Avsnitt
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What happens after the vacation ends?
In Episode 12 of the “I Wish I Would Have Known…” series, Scott Showalter pulls back the curtain on life as a travel specialist and explains how personal travel experiences directly shape the advice, recommendations, and planning strategies used to help clients travel smarter.From airport frustrations and resort realities to hidden gems and travel mistakes, this episode explores how real-world travel experience becomes the “secret weapon” behind great vacation planning.Because the best travel advisors don’t just book trips…
they live them too.Plus:
Why working with an experienced travel advisor can help travelers avoid saying:
“I wish I would have known…”
What to be a part of the journey?
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Travel scams have evolved — and many tourists don’t realize how modern they’ve become.
In Episode 11 of the “I Wish I Would Have Known…” series, Scott Showalter talks about the new generation of travel scams targeting tourists around the world.From fake QR codes and rideshare tricks to aggressive “free gift” scams and fake public Wi-Fi networks, this episode explains how travelers can stay aware, protect themselves, and avoid becoming easy targets without becoming paranoid.Because travel should feel exciting…
not stressful.
What to be a part of the journey?
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Saknas det avsnitt?
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Traveling for a major sporting event sounds exciting…until you realize the normal rules of travel completely disappear.
In Episode 10 of the “I Wish I Would Have Known…” series, Scott Showalter talks about the REAL costs and hidden challenges of traveling for marathons, NFL games, championships, Formula 1 races, and major sporting events.From surge hotel pricing and impossible restaurant reservations to road closures, transportation chaos, and supporting someone competing in a marathon, this episode dives into what travelers should REALLY expect before booking these trips.Because event travel isn’t just a vacation…
it’s a strategy.
What to be a part of the journey?
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Social media changed travel forever…but not always in good ways.
In Episode 9 of the “I Wish I Would Have Known…” series, Scott Showalter talks about vacation oversharing, privacy risks, influencer culture, travel envy, and why so many people forget to stay present during the actual experience.This episode also ties together the biggest lessons from the series so far — and explains why experienced travel advisors remain one of the most valuable “secret weapons” in travel planning.Because sometimes the smartest part of travel…
is having someone guide you through it.
What to be a part of the journey?
Contact me
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To record you own episode and collaborate.
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AI is changing the way people plan vacations…but should travelers trust it completely?
In Episode 8 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down the pros and cons of using AI for travel planning.From fake pricing and missing fine print to hidden fees and the value of real human expertise, this episode explores where AI helps travelers — and where it can still go very wrong.Because sometimes the cheapest online “deal” isn’t actually the smartest vacation decision.
What to be a part of the journey?
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Trying to “see everything” on vacation might actually ruin the vacation
.In Episode 7 of the “I Wish I Would Have Known…” series, Scott Showalter talks about travel burnout, overpacked itineraries, vacation exhaustion, and why slowing down can actually make trips MORE memorable.From nonstop schedules to social media pressure, this episode explores why travelers often forget the point of vacation in the first place:
to actually enjoy it.Because vacations shouldn’t feel like unpaid overtime.
What to be a part of the journey?
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Social media makes every destination look magical…
but reality doesn’t always match the Instagram post.
In Episode 6 of the “I Wish I Would Have Known…” series, Scott Showalter talks about overrated attractions, influencer expectations, crowded tourist traps, and why some of the best travel memories happen in places nobody talks about online.Because sometimes the internet sells the fantasy…
not the actual experience.
What to be a part of the journey?
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Tourists make easy targets — especially when they’re distracted, overwhelmed, or carrying valuables in all the wrong places.
In Episode 5 of the “I Wish I Would Have Known…” series, Scott Showalter talks about common travel scams, pickpocket tricks, protecting your passport and phone, and how to stay aware without becoming paranoid.Because nothing ruins vacation memories faster than losing your wallet in a crowded tourist area.
What to be a part of the journey?
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Think travel is only for wealthy people? Think again.
In Episode 4 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down one of the biggest myths in the travel world — that vacations are only for people with unlimited money.From payment plans and cruising affordably to travel rewards, off-season travel, and smarter budgeting, this episode explores how everyday people make travel possible without luxury-level budgets.Because travel isn’t about being rich.
It’s about priorities, planning, and creating memories that actually matter.
What to be a part of the journey?
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Cheap travel deals can look amazing online…
until the hidden fees, bad flights, and stressful experiences start piling up.
In Episode 3 of the “I Wish I Would Have Known…” series, Scott Showalter breaks down why the cheapest trip isn’t always the best value.From airfare traps and hidden resort fees to knowing when it’s actually worth spending a little more, this episode helps travelers understand the difference between “cheap” and “smart.”Because saving money on vacation means nothing if the experience becomes miserable.
What to be a part of the journey?
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Solo travel sounds scary… until you realize how empowering it can actually be.
In Episode 2 of the “I Wish I Would Have Known…” series, Scott Showalter talks about how traveling alone can build confidence, independence, and freedom in ways most people never expect.From overcoming fear and staying safe to meeting new people and learning to trust yourself, this episode explores why solo travel changes so many people for the better.Because sometimes the greatest travel companion you’ll ever discover…
is yourself.
What to be a part of the journey?
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Traveling with friends sounds amazing… until budgets clash, nobody agrees on dinner, and one person suddenly becomes a full-time vacation dictator.
In Episode 1 of the new “I Wish I Would Have Known…” series, Scott Showalter dives into the realities of group travel:
• Different travel personalities
• Budget battles
• Planning conflicts
• Room-sharing disasters
• And how to survive a trip without ruining friendshipsIf you’ve ever planned a group vacation, this episode will feel VERY familiar.Because sometimes the hardest part of vacation…
is the people you brought with you.
What to be a part of the journey?
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On the last episode of the series Show Me Your Stupid, Scott and Keb take aim at the world’s most Overrated Tourist Attractions — the places everyone says you HAVE to visit… until you actually get there.From giant observation wheels like “The Eye” popping up in every city, to standing shoulder-to-shoulder for hours in Times Square on New Year’s Eve, the guys debate which attractions simply don’t live up to the hype. They also break down why Mount Rushmore National Memorial leaves some travelers underwhelmed and why Orlando can feel more exhausting than magical.Scott and Keb share their experiences with long lines, overpriced tickets, overcrowded attractions, and those moments when the Instagram photo is way better than the real thing. If you’ve ever walked away from a famous attraction thinking “THAT was it?”… this episode is for you.
What to be a part of the journey?
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This week on Show Me Your Stupid, Scott and Keb tackle one of the most important road trip decisions of all time in an episode called “Ranking Gas Stations.”Not all gas stations are created equal… and everybody has standards. The guys break down exactly what makes a roadside stop elite — clean bathrooms, legendary snack selections, fountain drink quality, easy parking, weird souvenirs, and whether the place feels safe enough to eat a hot dog that’s been rotating since Tuesday.From giant travel centers to sketchy middle-of-nowhere stops, Scott and Keb rank what really matters when choosing the perfect exit for that all-important snack, drink, or emergency potty break. Road trip people are going to feel VERY seen in this one.
What to be a part of the journey?
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This week on Show Me Your Stupid, Scott and Keb tackle one of the most controversial topics in modern society — “Tipping.”Are we tipping too much? Not enough? Why does every payment screen suddenly want 25% for handing over a muffin? The guys dive into today’s tipping culture, the pressure of those awkward checkout screens, and the never-ending debate about who should actually get tipped.From restaurants and bartenders to delivery apps, coffee shops, cruises, and everywhere in between, Scott and Keb break down the right way to approach tipping… or whether some places should even ask at all. Expect strong opinions, hilarious stories, and plenty of relatable frustration in this episode that everybody will have an opinion about.
What to be a part of the journey?
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This week on Show Me Your Stupid, Scott and Keb unpack one of the biggest travel mysteries of all time in an episode called “Packing Problems.”Why do men pack like they’re escaping the country for 48 hours with one backpack… while women somehow prepare for every possible weather event, social occasion, and emergency known to mankind? The guys dive into the hilarious differences in how people pack for vacations, road trips, cruises, and weekend getaways.From overpacked suitcases and “just in case” items to men wearing the same pair of shorts for three straight days, this episode is packed with relatable travel chaos, questionable logic, and plenty of laughs.
What to be a part of the journey?
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This week on Show Me Your Stupid, Keb takes the wheel with “Historical Places – Keb’s List” — a tour through some of the most fascinating cities in the good ol’ USA.Scott and Keb dive into the history, culture, food, ghosts, and weirdness of places like St. Augustine, Savannah, Boston, Philadelphia, and New Orleans.From haunted tours and historic landmarks to incredible food and unforgettable local experiences, the guys break down why these destinations deserve a spot on your travel bucket list. Of course, it wouldn’t be Show Me Your Stupid without hilarious stories, questionable opinions, and plenty of side tangents along the way.
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This week on Show Me Your Stupid, Scott and Keb head straight into the madness known as the airport for an episode called “Airport People.”You know the ones… the gate huggers, the people who stand up the second the plane lands, the travelers who somehow forget every TSA rule, and the loud talkers on speakerphone at 6AM. Nobody is safe in this hilarious breakdown of the airport personalities that drive everyone insane.From security line chaos to boarding group confusion and terminal meltdowns, the guys share travel stories, hot takes, and plenty of laughs about the weird world of air travel. If you’ve ever flown anywhere, you’ve definitely met these people.
What to be a part of the journey?
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This week on Show Me Your Stupid, Scott and Keb are talking “Destination Anywhere” — the dream vacations they’d pack for tomorrow… and the places they’d avoid like airport sushi.From bucket-list adventures and overrated tourist traps to destinations that seem amazing online but questionable in real life, nothing is off limits. The guys debate where they absolutely NEED to go, where they never want to step foot, and the weird reasons behind both.Whether you’re a seasoned traveler, a couch vacationer, or someone whose dream trip somehow includes fewer people and better snacks, this episode is packed with laughs, travel hot takes, and plenty of stupid.
What to be a part of the journey?
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On this episode of Show Me Your Stupid, Scott and Keb set sail into the chaotic waters of Cruise Pet Peeves. From people who treat elevators like a demolition derby, to Olympic-level buffet line strategies, to the never-ending debate of whether it’s a ship or a boat… nothing is safe.The guys swap hilarious cruise stories, roast bad vacation behavior, and tackle the little things that can turn paradise into pure comedy. If you’ve ever cruised before, you’ve definitely seen some stupid.Grab a drink, find a deck chair, and prepare to laugh your way through the most relatable cruise complaints at sea.
What to be a part of the journey?
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X: https://www.twitter.com/@showmeyourtrips - Visa fler
