All Episodes

July 17, 2025 53 mins

We’re in the heart of the summer travel season, so Gunnar and Kyle put together a Travel Survival Guide to help you grease the wheels of your next trip. The guys dig into the best ways to avoid delays and cancellations (including sharing their own worst delays), plus tell you all the apps, tools, and knowledge you should bring with you on your trip to make it go smoothly this summer or fall. The guys also talk about TSA’s new (and drastically improved) shoe policy and the insane thing CLEAR wants to charge you for now. Stick around for Gunnar’s bougiest travel take. 

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00:00 - Finding something out: What’s your worst flight delay?

04:30 - Something Hot: TSA reverses course on shoes-off policy in all security lanes

08:25 - Something Cold: CLEAR wants to charge you for what, now?

11:55 - A word from our sponsor (us, & how you can sign up for our free flight deal alerts and book roundtrip flights to Ireland under $299!)

13:25 - The Extra Mile: All the best travel tips and tricks to avoid delays & cancellations and be a better traveler this summer

17:00 - Using Google Flight Price Alerts and rebooking your flights for a voucher

19:30 - You need to be using Aerolopa when you pick (or upgrade) your seats

21:40 - Why Kyle and Gunnar use TripIt to organize their reservations

28:20 - Gunnar gushes about his favorite app for dealing with disruptions: Flighty

32:10 - PreCheck saves you from 98% of things you hate about going through the airport

35:30 - Window or aisle?

41:30 - The travel debit card that every member of our team has: Charles Schwab

46:40 - Listener Question: Carry-on or checked bag with a 2-hour layover in Paris

50:45 - On the Spot: Gunnar’s snobbiest travel take

Produced by Gunnar Olson & Erica Kamrowski
Edited by David Strutt
Show music: “All That” by Benjamin Tissot

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