Drop A Pin

Chaps and Donnie kick off a brand-new segment taking a deep dive into Jacksonville! We sit down with folks around the office and special guests to talk about their hometowns—covering local history, food, music, and more!

Later in the episode, Ronny Doitche stops by to give us his ultimate travel tips fresh off his trip to Oktoberfest!


Timestamps:
(00:00:00) - Show Start
(00:00:36) - Hometown Series: Jacksonville
(00:33:35) - A Word From Our Sponsors
(00:36:54) - Hometown Series: Jacksonville (Cont.)
(01:05:31) - Travel Tips: Ronny Doitche

Our Sponsors

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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.

Uncle Chaps

The Wonton Don

From Jacksonville to the Panhandle: The Ultimate North Florida Deep Dive | Drop A Pin Ep. 104

This week on Drop A Pin, our friend Giulio Gallarotti joins the show to talk about his travels through Alaska and Rwanda, plus his upcoming adventure to Bolivia. We also dive into some wild topics, including Khat, the search for Noah’s Ark, a new map created by the UN, and plenty more.
All that and more on this week’s episode of Drop A Pin!


Timestamps:
(00:00:00) - Show Start
(00:00:25) - A Word From Donnie
(00:03:21) - Top 10 (Landlocked Countries)
(00:08:12) - Giulio Gallarotti Interview
(00:35:44) - A Word From Our Sponsors
(00:39:41) - Giulio Gallarotti Interview (Cont.)

Our Sponsors

Shady Rays - Go to http://shadyrays.com and use code PIN for 50% off 2+ pairs of polarized sunglasses.

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Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. Cash App Visa® Debit Flex Cards issued by Sutton Bank, Member FDIC, and The Bancorp Bank, N.A., pursuant to a license from Visa U.S.A. Inc. See terms and conditions for the Sutton prepaid card, Sutton debit flex card, and Bancorp debit flex card. Cash App Green features, Savings, Direct deposit, Round ups, Overdraft coverage and Discounts provided by Cash App, a Block, Inc. brand. Visit cash.app/legal/podcast for full disclosures.

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Alaska Is Where You Go to Disappear Feat. Giulio Gallarotti | Drop A Pin Ep. 103

This week, our good friend Sydnie Wells joins us on Drop a Pin!

Sydnie tells us all about her travels to Patagonia and South America, including her experiences hunting across the region. We also get into her adventures traveling through Europe, the benefits of hunting and eating wild game in the age of “clean eating,” dealing with invasive animals, and plenty of stories from the road.

Plus, Sydnie gets some tips on traveling abroad, and we cover a whole lot more on this episode of Drop a Pin!


Timestamps:
(00:00:00) - Show Start
(00:00:19) - Top 5 (Immigrants)
(00:08:00) - Pre Boarding
(00:16:21) - Sydnie Wells Interview
(00:37:27) - A Word From Our Sponsors
(00:42:55) - Sydnie Wells Interview (Cont.)

Our Sponsors 

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Sydnie Wells’ Epic Big Game Adventures in the Mountains of Patagonia | Drop A Pin Ep. 102

Biz joins the show to tell the wild story of his Havasupai adventure with Wonton — and everything that went down along the way.

Stick around for The Come Down Podcast, the FIRST-EVER mobile podcast, and what it’s like taking a podcast on the road.

Timestamps:
(00:00:00) - Show Start
(00:00:14) - Biz Interview
(00:58:55) - A Word From Our Sponsors
(01:03:13)  - The Come Down Podcast

Our Sponsors 

NOBULL - Visit https://www.nobullproject.com and use code DROPAPIN for 35% off your entire FIRST order

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Call 888-789-7777/visit ccpg.org (CT), mdgamblinghelp.org (MD), 800-981-0023 (PR).
Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boot Hill Casino (KS). Pass-thru of per wager tax may apply in IL.Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. NEW: 1 per new DraftKings customer. $5+ deposit req. Trade $5 get $200 Prediction Dollars (1-year expiry); or bet $5 get $200 in Bonus Bets (7-day expiry and stake removed from payout). Rewards issued in $50 increments every 7 days via click-to-claim for 21 days. Click-to-claims expire 7 days after issuance. Rewards are non-withdrawable. 7 days = 168hrs. Ends 9/20/26 at 11:59 PM ET. BOOST: Opt-in req. 1 Profit Boost issued per customer per day (10% for trades, 50% for bets), valid only for NFL/CFB football transactions on the platform for which it's been issued. Bet/Trade restrictions apply and vary when offered (e.g. market, bet/trade type, min./max. transaction, bet odds/market pricing req. etc.). Boosts are single-use and must be applied BEFORE placing bet/trade. Boost only applies to profit from qualifying bet/trade and expires at the end of the final football game of the select game slate when offered. Trade market must settle to receive boost. Predictions offer void in NY. Terms: dkng.co/offer. Sponsored by DK.

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We Recorded a Podcast Hiking OUT the Grand Canyon | Drop A Pin Ep. 101

On the 100th episode of Drop A Pin, Donnie’s wife joins the podcast to share what it’s really like traveling the world with Barstool Sports’ own “Foreign Correspondent,” Donnie Does.

From their very first vacation together in the Philippines, where Donnie contracted E. coli, to helping him film multiple videos throughout China—and dealing with all the unexpected drama that comes with international travel—she gives a behind-the-scenes look at life on the road with one of Barstool’s most traveled personalities.

She also breaks down the pros and cons of having Donnie as a travel partner, what it’s like being married to someone constantly exploring new countries, and the wild experiences that come with traveling the world together.

A huge shoutout to all the Pinheads who have supported Drop A Pin Podcast and helped us reach 100 episodes. We couldn’t have done it without you. Here’s to 100 more! 

In this episode:
• What it’s really like traveling the world with Donnie Does
• Their disastrous first trip together to the Philippines
• Donnie getting E. coli while traveling
• Behind the scenes filming videos in China
• The drama that comes with international travel
• The pros and cons of Donnie as a travel partner
• Celebrating 100 episodes of Drop A Pin

Timestamps:
(00:00:00) - Show Start
(00:00:27) - Top 5 countries (NFL Edition)
(00:03:33) - The Wonton Wifey Interview
(00:27:03) - A Word From Our Sponsors
(00:31:35) - The Wonton Wifey Interview (Cont.)

Our Sponsors 

NOBULL - Visit https://www.nobullproject.com and use code DROPAPIN for 35% off your entire FIRST order

DraftKings - GAMBLING PROBLEM? CALL 1-800-GAMBLER or 1-800-MY-RESET, 800-327-5050/visit gamblinghelplinema.org (MA). 
Call 888-789-7777/visit ccpg.org (CT), mdgamblinghelp.org (MD), 800-981-0023 (PR).
Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boot Hill Casino (KS). Pass-thru of per wager tax may apply in IL.Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. NEW: 1 per new DraftKings customer. $5+ deposit req. Trade $5 get $200 Prediction Dollars (1-year expiry); or bet $5 get $200 in Bonus Bets (7-day expiry and stake removed from payout). Rewards issued in $50 increments every 7 days via click-to-claim for 21 days. Click-to-claims expire 7 days after issuance. Rewards are non-withdrawable. 7 days = 168hrs. Ends 9/20/26 at 11:59 PM ET. BOOST: Opt-in req. 1 Profit Boost issued per customer per day (10% for trades, 50% for bets), valid only for NFL/CFB football transactions on the platform for which it's been issued. Bet/Trade restrictions apply and vary when offered (e.g. market, bet/trade type, min./max. transaction, bet odds/market pricing req. etc.). Boosts are single-use and must be applied BEFORE placing bet/trade. Boost only applies to profit from qualifying bet/trade and expires at the end of the final football game of the select game slate when offered. Trade market must settle to receive boost. Predictions offer void in NY. Terms: dkng.co/offer. Sponsored by DK.

Shady Rays - Go to http://shadyrays.com and use code PIN for 50% off 2+ pairs of polarized sunglasses.

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Donnie’s Wife Reveals What It’s Really Like Traveling the World with Him | Drop A Pin Ep. 100

Today on Drop a Pin, it is our 100th episode. So we're having on one of my most special travel partners. And the way I say this is probably going to make you cringe. My wife. One of those nights in the morning, there was a little kind of like brown mark on the bed and Kira was like, did you shit the

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From Jacksonville to the Panhandle: The Ultimate North Florida Deep Dive | Drop A Pin Ep. 104

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