Drop A Pin

By Barstool Sports

Presented by Barstool Sports, Drop A Pin takes you on a weekly adventure with Barstool's foreign correspondent, The Wonton Don, and Barstool personality, Uncle Chaps. Each episode, the fellas will

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FAQs about Drop A Pin:

How many episodes does Drop A Pin have?

The podcast currently has 33 episodes available.

Drop A Pin episodes:

May 27, 2025 Only African at Barstool Sports TELLS ALL Feat. Zah | Drop A Pin Ep. 33
🎙️ 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 Zimbabwe with Zah—highlighting the moments that stuck, the lessons they took away, and what it was like traveling with a true local. Zah also gives a crash course in Zimbabwe’s history: from ancient kingdoms to modern politics, with some personal reflections mixed in.
📚 Gettin’ Cultured w/ KB
KB jumps in to flip the script, asking Donnie and Chaps:
“If you could take one thing from any other culture and add it to our own, what would it be?”
The answers range from philosophical to food-driven to flat-out unhinged—exactly what you’d expect from this cockpit combo.
🎧 Listen Now:
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twitter: @donniedoesworld
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IG: @unclechaps
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Twitter: @UncleChaps
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1h 50min
May 19, 2025 I Moved In With A Random Fan in the Bahamas | Drop A Pin Ep. 32
🚨 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 the Bahamas—how pirates like Blackbeard once ruled the waters, and how the islands evolved into the breezy tropical getaway we know today.
🎣 Donnie Calls Sydnie Wells (Barstool Outdoors)
Mid-episode, Donnie phones in @SydnieWells to relive their recent Bahamian adventure, where they went spear fishing in crystal-clear waters, dodged reef sharks, and tested their survival instincts—Barstool Outdoors style.
🌽o Dave Interview
Donnie reconnects with 🌽o Dave, a Stoolie who hosted him during the early COVID days in the Bahamas. They recap that surreal stretch of time when Donnie showed up to shoot content—only for the world to shut down days later. Isolation, creativity, and wild island moments made this one for the books.
✈️ Gettin’ Cultured: Fan Voicemail Edition
In this week’s cultural curveball, the guys take a voicemail from a Pinhead asking:
“If you could bring one thing from another culture to America, what would it be?”
From siestas to bidets to beachside BBQ norms—it gets thoughtful, funny, and surprisingly practical.
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🎧 Listen Now:
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📲 Follow & Subscribe: @TheDropAPinPod
Follow The Wonton Don!
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Twitter: @UncleChaps
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1h 46min
May 12, 2025 The Life of An Irish Rugby Captain + Ireland Deep Dive | Drop A Pin Ep. 31
🎙️ 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 covers it all. Let’s board.
☘️ Donnie & Chaps Talk Ireland
Donnie and Chaps open the episode with stories from the Emerald Isle—what stood out, what made them laugh, and what makes Ireland such a vibe. Chaps also revisits the time a blog he wrote went unexpectedly viral in Irish media after he compared the Irish president to a leprechaun. (No, seriously—read the post here)
🏉 Donnie’s Interview with Harry “McNuts” McNulty
In his first solo Drop A Pin interview, Donnie sits down with Harry “McNuts” McNulty, captain of Ireland’s Rugby 7s squad. They reflect on meeting at the legendary Hong Kong 7s, crossing paths again at the Paris Olympics, and what it takes to lead an international team. Harry shares what it’s like representing Ireland on the global stage, what drives him, and where he hopes the sport is headed.
✈️ Gettin’ Cultured with Paige
Paige jumps in for this week’s Gettin’ Cultured, flipping the script by asking Donnie and Chaps: what’s one trip that genuinely changed your view on life?
#DropAPin #Ireland #IrishRugby #RugbySevens #HarryMcNulty #HongKong7s #ParisOlympics #BarstoolSports #TravelPodcast #DonnieDoes #UncleChaps #GettinCultured #LifeChangingTrips #Pinheads #PaigeAsks
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2h 5min
May 05, 2025 Big Cat Signs Off on Barstool Australia | Drop A Pin Ep. 30
🚨 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 suspiciously crisp). 🤷‍♂️🌍
🔹 The Australia Pitch – Donnie floats a wild plan: hosting a competition for a one year content contract to hunt down Barstool’s first Australian hire. Will Big Cat bite? 🦘📹
🔹 Campus Crawl Hall of Fame – Big Cat ranks his favorite college towns, breaking down what makes a campus elite: walkability, dive‑bar density, mascot chaos, and late‑night food that slaps. 🏈🎓🍻
📚 Gettin’ Cultured: Pinhead Reading List
Donnie & Chaps swap their go‑to books—travel memoirs, military history deep cuts, and a couple of curveballs you’d never expect. Perfect additions for your carry‑on Kindle or couch stack. ✈️→📖
⸻
🎧 Listen / Watch Now
Apple Podcasts | Spotify | YouTube
📲 Follow & Subscribe
Follow The Wonton Don!
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twitter: @donniedoesworld
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Follow Uncle Chaps!
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Twitter: @UncleChapsBarstool: https://www.barstoolsports.com/bio/13906103/chaps
#DropAPin #BigCat #AustraliaPitch #CollegeTowns #BookRecommendations #TravelPodcast #BarstoolSports
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Follow The Wonton Don!
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1h 13min
April 28, 2025 The Legend of Don The Beachcomber (Bora Bora Honeymoon Recap) | Drop A Pin Ep. 29
🎙️ 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 Gettin’ Cultured with PFT
🎤 The Solo Flight: Chaps & Donnie Catch Up
🔹 Fact-Check & Feedback – The guys tackle some spicy comments about past episodes’ “accuracy,” and set the record straight
🔹 Baby on Board – Donnie reveals the wild play-by-play from his first ultrasound (spoiler: it was wild). 🤰📈
🌺 Don the Beachcomber & the Honeymoon Game Plan
🔹 How a 1930s tiki pioneer inspired Donnie’s dream honeymoon locale. 🍹🏝️
🔹 Deep cuts on tiki culture, cocktail lore, and why French Polynesia still feels like vintage escapism.
🎥 Vlogcast Premiere: French Polynesia Honeymoon Highlights
🔹 Abandoned Resorts, peak hippo mode, over-water bungalows—raw travel footage straight from Donnie’s camera roll.
🔹 Unexpected mishaps (ever try driving a boat with zero instruction?) and the ultimate sunset flex. 🌅🚤
🎙️ THEN… PFT Commenter Drops In for Gettin’ Cultured 🎰🌎
@PFTCommenter joins the cockpit to ask: “Is there Las Vegas of every country?”
🔹 Rapid-fire lightning round—Paris? Macau? Punta del Este? Who wins the neon crown?
🔹 The fellas draft their top “sin cities” around the world and debate which ones actually pay off in vibes.
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1h 51min
April 21, 2025 Dave Portnoy Was Offered 4 Million To Bring Historic Pizza Fest to Saudi Arabia | Drop A Pin Ep. 28
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 destination.
🍽️ Scalloping on His Property: Dave explains how he found himself with active scalloping rights on the lot he bought—and what that actually means in terms of local rules and seasonal seafood.
🍕 Pizza Reviews in Saudi Arabia: Dave may be doing a pizza fest in the Middle East
💅 Getting Cultured with Annika: In our recurring segment, Barstool's Annika asks talk about getting some work done abroad
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1h 55min
April 14, 2025 Finding Yourself in Florence feat. Jenks | Drop A Pin Ep. 27
🎙️ 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 adrenaline-fueled spectacle and genuine cultural immersion. You’ll hear how one warm-hearted Florentine family welcomed Jenks like their own son, creating memories he’ll never forget.
Timestamps:
Interview With Jenks - 00:00:44
Florence Discussion - 1:33:16
Gettin' Cultured with Mark Titus - 2:12:42
🎤 Matthew Piper Jenks: The Man Behind the Legend of Frank The Tank & His Life in Florence
🔹 Calcio Storico: Jenks and Donnie break down the historic—and sometimes downright brutal—sporting event and why it’s a must-see for anyone visiting Florence. ⚽
🔹 Palio di Siena: Hear about the centuries-old horse race that captivates an entire city, and learn what makes this tradition a true bucket-list experience. 🏇
🔹 Florence Family Ties: Jenks reveals a heartfelt story of how a local Florentine family embraced him, giving a fresh perspective on Italian hospitality. ❤️
🎙️ THEN… Mark Titus Joins for “Gettin' Cultured” for advice on Fatherhood & Travel ✈️👨‍👧
Mark Titus slides into the airplane seat for a candid chat about his upcoming journey into fatherhood and his burning desire to keep traveling.
🔹 Parenting on the Road: How to prepare for family trips without losing your mind—or your passport. 🍼🌍
🔹 Advice from a Veteran Father: As a seasoned father Chaps share his top tips and travel hacks for traveling with a child.
🔥 This episode has it all—Italian sports, heartfelt stories, culture-shock anecdotes, and fresh perspectives on balancing fatherhood with a passion for travel.
💬 Let us know—what’s your favorite Italian tradition or destination? Share in the comments below!
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Download the Gametime app today and use code DROP for $20 off your first purchase
GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT/OR/NH. Eligibility restrictions apply. On behalf of Boot Hill Casino & Resort (KS). 1 per new customer. $5+ first-time bet req. Max. $200 issued as non-withdrawable Bonus Bets that expire in 7 days (168 hours). Stake removed from payout. Terms: sportsbook.draftkings.com/promos. Ends 5/18/25 at 11:59 PM ET. Sponsored by DK.
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🎧 Listen Now:
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📲 Follow & Subscribe: @BarstoolSports | @TheDropAPinPod
Follow The Wonton Don!
IG: thewontondon
TikTok: thewontondon
twitter: @donniedoesworld
FB: https://www.facebook.com/DonnieDoes/
Barstool: https://www.barstoolsports.com/bio/62720/donnie-does
Follow Uncle Chaps!
IG: @unclechaps
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Twitter: @UncleChaps
Barstool: https://www.barstoolsports.com/bio/13906103/chaps
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2h 25min
April 07, 2025 Thai'd Up in Bangkok | Drop A Pin Ep. 26
🚨 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 experiences
Donnie & 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 how Donnie took the leap into vlogging, the challenges he faced, and how Thailand played a massive role in his journey. 🎬💥
• Tyler, a new Barstool producer, reveals how he got busted smoking weed in Thailand—and the hectic bribe he had to pay to dodge trouble with the cops. 🚨💰
• Lessons Learned: From facing local laws head-on to making it out unscathed, Tyler shares the adrenaline-packed story and how it changed his perspective on traveling. 😬🌏
Gettin’ Cultured with Steven Cheah
• Why Do Different Countries Drive on Different Sides of the Road?: Steven stops by to break down the fascinating history, cultural quirks, and sometimes dangerous realities behind left-side vs. right-side driving. 🚦🤔
• Travel Adjustments & Tips: Whether you’re a first-timer or seasoned globetrotter, learn how to adapt when hitting the roads in countries with traffic flowing in “the other lane.” 🛣️✅
🔥 This episode is loaded with Thai memories, production secrets, and global insights. It’s a must-watch for anyone craving a little wanderlust!
Let us know—what’s your top tip for staying out of trouble abroad? Drop it in the comments!
Listen Now:
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Follow & Subscribe:
@BarstoolSports | @TheDropAPinShow
#DropAPin #ThailandTravel #PeakinSeries #DonnieDoes #UncleChaps #StevenCheah #BarstoolSports #DrivingAbroad #CultureShock
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twitter: @donniedoesworld
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...more
2h 10min
March 31, 2025 Hezbollah Detained Barstool Fan TWICE | Drop A Pin Ep. 25
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 shaving it all and following Donnie on an around-the-world escapade—truly a life-changing leap.
🔹 Highs in India: From navigating bustling streets to witnessing iconic landmarks, Sam and Donnie share their most memorable moments on the subcontinent. 🌏
🔹 Hezbollah Encounters in Lebanon: Get the inside scoop on Sam’s unexpected run-ins with Hezbollah—an adventure straight out of a spy thriller. 🤯
🎙️ THEN… Big T Takes the Mic on Being a LARGE Traveler 🏋️‍♂️💺
@BarstoolBigT joins to chat about the ups and downs of globe-trotting when you’re bigger than most airplane seats.
🔹 Cramped Airline Struggles: Which carriers get a thumbs-up, and which leave you with bruised elbows? ✈️
🔹 Fit to Travel: How Big T handles seatbelt extenders, tight hotel rooms, and travel hacks every large traveler needs in their back pocket. 🤯
🔹 Surprisingly Comfy Destinations: Discover the places that truly welcomed a 6’5”+, 300-pound traveler—and the ones that definitely did not. 🏨
🔹 Sharing the Journey: Donnie, Chaps, and Big T compare stories of destinations that blew their minds, proving you never know what you’ll love until you explore. 🌐🔥
🔥 This episode offers comedy, culture, and a real look into how travel can surprise you around every corner (sometimes involving unexpected groups like Hezbollah).
💬 Tell us—what’s the most unexpected place you’ve found yourself while traveling? Drop your stories in the comments!
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#DropAPin #Baldstool #IndiaTrip #Hezbollah #Lebanon #BarstoolSports #SamTakesOnTheWorld #BigT #TravelPodcast #ComedyTravel #DonnieDoes #UncleChaps #Adventure #MustListen #GlobalAdventures
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2h 15min
March 24, 2025 Iraq War Vet and Iraqi Tourist Squash Their Beef | Drop A Pin Ep. 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 compare what it's like to visit these countries with wildly different perspectives. 🌍✈️💥
Topics include:
Giulio’s bold decision to vacation in Afghanistan 🇦🇫
Touring Baghdad vs. surviving Fallujah 🇮🇶
How travel changes your worldview—even in warzones
Cultural gems, local hospitality, and surreal moments in conflict regions
Comedy, courage, and how far curiosity will take you
If you’ve ever wondered what it’s like to visit places most people only see in headlines, this episode will open your eyes—and probably make you laugh. It’s a wild, thoughtful, and unexpectedly inspiring ride.
🔔 Don’t forget to like, comment, and subscribe for more insane travel stories and global weirdness every week!
#DropAPin #GiulioGallarotti #TravelPodcast #IraqTravel #AfghanistanTrip #DonnieDoes #UncleChaps #CombatVsVacation #WarzoneTourism #MilitaryVsCivilian #TravelComedy #WorldExplorer #CrazyTravelStories #ChapsInIraq #GiulioInAfghanistan #GlobalAdventures
📍 Watch now on YouTube + Listen wherever you get your podcasts!
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2h 11min

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The podcast currently has 33 episodes available.

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