In this episode, Steve and Jack are joined by Canadian travel writer and podcast host Melissa Rodway, creator of FLY Travel Radio and author of the Amazon best-selling memoir The People You Meet: Luxury, Leeches, Love, and Lao-Lao.
Melissa shares stories from a lifetime of adventure. From growing up in a remote Australian bush town to backpacking across Southeast Asia and sleeping in ancient roundhouses in rural China. She dishes on questionable street food, Bolivian jeep rides gone wrong, and the legendary 65-year-old Croatian roommate who drank too much Rakija.
We dive into hot topics like travel fatigue, slow travel, beer diplomacy, the art of knowing when it’s time to go home, and why the best adventures always start with a slightly bad idea.
You can find Melissa’s book on Amazon here: http://bit.ly/44s5JX9
And follow her chaos on IG: @fly_travel_media
Today’s episode features our “On The Road Again” segment, where we highlight some of the unique forms of transportation we’ve taken in our travels.
Intro: Jack is finally nomading again and bought a one-way ticket to ???. Plus Steve watching football with French-Canadians in Northern Québec. (0:00-8:00)
Boats: Scary cruises on the Nile, lawless cruises in international waters, ferries to beautiful islands in Greece and Italy, getting seasick, unlimited booze boats in Latin America, and how to ride water taxis in Panama, the Galapagos, and Vancouver. (8:00-26:30)
Car Sharing: New and emerging services for renting cars through different apps. (26:30-30:45)
E-Scooters: How companies like Bird and Lime made an initial splash, why they’re dying off in certain cities, where they’re still going strong, and what the future holds. (30:45-44:30)
Vespas: Why they look so cool, the type of people who ride them, and safety concerns. (44:30-46:00)
Douche Rentals: The trend of renting a flashy car for the day to stand in front of it and take pictures, and other interesting vehicles like slingshots. (46:00-51:11)
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Today we walk through 9 of the funniest 1-star reviews TripAdvisor has to offer. These include a beach that's too sandy, a zoo animal that should be considered a sex offender, and other events that compel internet users to share their experiences with the world.
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Our friend AP joins the show to discuss his nomadic journey, living month-to-month in 23+ cities throughout the United States. Highlights include:
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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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We discuss our experiences traveling to Queens, New York for the U.S. Open - Including the legendary Honey Duece cocktail, the longest tennis match ever, and more.
Nomad Hacks: We reveal 5 ChatGPT prompts that could help you find the cheapest hidden flight prices.
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Today we chat with Ken Krell, the founder of location-independent businesses and newsletters including The PrideNomad Letter and The Daily Hug. With years of digital nomad experience, a few thousand LGBTQ+ readers, and a lifetime of stories about building a borderless life as a queer traveler. We find out if this publisher of The Daily HUG is really a daily THUG. (Just kidding, he’s lovely.)
We talk about what it means to belong anywhere, how to make money on the move, why community matters, and the weirdest places Ken’s ever worked from. This episode is equal parts hilarious, heartwarming, and wildly inspiring.
Check out MyDailyHug.com and PrideNomad.com - or follow @ken.krell on Instagram for more!
You're not gonna wanna miss this one. We talk all about the city-state of Singapore, including how it’s half covered in green space, has the best airport in the world, and why it’s nicknamed the City of Lions. We also discuss the “City of Fines” nickname: a deep dive into the country’s bizarre laws, heavy surveillance, and their painful form of punishment called “caning” that involves spanking someone with a cane until they bleed…and bleed some more. Find out why you REALLY don’t want to do drugs or commit vandalism in Singapore in this epic episode.
All ways to follow and engage with us: https://linktr.ee/nomadsnoworries
Today we discuss what it would be like to live as a digital nomad throughout different points in history. We focus on Ancient Egypt and 18th-century Caribbean, and we even bring on some special guests from these eras to hear about their experiences firsthand.
We start off talking Captain Underpants, why Quebec might be considered part of Latin America, maple syrup-based hot sauce, Goth Babe, and nomading in the past. (0:00-14:30)
Interview with Captain Tobias Copy-Paste, an 18th-century pirate, to talk about casual mutiny, working with parrots, sexually-excited monkeys, messages in a bottle, eyepatches vs Fetty Wap, staying hydrated at sea, and more. (14:30-29:50)
Tying it back to the current situation in Haiti, a Cuban-American immigrant who’s super against any further Cuban immigration in the US, why some Latinos don’t like Miami, and owning an alligator as a pet. (29:50-34:30)
Interview with Khamet, an Egyptian stone carver from 2500 BC…E discussing using the sun as a clock, why multiple gods are better than one god, why LinkedIn lingo is the worst, ancient wifi aka pigeon-fi, being careful bartering with priests, and how to make artwork go viral. (34:30-01:01:33)
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Personal Updates: the guys discuss their recent travels to Montreal and Denver, and why Montreal is such an underrated city. (0:00-3:30)
Nomad News: TSA says sweating in this particular area can set off the alarms. We give you the inside scoop, discuss a personal story about getting a hardcore bag search, and tie it all back to our favorite terrorist failure, the shoe bomber. (3:30-10:20)
Nomad News: a growing trend in the travel world with personalized, pay-to-play recommendation apps like Places and AmiGo. Why are Millennials and Gen Z ditching TripAdvisor and AI listicles for tastemaker-curated guides? Is knowing about a hidden ramen joint in Tokyo the new Gucci belt? And would you pay $129 a year just to know where the cool people eat? (10:20-21:35)
Steve and Jack break down their favorite and least favorite tours around the world (RIP to Steve’s lungs in Santo Domingo and Jack’s soul at Rainbow Mountain).
We also get into the whole “traveler vs tourist” identity crisis and debate whether being a digital nomad makes you cooler than a tourist (it doesn’t).
Nomad Hacks: we share pro tips on how to actually pick a good tour, including platforms we swear by (like GuruWalk and Airbnb Experiences), how to spot red flags in reviews, and why the weirdest tours sometimes make the best stories. This is our ultimate guide to booking tours that don’t suck while traveling.
Today’s location highlight is all about the South American country of Ecuador 🇪🇨
Quito and Cotopaxi: mountains, alpacas, and safety (0:00-8:50)
Cuenca: Jack’s top city in Ecuador, Parque de las Cajas, hitchhiking, copycat restaurant chains, and the real origin of the Panama hat (8:50-23:20)
Galapagos Islands: the journey to get there, unique animals, subadiving with sharks, and interesting rules for living there (23:20-35:00)
Ecuador’s Political Climate: party polarization, the 2025 Elections, organized crime, and the fire nation attacks (35:00-50:04)
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In this episode, we sit down with Frances — a true global citizen who has lived in 10 countries across 4 continents, slept in coffee shops, hitchhiked to strawberry farms, and ended up showcasing her fashion designs at New York Fashion Week.
Raised on the Move: Frances shares what it was like growing up between continents — from Hong Kong to Australia to Mexico — and how constant relocation shaped her worldview and resilience.
Sleeping in a Coffee Shop, Digging in Laos: Hear the wild story of how Frances lived in a coffee shop in the UK and joined an archaeology expedition in Laos — complete with live monks, active bombs, and 17th-century discoveries.
Photography, Purpose & the Power of a Picture: From losing a camera in Fiji to capturing dinosaur-like lizards in Australia, Frances explains how photography became a tool for cultural appreciation and storytelling.
From Lockdown Sewing to NY Fashion Week: How Frances launched a diverse, upcycled fashion line — and took it all the way to the runway.
Her old Insta was hacked, but you can follow Frances on her new account here: @fh.travel.diaries
Robbed in Chile: Steve details a petty theft experience and discusses the different poverty rates throughout Latin America (0:00-14:57)
Nomad News: TSA no longer requiring shoe removal in US airports (14:57-19:00)
Why we’ve removed shoes for 20 years: the story of the “shoe bomber” and why he sucks at terrorism (19:00-25:50)
More Nomad News: Men are returning to the office more than women and how it’s affecting career advancement (25:50-29:55)
Quiet Quitting: Gen Z’s “quiet shitting” on the job and a WFH health insurance hack (29:55-33:25)
How to become an office legend (33:25-39:50)
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Today’s guest is Christa Romano aka @christabellatravels - Accomplished career coach, visitor of all 7 continents, digital nomad for 10+ years, and the host of Digital Nomad Life podcast.
Christa's story of leaving the New York rat race to visit 69 countries, what it’s like living in Bali with a dog, looking like Disney Channel characters, and why Christa’s favorite places include Brazil and Southeast Asia (0:00-24:10)
Our favorite countries to eat breakfast, lunch, dinner, and dessert (24:10-37:41)
Remote career coaching tips, how anyone can become a digital nomad, the importance of confidence and manifestation, and the science behind spirituality (37:41-54:06)
Nomad Nightmares: Christa shares her viral story from India that landed her on Buzzfeed’s “23 Most Painfully Awkward Things of the Year” (54:06-01:11:00)
For more info on how to become a world-traveling remote entrepreneur, follow Christa on TikTok and IG: @christabellatravels
Location Highlight: Kenya
0:00-6:24 - Denver IPAs and winter in Chile.
6:24-15:54 - The city of Nairobi aka “Nairobbery”, its neighborhoods, and a little bit of culture shock.
15:54-18:34 - Public transit, feeding monkeys in city park, Karura Forest, and why Nairobi is nicknamed the ‘Green City in the Sun’.
18:34-22:50 - The magic of safaris in Masai Mara, what the camps are like, and avoiding lions while getting out to pee.
22:50-25:18 - Nairobi National Park, seeing animals inside city limits, lions vs guns.
25:18-30:25 - Africa’s Big 5 and why they’re called that, plus the Small 5, and the Ugly 5.
30:25-33:57 - Kenya travel requirements, visas, vaccinations for yellow fever, cholera, rabies, and malaria.
33:57-35:21 - Food in Kenya, Indian and Middle Eastern influence, eating ostrich like it’s normal.
35:21-38:57 - Returning to Kenya, safari recommendations, and other African destinations.
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Nomad News: Today we’re reporting on recent data from Microsoft showing that remote employees might be working more hours than ever. Including stats such as:
40% of internet users checking emails at 6am 😧
16% more meetings after 8pm 😰
and 20% of workers checking emails on SATURDAY 😱
We discuss why people need to chill out on working so hard, corporations vs startups, and meetings that could’ve been an email. Plus, Nomad Nightmares about power outages, toilet paper, and unsafe water.
Is remote work dying or thriving? We’re joined by Marisa and Jeff, co-founders of Beach Commute and hosts of the Digital Nomad Experts podcast, to talk about the working side of nomad life. We discuss how to land a fully-remote job, why remote doesn’t always mean “work from anywhere,” the best careers and industries for remote work, and tons of inspirational advice.
We discuss some of the funniest city names in the world (excluding the UK, which deserves its own episode). But first, we play a real voicemail from Steve’s mom about some of our “risque” language on the show. This ends up being extremely ironic as we then delve into cities such as:
Sandwich, MA
Horni Police, Czech Republic
Fugging, Austria (formally Fucking)
Bangkok, Thailand
Batman, Turkey
Hell, Norway
Dildo, France
Muffin Butte, Utah
Cumming, Georgia
Intercourse, Penn
Kuk, Estonia
Tittybong, Australia
Climax, Michigan
Anus, France
Condom, France
Boring, Oregon
Poo, Spain
