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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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