Drop A Pin
Drop A Pin is a weekly travel podcast hosted by Barstool Sports personalities The Wonton Don and Uncle Chaps. Each episode, they select a random location around the world and explore its culture, history, and quirks. The show blends humor with insightful discussions, often featuring guests who share personal stories about the featured destination. It offers a mix of travel tips, funny anecdotes, and a fresh perspective on global destinations.
Episodes
Amsterdam Might Be the World's Greatest City (📍Amsterdam) | Drop A Pin Ep. 90
This week on Drop A Pin the boys are flying solo and we are talking about one of the most infamous travel destinations: Amsterdam. Chap’s just got back from a family trip and is here to tell all about his experiences and dive into the history of one of Europes most iconic cities, as well as hearing some of Donnie’s less family friendly tales from the city of sin.
Timestamps:
(00:00:00) - Show St
Donnie and PFT’s Wild Trip to Qatar for Soccer’s Biggest Tournament (📍Qatar) | Drop A Pin Ep. 89
This week on Drop A Pin we are joined by PFT Commenter to recap his 72 Hours in Qatar with Donnie. The boys reminisce on their time going to the Middle East to see the soccer on the worlds largest stage and tell previously unheard stories from their adventures!
Timestamps:
(00:00:00) - Show Start
(00:01:33) - Weekly Top 10
(00:04:43) - Pre Boarding
(00:26:18) - A Word From Our Sponsors
(00:31:13)
We Got High and Took A Deep Dive On The Aztec Empire | Drop A Pin Ep.88
This week on Drop A Pin we are back with another HIGH SCHOOL episode where Donnie and Chaps gather a class of their peers from around the barstool office to indulge in some of the devils lettuce and learn about a specific subject. Today Donnie is teaching White Sox Dave, Annika Christy and Megan Makin’ Money all about the conquest of the Aztec Empire!
Originally Filmed: September 18 2025
Timestamp
A Real Disney Adult Walks Us Through The Ins And Outs Of Disney Travel (📍Disney) | Drop A Pin Ep. 86
This week on Drop A Pin we are talking to Papa Best, former Baldstoolie and Barstool Idol participant. Aside from his appearances in the Barstool Universe Papa is a theme park and cruise influencer making content at parks all over the world! He is here to tell us everything we need to know about traveling to Disney’s various theme parks and cruises!
Timestamps:
(00:00:00) - Show Start
(00:00:42)
Nobody Does Solo Travel Like Ryen Russillo | Drop A Pin Ep. 86
This week on Drop A Pin we are joined by the king of travelogues, Ryen Russilo! Ryen talks about his appreciation of solo travel and how he makes his Russillo on the road Travelogues. Ryen walks us through some of his favorite destinations.
Timestamps:
(00:00:00) - Show Start
(00:00:45) - Chaps Asks A Trivia Question
(00:05:10) - Pre Boarding
(00:13:24) - A Word From Our Sponsors
(00:16:16) - Rye
Sam Tallent Got Caught In A Paris Riot While Writing His New Book (📍Sam Tallent) | Drop A Pin Ep. 85
This week on Drop A Pin we have Sam Tallent live from Donnie’s Hoon Deck! Sam talks about how Chaps helped write his new novel Brut, writing in Paris during riots, touring in Australia and New Zealand and so much more!
Pre Order Sam’s new Book Brut Here Out September 22:
https://a.co/d/07KnHkO2
Timestamps:
(00:00:00) - Show Start
(00:02:24) - A Word From Our Sponsors
(00:06:18) - Weekly Top 10
(
The Behind The Scenes Chaos Of Getting A Hair Transplant In Turkey (📍Baldstool Recap) | Drop A Pin Ep. 84
This week on Drop A Pin we are recapping Baldstool Season 2 with Mook, White Sox Dave, Mikey Bets and the one and only Ben Mintz. The boys tell the their experienced going with a group of 30+ people to get hair transplants at the Este Nove Clinic in Turkey
Watch the first 3 Episodes of Baldstool OUT NOW on The Wonton Don Youtube page and be on the lookout for Episode 4 this Wednesday!
Timestamps
How A Mid Flight Break Up Got Kelly Keegs a Job at Barstool (📍Greece) | Drop A Pin Ep. 83
This week on Drop A Pin Kelly Keegs jons us to talk about her favorite travel destination, Greece! Kelly talks about how a mid flight break up landed her her job at barstool, her favorite things about Greece, and her observations while traveling abroad.
Timestamps:
(00:00:00) - Show Start
(00:01:01) - New Segment
(00:04:47) - Pre Boarding
(00:33:34) - A Word From Our Sponsors
(00:37:07) - Kelly K
Medellín Is The Greatest Comeback Story in the World (📍Medellin) | Drop A Pin Ep. 82
This week on Drop A Pin we are recapping Uncle Chaps’ most recent solo adventure to Medellín! Chaps breaks down his first time staying in a hostel, his thoughts on Colombia, and Donnie compares notes from his experiences in the beautiful country.
If you’re going to Medellin hit up Chaps’ Tour Guide CJ:
+57 311 6444581
Timestamps:
(00:00:00) - Show Start
(00:00:54) - New Segment
(00:04:43) - Pre
Is Turkmenistan the Weirdest Country on Earth? Feat. Doug Barnard | Drop A Pin Ep. 81
This week on Drop A Pin we are joined by Doug Barnard, a fellow travel youtuber who helped Donnie when planning his trip to Iraq and the most recent season of Baldstool. Doug leads group tours to Iraq and is also a travel youtuber in his own right and is here to talk to us about his trip to Turkmenistan which he says is the weirdest country on earth!
Follow Doug Barnard:
https://www.youtube.com/@
Doitche Explains Everything New Hampshire and Oktoberfest (📍New Hampshire) | Drop A Pin Ep. 80
This week on Drop A Pin we are joined by one of Barstools newest hires - Ronnie Doitch! Doitch has always been around in the Barstool world but now he is all in and is here to tell us his stories from his career as a professional drinker and his upbringing in New Hampshire
Timestamps:
(00:00:00) - Show Start
(00:00:27) - Pre Boarding
(00:33:52) - A Word From Our Sponsors
(00:39:57) - Doitche Inte
What It’s Actually Like in the World’s Newest Country ft. Giulio (📍South Sudan) | Drop A Pin Ep. 79
This week on Drop A Pin we are joined by our good friend Giulio Gallerotti to catch up with him on his most recent adventures to India and the the newest country, South Sudan.
Follow Giulio on IG @notjulio
Check out illuminateglobal.net
Timestamps:
(00:00:00) - Show Start
(00:00:40) - Giulio Interview
(00:01:31) - India
(00:18:20) - South Sudan
(00:37:45) - A Word From Our Sponsor
(00:41:25) -
Rone’s Big Fat Ethiopian Wedding (📍Ethiopia) | Drop A Pin Ep. 78
This week on Drop A Pin we are joined by Rone from Son Of A Boy Dad and Rone Dot Com. Rone is here to talk about being a new father and traveling with kids and then he breaks down his wild trip to Ethiopia for a friend's wedding.
Timestamps:
(00:00:00) - Show Start
(00:00:38) - PreBoarding
(00:09:24) - Rone Joins The Show
(00:11:58) - Flying with Kids
(00:35:55) - A Word From Our Sponsors
(00:38:
Finding the Last Cannibals Was Easier Than Leaving Dubai feat. Seal On Tour | Drop A Pin Ep. 77
This week on Drop A Pin we are joined by travel YouTuber Seal on Tour to talk to Donnie about some of his craziest adventures, more specifically his trip to West Papua with the goal of meeting a Cannibal. He also goes through his many visits to various slums across the world and escaping the war in Dubai in a golden Rolls Royce.
Check out Seal on Tour: https://www.youtube.com/@UCHpoNrigyJIHSCvM-Fg
Stop Being an Idiot With Your Airline Miles - The Point Guy Shows Us How | Drop A Pin Ep. 76
This week on Drop A Pin we have Nicky Kelvin from The Points Guy to teach us everything there is to know about credit card points and how to maximize your points to book the best vacations.
Timestamps:
(00:00:00) - Show Start
(00:00:34) - Pre Boarding
(00:06:21) - The Points Guy Interview Starts
(00:20:53) - A Word From Our Sponsors
(00:28:54) - The Best Credit Cards for Points
(00:38:09) - Airli
Want To Party With New York’s Hasidic Jews? Joey Avery Has A Guy For That | Drop A Pin Ep. 75
This week on Drop A Pin Joey Avery joins to talk about how he got his start doing comedy in Cape Town, how he ended up spending the holiday of Purim with New York’s Hasidic Jewish community and tells Donnie and Chaps some of his other travel stories.
Check out Joey Avery Live in San Francisco Out Now: https://www.youtube.com/watch?v=t4xlXat3ck4
Timestamps:
(00:00:00) - Show Start
(00:00:40) - Pr
Budapest Made Me Fall In Love With Solo Travel and Goulash (📍Budapest) | Drop A Pin Ep. 74
This week on Drop A Pin Chaps is back from his trip to budapest on his first ever solo international trip.
Timestamps:
(00:00:00) - Show Start
(00:00:30) - Pre Boarding
(00:16:12) - Chaps Trip to Budapest
(00:31:35) - Traveling by Yourself
(01:07:33) - A Word From Our Sponsors
(01:11:25) - Gettin Cultured
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So You Found a Dead Body in China… Now What? (📍Inner Mongolia) | Drop A Pin Ep. 73
This week on Drop A Pin we have on Jake, one of Donnie's friends from his China days. Jake joins us to tell the story about how he and a group of friends found a dead body while out in Inner Mongolia. Then Donnie and Chaps do a deep dive on Inner Mongolia in this weeks Gettin' Cultured segment.
Timestamps:
(00:00:00) - Show Start
(00:00:30) - Pre Boarding
(00:04:34) - Jake Joins The Show
(00:23:0
Two Massholes Recap Hair Transplant Trip to Turkey with 30 Americans (📍 Turkiye) | Drop A Pin Ep. 72
This Week on Drop A Pin we are coming to you from a hotel room in Istanbul with one of the baldstoolies, Jeremy Phelps, who you will see in Baldstool Season 2. Jeremy is from Boston so he is here to give us his thoughts on Istanbul and Cappadocia, and to overall give a sense of what's to come in Baldstool Season 2.
Timestamps:
(00:00:00) - Show Start
(00:15:17) - Cappadocia
(00:30:19) - A Word Fr
We Took a Day Trip from Chicago to the Grand Canyon | Drop a Pin Ep. 71
This week on Drop A Pin we are recapping our trip featured in our new series Daytripping. We break down our trip to the American Southwest and then talk about what Chap's learned about the Grand Canyon during his time in seminary and how prostitution helped shape the American West!
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What Is Iran Actually Like? A Persian American Answers | Drop A Pin Ep. 70
Disclaimer: This Episode Was Recorded on January 30th 2026
This week on Drop A Pin we are joined by friend of the program Chris Bader a local comedian and his father to talk about his birthplace Iran. We talk about their personal experiences and thoughts on the current situation going on in the country and how they have seen the country change over the course of their lifetimes.
Timestamps:
(00:0
How To Plan A Solo Abroad Trip | Drop A Pin Ep. 69
This week on Drop A Pin we are sending Uncle Chaps on his first ever solo abroad content trip! Donnie walks us through how he personally has planned his trips and we pick a location for Chaps to go. After that Kate joins the show to give Chaps some places to check out while he is on his adventure!
Timestamps:
(00:00:00) - Show Start
(00:01:41) - Donnie's Solo Travel Horror Stories
(00:20:07) - Cha
Are All-Inclusive Resorts Actually Worth It? | Drop A Pin Ep. 68 (📍Cancún)
This week on Drop A Pin we are diving into one of the most divisive topics in the travel work: All Inclusive resorts. Donnie talks about his most recent trip to Cancun that reinforced his negative opinion of the popular travel destination. We are joined by Dante, Eddie, Mikey Bets and Miresh Patel who all have varying experiences/beliefs on All Inclusive resorts and Cancun.
Timestamps:
(00:00:00)
The American Tourist Who Illegally Traveled to North Sentinel Island | Drop A Pin Ep. 67 (📍North Sentinel Island)
This week on Drop A Pin we spoke with Mykhailo Polyakov, the American Tourist who was arrested for illegally traveling to North Sentinel Island in an attempt to capture on camera the isolated indigenous Sentinelese tribe.
Disclaimer: This episode discusses the personal experiences of a guest who illegally traveled to North Sentinel Island. Drop A Pin and its hosts do not condone, support, or enc
Our Journey Through The Mississippi Delta (📍Rediscovering Memphis Recap) | Drop A Pin Ep. 66
Nick and KB are BACK on the show, this time to break down Rediscovering MEMPHIS! The boys talk about their experiences filming the latest episode of Rediscovering America. We talk the blues, conversations that didn't make the final cut, and everyones thoughts on the Mississippi delta. Be sure to watch the latest episode of Rediscovering America and also check out our new friend Mohammed on IG @sap
Donnies Weiredest Jobs In China | Drop A Pin Ep. 64 (📍Shanghai )
This week we are back with our second CHINASODE! Diving Deep into Donnie’s stories from his time in China and this week we are focusing on the odd jobs he picked up for content and to keep the lights on.
Timestamps:
(00:00:00) - Episode Start
(00:02:16) - Tutor Donnie
(00:09:29) - University Professor Donnie
(00:24:28) - Donnie Taught on Superbowl Monday
(00:30:59) - Whiteface Jobs
(00:31:26) - Fe
Exploring The Top Travel Destinations For 2026 feat. Joey Avery and Chris O'Connor | Drop A Pin Ep. 64
It's the last Drop A Pin of 2025! To ring in the new year we invited people from the office along with comedians Chris O'Connor and Joey Avery to talk about the locations they want to travel to the most in the new year
Timestamps:
(00:00:00) - Donnie and Chaps 2026 Travel Plans
(00:15:41) - Donnie Tried DMT
(00:33:50) - Joey Avery and Chris O'Connor Join
(00:36:17) - Joey Averys 2026 Travel Plans
Rediscovering America Recap with Nick and KB | Drop A Pin Ep. 63 (📍Minnesota)
This week on Drop A Pin we are joined by the Rediscovering America Crew to talk about their most recent expedition to Minnesota. Nick and KB break down their favorite moments from this most recent trip. The boys go over their highs and lows, tell stories that didn't make the final cut, and explain what lead to that unpleasant surprise appearance from White Sox Dave. Tune in to learn more about how
Fred Smoot Has Been To Every Continent And Has Some Bold Takes | Drop A Pin Ep. 62
This week on The Drop A Pin Show we have sat down with ex NFL cornerback and host of the Pro Football Football Show: Fred Smoot! Smoot blew us away with his stories from traveling to every content* and some of his travel hacks and recommendations.
Then we are trying out a new segment: Pinball! Pinball is where we talk about interesting topics or stories that aren’t big enough for an entire episode
Exploring The Most Conquered Island In Europe With Dante and Chaps' Mom (📍Sicily) | Drop A Pin Ep. 61
This week we are dropping a pin in the island of Sicily! First we have one of Barstools most Italian employees Dante the Don on to talk about his experiences in Europe and give some recommendations and hidden gems. Then for this weeks Gettin’ Cultured Uncle Chap’s Mom joins us to talk to the boys about her experiences living in Sicily while raising Uncle Chaps!
Timestamps:
00:00:00 — Dante Interv
Biz and Donnie Break Down The Highs and Lows of Filming Peakin' in Canada | Drop A Pin Ep 60
This week Donnies hiking buddy Paul Bissonnette and he's here to break down the highs and lows of their time spent hiking in Canada while filming Peakin Season 2. They talk about how they managed to make it through the treacherous mountains of British Columbia then Corey Rutledge and Tyler Spaid, two of the producers behind Peakin' join us in studio to give us their sides of the story of the makin
Inside The World of Competitive Bird Watching feat. Creators of Viral Documentary "Listers" | Drop A Pin Ep 59
This week on Drop A Pin we are joined by Quinn and Owen Reiser, the creators of the viral bird watching documentary "Listers", which is available for free on Youtube. The brothers sat down with Donnie to tell him all about the world of competitive birdwatching and some of their wild stories from their time living in a van while making the movie.
Then we are joined by White Sox Dave and Chief to go
We Didn't Even Know This African Country Existed - Until Giulio Went There (📍Comoros ) | Drop A Pin Ep. 58
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 talk to us about North Korea!
Giulio also just put out a new incredible video “The Lama’s Prophecy” Check it out now on his youtube page!
Timestamps:
(00:00:25) Show Start
(00:00:4
How Donnie Survived His Awkward First Weeks in China (Guangzhou 📍)| Drop A Pin Ep. 57
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 Donnies lost year in china from teaching preschoolers, parting with scousers, to camping in the great wall Donnie tells us some never before heard stories from far east!
Then stick aroun
What It's Like To Be An All Black: How New Zealand's Rugby Legends Live | Drop A Pin. EP. 56
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 of rugby culture, what it means to be an All Black, and New Zealand itself! Then stick around to listen to two of Barstools Biggest Nerds T-Bob and Rudy talk about their interests i
How Donnie Met Manny Ramirez in Japan + Hawaiian Sumo Champion Blows Us Away | Drop A Pin Ep. 55
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 Donnie met Manny Ramirez while he was playing for the Kochi fighting dogs. We then dive into their cafe culture and some of the unique wildlife Donnie has experienced in different Japan
PFT Used to be a Used Dog Salesman in Texas (Austin 📍) Drop A Pin Ep. 54
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 dive into what it really means to keep Austin weird and the odd jobs they picked up while getting their starts in the media world.
Timestamps:
(00:00:21) Pre Boarding
(00:07:30) PFT an
We Melted Our Brain Trying to Understand the Universe (📍 Outer Space ) | Drop A Pin Ep. 53
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, and Chief. This conversation spans lightyears jumping from different galactic theories and the debate as old as time: is pluto a planet?
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Ken Burns Explains What We Got Wrong About the Revolutionary War (📍 13 Colonies) | Drop A Pin Ep. 52
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 happens to be the subject of his newest film premiering November 16th on PBS. Then stick around to see what the employees around the Barstool office know about the American Revolution!
V
How an African Plant Helped My Friend Overcome Addiction | Drop A Pin Ep. 51
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 dealing with addiction and how Ibogaine helped him through his journey. Tune in to learn more about this African plant that has become popular for it's healing properties and helping
Ella Griff Derails T-Bobs Class on Roman Empire (📍 Rome) | Drop A Pin Ep. 50
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 Emperor Sula and the Roman Empire. This stacked and wild conversation is a must watch for all pinheads.
Get your first month of BlueChew FREE Just use promo code DROP at checkout a
Surfer Makua Rothman On Hawaii's Deadliest Waves + KB Finds Himself in Oahu (📍 Hawaii) | Drop A Pin Ep 49
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 himself in Oahu
Then we hopped on a call with professional Big Wave surfer Makua Rothman a North Shore Hawaii Native to learn the ins and outs of Hawaiian Surf Culture and how he is ab
Down On The Bayou with Coach O and T-Bob Herbert (📍Louisianna) | Drop A Pin Ep. 48
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 on to tell us about his experiences living in the Bayou.
Timestamps:
00:00:00 - T Bob Interview
01:17:09 - T Bobs Favorite Books
01:38:50 - Coach O Interview
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Adam Friedland: From Cape Town to Cumtown (📍South Africa) | Drop A Pin Ep. 47
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 scene, and the debate as old as time; wether or not to circumcise his son. This off the walls interview is a must watch!
Stick around to the end for another segment of Gettin' Cultured
Why Jerry O’Connell Wouldn’t Dare Step Foot on Australia’s Most Sacred Ground (📍Australia) | Drop A Pin Ep. 46
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 wife's dutch heritage the boys cover it all.
Stick around after for a special Camp Barstool edition of High School with an all time panel. We are joined by Kate, Chief, White Sox Dave,
Is Tommy Smokes Going To Be In The Next Season of SURVIVOR?! (📍 El Salvador) | Drop A Pin Ep. 45
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 house co star Jackie hops in the middle seat to plan out the Ultimate Christmas vacation!
Timestamps:
00:00 - Tommy Smokes Interview
39:12 - El Salvador Deep Dive
1:06:00 - Gettin'
Feitelberg Went to a Strip Club in Prague…with His HIGH SCHOOL Hockey Team?! | Drop A Pin Ep. 44
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 Kreisher.
Then we are once again joined by John Feitelberg for this weeks segment of Gettin' Cultured to talk about the behind the scenes of making his new show "Les Mascots"
Be sure
The Side of Greece Instagram Models Don't Show You | Drop a Pin Ep. 43
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 surprisingly educational journey through Greek history, drops some actual hidden gems for anyone planning a trip to Greece, and tests the gang’s geographical IQ.
Then it’s time to light up
From Sleeping in his Car to an Australian Tour: The Casey Rocket Story | Drop a Pin Ep. 42
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:
00:00:00 - Show start
00:00:20 - Casey Rocket Interview
01:09:57 - Gettin Cultured with Zac
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Guinness Guru Prime Mutton Reveals What Makes a Perfect Pint
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 social media to what actually makes a “proper pint,” Mutton spills the foam on his unexpected rise. He also teaches the boys some classic Manchester slang and dishes on why the bridge sc
How Chef Donny's Asian Escapades Landed Him A Job At Barstool | Drop A Pin Ep. 40
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 the globe including Dubai nightlife, Chinese Burning Man chaos, and surviving Tajikistan on a whim.
Then on this week's Gettin Cultured' Kenjack hops in the middle seat to pick Donnie
From Surfing to Emergency Third-World Surgery: An Indonesian Nightmare (📍Indonesia) | Drop A Pin Ep. 38
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 Tony Kamel, who shares the insane story of how he broke his leg surfing in Bali.
And on this weeks Gettin' Cultured Mostly Sports couch boy Connor Griffin hops in the middle seat to
South Shore Mass Is A Barstool Breeding Ground! | Drop a Pin Ep. 37
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 Lockwood and Dana Beers, the boys dive into what it’s like growing up in the region that practically invented binge drinking.
The “Gettin’ Cultured” segment this week with a virtual s
Ice Cube Reveals His Favorite Travel Destinations + Mexico City Recap | Drop A Pin Ep. 36
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 banger “Goose in My Basket.” It gets weird.
Then Chaps rejoins to debrief their trip to Mexico City, where tacos, tequila, and tire smoke collided.
And for this week’s “Gettin’ Cultur
Small Brained American is the Worlds #1 India Hater | Drop A Pin Ep. 36
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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 his rise from rookie vids to worldwide travel antics. Plus, newcomer Zac makes his debut in “Gettin’ Cultured,” grilling the hosts on airport rituals and in-flight etiquette. Expe
Ohio Is The Greatest State in the Union | Drop A Pin Ep. 35
🚨 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 -
A Monk in the Making Feat Giulio (📍Nepal + Bhutan) | Drop A Pin Ep. 34
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 c
Only African at Barstool Sports TELLS ALL Feat. Zah (📍Zimbabwe) | 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 me
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 & Ch
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’ Culture
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 – B
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
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 d
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
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
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 Bi
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
Ari Shaffir's Nomad Phase Is Upon Us! | Drop A Pin Ep. 23
🌎 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
Drop A Pin: On Tour with LoCash
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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
Wall Street's Wild Days with Large | Drop A Pin Ep. 21
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 f
A Look Inside The Weird Wide World of Sam Tallent | Drop A Pin Ep. 20
🎙️ 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
Billy Football Breaks His Silence on Future at Barstool (And Africa) | Drop A Pin Ep. 19
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
Down Yonder In Mississippi w/ Brandon Walker
🎙️ 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, includin
Jerry Escobar And The Coked-Up Hippos: DAP Colombia
🎙️ 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 cultu
Wrongfully Imprisoned in the Philippines for FIVE YEARS
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
The Smoky Mountains With BizNasty
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, recount their recent hiking trip in Tennessee. From the trails to the laughs, they break down the good, the bad, and the exhausting.
They tease a potential hiking series, hinting at
Pittsburgh: The Paris of Appalachia with Nick and KB
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 often-overlooked spots. From the Steel City’s iconic landmarks to the scenic beauty of the Appalachian hills, but from the brains of KB and Nick.
They also reflect on their Rediscovering A
Donnie Survived India! (feat. Miresh)
🚨 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 recent trip, including encounters with street cows, overwhelming spice levels, and India’s vibrant slums. Miresh, though not raised in India, brings his unique perspective on Indian cult
We Went to Istanbul to Get Hair Transplants!
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 to exploring one of the world’s most vibrant cities, this episode has it all.
💇♂️ Hair Today, Gone Tomorrow: Rudy, Dave, and Nicky share their painful but worth-it experiences get
The North Pole! (and Weirdest Christmas Traditions Around the World)
🔔 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 parades 👹.
🌟 The Oddities of Santa Lore: Who knew about Iceland's Yule Lads or Italy's Befana the Christmas witch? 🧙♀️
❄️ Quirky Facts: Why do some countries hide brooms on Christma
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