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Drop A Pin

Barstool Sports

108 episodes · Explicit

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 anecdotes from whichever place they've dropped a pin that week. Whether you’re looking for travel tips, hilarious stories, or a fresh take on global destinations, Drop A Pin delivers the perfect blend of humor and insight as they get to the bottom of what makes every place in the world unique.

Episodes page 2 of 3

  1. We Didn't Even Know This African Country Existed - Until Giulio Went There (📍Comoros ) | Drop A Pin Ep. 58

    · 1 h 25 min · Explicit

    This week on Drop A Pin we are joined by one of our best friends, Giulio Gallarotti, to tell us all about his most recent adventures in Rwanda and Tanzania. Then Giulio sticks around for this weeks Gettin’ Cultured to…

  2. How Donnie Survived His Awkward First Weeks in China (Guangzhou 📍)| Drop A Pin Ep. 57

    · 2 h 00 min · Explicit

    This week on Drop A Pin we are finally diving into Donnie's earliest Chinese Adventures. Before he had ever picked up a camera he spent a year living in Guangzhou and in this episode we are taking a deep dive into…

  3. What It's Like To Be An All Black: How New Zealand's Rugby Legends Live | Drop A Pin. EP. 56

    · 1 h 48 min · Explicit

    This week on Drop A Pin we sat down with two players from one of the most prestigious rugby teams of all time, The All Blacks. Billy Proctor and Pasilio Tosi came in the studio to tell Donnie and Chaps the ins and outs…

  4. How Donnie Met Manny Ramirez in Japan + Hawaiian Sumo Champion Blows Us Away | Drop A Pin Ep. 55

    · 1 h 53 min · Explicit

    This week on Drop A Pin we are venturing to Japan, in the first of many episodes diving into this country with extremely interesting cultures and history. This week we talk about the baseball scene in Japan and how…

  5. PFT Used to be a Used Dog Salesman in Texas (Austin 📍) Drop A Pin Ep. 54

    · 2 h 04 min · Explicit

    This week on Drop A Pin we are joined by childhood and adult best friends PFT Commenter and Pat “The Beave” Cassidy to talk about how they started their careers post grad in the city of Austin Texas. We take a deep…

  6. We Melted Our Brain Trying to Understand the Universe (📍 Outer Space ) | Drop A Pin Ep. 53

    · 1 h 12 min · Explicit

    Join us as we drop a pin in outer space this week to discuss the most mind blowing facts about the galaxy and beyond. This episode is another full length High School edition featuring Hannah Montoya, White Sox Dave,…

  7. Ken Burns Explains What We Got Wrong About the Revolutionary War (📍 13 Colonies) | Drop A Pin Ep. 52

    · 1 h 55 min · Explicit

    It's the one year anniversary of Drop A Pin and we have a stacked episode to celebrate. We had the pleasure of sitting down with legendary documentarian Ken Burns to discuss the revolutionary war, which also just…

  8. How an African Plant Helped My Friend Overcome Addiction | Drop A Pin Ep. 51

    · 2 h 04 min · Explicit

    This week on Drop A Pin Donnie and Chaps reconnect with one of Donnies friends from his mushroom trip in Mexico! Josh AKA Fatherhood the rapper joined Donnie on his spiritual journey and is here to talk about his past…

  9. Ella Griff Derails T-Bobs Class on Roman Empire (📍 Rome) | Drop A Pin Ep. 50

    · 57 min · Explicit

    This week on Drop A Pin T Bob is taking Donnie, Chaps, White Sox Dave, and Ella to HIGH SCHOOL! Instead of just a segment at the end of an episode you get a full hour of chaos while T-Bob tries to teach the class about…

  10. Surfer Makua Rothman On Hawaii's Deadliest Waves + KB Finds Himself in Oahu (📍 Hawaii) | Drop A Pin Ep 49

    · 2 h 09 min · Explicit

    This week on Drop A Pin we are talking all things Hawaii! First off we have Barstools very own KB telling us about his many experiences in Hawaii as a tourist, his thoughts on the different islands, and how he found…

  11. Down On The Bayou with Coach O and T-Bob Herbert (📍Louisianna) | Drop A Pin Ep. 48

    · 2 h 08 min · Explicit

    This week on Drop A Pin we sit down with hos of Wake Up Barstool and T Bob Herbert to talk about his life in Louisiana and what lead to him joining us in Chicago. Then we are honored to have the living legend Coach O…

  12. Adam Friedland: From Cape Town to Cumtown (📍South Africa) | Drop A Pin Ep. 47

    · 1 h 09 min · Explicit

    This week on Drop A Pin we are joined by comedian and podcast LEGEND Adam Friedland! He brings the boys on a wild journey from traumatic swim lessons in Cape Town, navigating the his rise to prominence in the comedy…

  13. Why Jerry O’Connell Wouldn’t Dare Step Foot on Australia’s Most Sacred Ground (📍Australia) | Drop A Pin Ep. 46

    · 1 h 44 min · Explicit

    This week at Camp Barstool Donnie and Chaps sat down with Jerry O'Connell to pick the movie stars brain about his world experiences. From shooting Kangaroo Jack for 6 months in Australia to exploring his supermodel…

  14. Is Tommy Smokes Going To Be In The Next Season of SURVIVOR?! (📍 El Salvador) | Drop A Pin Ep. 45

    · 1 h 19 min · Explicit

    This week we are joined by Barstool Beach House Star and Americas Sweetheart Tommy Smokes! Tommy came by to discuss his recent international travel to El Salvador and potentially making it onto survivor. Then his beach…

  15. Feitelberg Went to a Strip Club in Prague…with His HIGH SCHOOL Hockey Team?! | Drop A Pin Ep. 44

    · 1 h 24 min · Explicit

    This week on Drop A Pin we are joined by John Feitelberg and we go from the clubs of Prague to the streets of Times Square. We go over some of his WILD high school trips abroad and what it was like parting with Bert…

  16. The Side of Greece Instagram Models Don't Show You | Drop a Pin Ep. 43

    · 1 h 36 min · Explicit

    This week on Drop A Pin, we’re joined by Sam from Donnie’s Baldstool series—possibly the only human alive who knows more obscure world facts than Donnie and Uncle Chaps combined. Sam takes us on a hilarious and…

  17. From Sleeping in his Car to an Australian Tour: The Casey Rocket Story | Drop a Pin Ep. 42

    · 1 h 26 min · Explicit

    This week, The Wonton Don and Uncle Chaps drop a pin on GILBERT, ARIZONA with comedian and chaos agent Casey Rocket. Then Zac returns to Gettin Cultured to tell the boys about his first time flying private! Timestamps:…

  18. Guinness Guru Prime Mutton Reveals What Makes a Perfect Pint

    · 1 h 21 min · Explicit

    This week, The Wonton Don and Uncle Chaps sit down with the pint-sipping phenom himself—Prime Mutton—to talk all things Guinness, British slang, and bridge (yes, the card game). From how he blew up rating pints on…

  19. How Chef Donny's Asian Escapades Landed Him A Job At Barstool | Drop A Pin Ep. 40

    · 1 h 35 min · Explicit

    The Wonton Don sits down with his OG intern Chef Donny to relive the early Barstool days — from filming in back alleys of China to dropping out of college and going full-time. They swap stories from adventures around…

  20. From Surfing to Emergency Third-World Surgery: An Indonesian Nightmare (📍Indonesia) | Drop A Pin Ep. 38

    · 1 h 32 min · Explicit

    This week on Drop A Pin, The Wonton Don and Uncle Chaps head to INDONESIA — a surfer’s paradise and home to some of the most beautiful (and brutal) waves on Earth. Joining the boys is Grammy-nominated Bluegrass artist…

  21. South Shore Mass Is A Barstool Breeding Ground! | Drop a Pin Ep. 37

    · 1 h 35 min · Explicit

    This week, The Wonton Don and Uncle Chaps finally drop a pin on SOUTH SHORE MASSACHUSETTS — the land of Dunkins, buffalo chicken calizone, and the world’s most passionate Massholes. Joined by South Shore legends Hank…

  22. Ice Cube Reveals His Favorite Travel Destinations + Mexico City Recap | Drop A Pin Ep. 36

    · 1 h 45 min · Explicit

    This week on Drop A Pin, Donnie goes one-on-one with hip-hop legend and movie mogul Ice Cube. They dive into Cube’s BIG3 Basketball league, filming movies around the globe, and — yes — Cube reacts live to Donnie’s…

  23. Small Brained American is the Worlds #1 India Hater | Drop A Pin Ep. 36

    · 1 h 23 min · Explicit

    Subscribe here - https://barstool.link/Donnie Check Out Small Brained American on Youtube! https://www.youtube.com/ @SmallBrainedAmerican Travel vlogger Small Brained American sits down with Donnie and Chaps to trace…

  24. Ohio Is The Greatest State in the Union | Drop A Pin Ep. 35

    · 1 h 17 min · Explicit

    🚨 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…

  25. A Monk in the Making Feat Giulio (📍Nepal + Bhutan) | Drop A Pin Ep. 34

    · 1 h 48 min · Explicit

    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…

  26. Only African at Barstool Sports TELLS ALL Feat. Zah (📍Zimbabwe) | Drop A Pin Ep. 33

    · 1 h 50 min · Explicit

    🎙️ 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…

  27. I Moved In With A Random Fan in the Bahamas | Drop A Pin Ep. 32

    · 1 h 45 min · Explicit

    🚨 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…

  28. The Life of An Irish Rugby Captain + Ireland Deep Dive | Drop A Pin Ep. 31

    · 2 h 04 min · Explicit

    🎙️ 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…

  29. Big Cat Signs Off on Barstool Australia | Drop A Pin Ep. 30

    · 1 h 13 min · Explicit

    🚨 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.…

  30. The Legend of Don The Beachcomber (Bora Bora Honeymoon Recap) | Drop A Pin Ep. 29

    · 1 h 51 min · Explicit

    🎙️ 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…

  31. Dave Portnoy Was Offered 4 Million To Bring Historic Pizza Fest to Saudi Arabia | Drop A Pin Ep. 28

    · 1 h 55 min · Explicit

    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…

  32. Finding Yourself in Florence feat. Jenks | Drop A Pin Ep. 27

    · 2 h 24 min · Explicit

    🎙️ 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!…

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

    · 2 h 09 min · Explicit

    🚨 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…

  34. Hezbollah Detained Barstool Fan TWICE | Drop A Pin Ep. 25

    · 2 h 15 min · Explicit

    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…

  35. Iraq War Vet and Iraqi Tourist Squash Their Beef | Drop A Pin Ep. 24

    · 2 h 10 min · Explicit

    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…

  36. Ari Shaffir's Nomad Phase Is Upon Us! | Drop A Pin Ep. 23

    · 2 h 03 min · Explicit

    🌎 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…

  37. Drop A Pin: On Tour with LoCash

    · 1 h 22 min · Explicit

    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…

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

    · 2 h 12 min · Explicit

    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…

  39. A Look Inside The Weird Wide World of Sam Tallent | Drop A Pin Ep. 20

    · 1 h 44 min · Explicit

    🎙️ 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…

  40. Billy Football Breaks His Silence on Future at Barstool (And Africa) | Drop A Pin Ep. 19

    · 2 h 25 min · Explicit

    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 🏈🌍 •…

  41. Down Yonder In Mississippi w/ Brandon Walker

    · 1 h 37 min · Explicit

    🎙️ 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…

  42. Jerry Escobar And The Coked-Up Hippos: DAP Colombia

    · 1 h 52 min · Explicit

    🎙️ 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…

  43. Wrongfully Imprisoned in the Philippines for FIVE YEARS

    · 2 h 04 min · Explicit

    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…

  44. The Smoky Mountains With BizNasty

    · 1 h 25 min · Explicit

    Drop A Pin 🧭: Donnie Does, Uncle Chaps, and BizNasty Go Hiking & Stu Gets Wild 🎙️ Episode Rundown 🥾 Donnie & BizNasty’s Tennessee Adventure Donnie and BizNasty (@BizNasty), host of NHL on TNT and Spittin’ Chiclets,…

  45. Pittsburgh: The Paris of Appalachia with Nick and KB

    · 1 h 45 min · Explicit

    This week on Drop A Pin, Donnie and Chaps welcome Barstool’s Nick and KB for a trip down memory lane. The crew dives into Pittsburgh and West Virginia, exploring the unique culture, history, and charm of these…

  46. Donnie Survived India! (feat. Miresh)

    · 2 h 05 min · Explicit

    🚨 Episode Highlights: In this episode of Drop A Pin, Donnie and Chaps dive headfirst into the chaos and charm of India with Barstool’s newest hire, Miresh. Donnie shares hilarious and eye-opening stories from his…

  47. We Went to Istanbul to Get Hair Transplants!

    · 1 h 51 min · Explicit

    This week on Drop A Pin, The Wonton Don and Uncle Chaps are joined by Barstool’s Rudy, White Sox Dave (@barstoolwsd), and Nicky Smokes (@nickysmokes) for an epic journey to Istanbul 🇹🇷! From restoring their hairlines…

  48. The North Pole! (and Weirdest Christmas Traditions Around the World)

    · 1 h 14 min · Explicit

    🔔 Episode Highlights: 🎅 The History of Christmas: Tracing its origins from pagan festivals to modern-day celebrations. 🎁 Weird Traditions Around the Globe: From Japan's KFC feasts 🍗 to Austria's terrifying Krampus…

  49. Escaping North Korea Twice feat. Charles Ryu

    · 2 h 35 min · Explicit

    On today's episode of Drop A Pin, Donnie and Chaps dive deep into the Hermit Kingdom with two-time defector Charles Ryu. Charles talks about: 🇰🇵 Life under North Korea's dictatorship 🏚️ Growing up in poverty with a…

  50. Trekking Mt Kilimanjaro with Chris Long

    · 2 h 04 min · Explicit

    Former NFL player & two-time Super Bowl champion Chris Long (@JOEL9ONE) joins the show! 🚶♂️ Discusses climbing Mt. Kilimanjaro 🏔️—the highs, the struggles, and the ultimate triumphs. 💧 Shares his mission to bring clean…

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