾—a place many say is the worst state in the U.S. (stats don’t lie 📊), but Brandon Walker (@BWalkerSEC) ain’t hearing ANY of that nonsense. Can a state that gave us Ben Mintz (@Mintzy) really be that bad? 🤔 🐟🎣 The crew dives deep into all things Mississippi, including: ✅ Fishing (the lifeblood of the state) 🎣 ✅ Catfish (the real king of southern cuisine)

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01:52:24

Jerry Escobar And The Coked-Up Hippos: DAP Colombia

Drop A Pin ·

2025/02/03

🎙️ Drop A Pin: Exploring Colombia with Jersey Jerry 🇨🇴On this episode of Drop A Pin, Donnie Does and Uncle Chaps sit down with Jersey Jerry (@Jerrythekid21) to talk about his time in Colombia. From the country’s complicated past to its evolving present, Jerry shares his thoughts on: 🏙️ His favorite spots – where to visit and what to skip 🏚️ Pablo Escobar’s legacy – the real impact vs. pop culture myths 🦛 The Hippo Problem – Escobar’s pets turned invasive species 🍽️ Food scene – what’s

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02:04:18

Wrongfully Imprisoned in the Philippines for FIVE YEARS

Drop A Pin ·

2025/01/27

Special Guest: Scott McMahon joins Donnie Does and Uncle Chaps to share his incredible story of surviving over 5 years in a Filipino jail.Insights into his arrest, legal challenges, and how he adapted to life in harsh prison conditions. Scott’s reflections on justice systems, survival tactics, and what he learned from his experience. Deep Dive into the Philippines: Topics include: The country's colonial history and its impact on modern Filipino identity. The unique blend of Filipino traditions,

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