Drop A Pin

This week on Drop A Pin we are joined by Nick and KB and they are here to recap the most recent season of Rediscovering America. Timestamps: (00:00:00) - Show Start (00:05:28) - A Word From Our Sponsors (00:09:22) - Nick And KB Recap Rediscovering America (00:36:48) - Episode 1 Recap Find Your Wins with New Amsterdam Vodka New DraftKings customers, sign up with code DROP spend five bucks to get tw...

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 Star...

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)...

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...

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) -...

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) - Ryen...

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 (00...

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:...

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 Ke...

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 Bo...

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/@d...

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 Inter...

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) - Soc...

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 (00:38:3...

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...

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) - Airlin...

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) - Pre...

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 Get 10% off your first month of BlueChew Gold with code DROP https://BlueChew.com Get $10 off...

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 (00:23:00...

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 Fro...

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! Find out why Nutrafol is the best-selling hair growth supplement brand at https://Nutrafol.com promo code PIN. Get 10...

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: (00:00...

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...

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)...

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 encou...