Our friend AP joins the show to discuss his nomadic journey, living month-to-month in 23+ cities throughout the United States. Highlights include:

• Pacific Northwest - Best vs worst months, and a creepy landlord who lived in his Portland basement.
• Cali Vibes: San Jose, San Diego, Huntington Beach, and how the ocean is actually cold vs the warmer Caribbean/Gulf
• Scottsdale - The full story on Jack and Steve’s criminally bad golf game, Scottsdale’s housing prices, best restaurants, and “going out” culture.
• Florida - The genesis of our nomad journey, getting caught in BLM and Trump rallies, trying to rent a street-legal golf cart or vespa, and learning the cultural and weather differences between North Florida and South Florida.
• Austin & Lake Travis - Imposter syndrome when staying in Airbnbs that are too nice.
• East Coast - Why Brooklyn was AP’s favorite stop, how a bad Airbnb experience ruined his time in the charming city of Charleston, and other common Airbnb shortcomings.
• Key West - AP details a story that involves ordering condoms from GoPuff and Jack getting locked out of an Airbnb while getting eaten alive by bugs.
• We also further plan our trip to Jamaica that’s totally gonna happen, as well as other potential island trips to Cuba or the Bahamas.

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Steve and Jack crack open their ultimate travel bucket lists and dream big. From chasing the Northern Lights at the most inopportune time of year, to smoking weak joints in Jamaica, to dodging anacondas in the Amazon Rainforest—the places may not have the best wifi. The guys also imagine first-class train rides in Siberia, cold plunges in Antarctica, and lemur-filled wanderings across Madagascar. Along the way, they sprinkle in quirky facts, cultural tidbits, and what they consider to be jokes.

Whether you’re building your own nomad wishlist or just want to escape into a world of wild travel dreams, this episode will surely spark some dumb ideas.

This week we’re taking you to Montreal, Canada’s second-largest city and one of the most unique cultural blends in North America. We break down the numbers behind the city’s size and metro population, then dive into what makes Montreal feel like a mix of Europe and North America all at once. From street dance battles to furry conventions, it truly earns its reputation as a festival city.

Of course, we had to talk food — poutine (in all its variations), foie gras, maple syrup, and why Montreal bagels might ruin New York bagels for you forever. We also hit on the city’s must-see spots, the role of French in everyday life, how bilingual the locals really are, and whether separatist politics still show up in the vibe of the city.

Finally, in this week’s Nomad Hack, we share an unbelievable travel deal: Japan Airlines is giving away free domestic flights within Japan to international travelers. Yes, free. We’ll explain who’s eligible and how to take advantage of it.

If you’ve ever wondered why Montreal speaks French, whether you can get by without knowing it, or if free flights in Japan are really a thing — this episode’s for you.

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If you like the show, please remember to tell a friend and leave us a review!