02 The Terror of Getting Lost

If you could go back in time and tap on the shoulder of your younger self as you backpack around the world, what would you say? I've been pondering this question and asked several other experienced travellers to tell me their thoughts on it too, and the results are pretty interes ...  Show more

This special episode is the audio of the live-streamed May 2026 meeting of the Thoughtful Travellers Book Club, chatting about "The Venice Hotel", a novel with very thoughtful travel themes, with author Tess Woods - https://amzn.to/4ug8Cou If you'd like to join the Thoughtful Tra ...  Show more

In today’s episode, we’ve got just about every Segment™ in the book for you. Jess and Caroline’s scientific minds put together a theory on attractiveness, a reason we say “you know?” so much, and a realistic take on disappointing people. Also, there’s a NEW segment, folks: Lad ...

All of us at our core are longing for home. We long for that place where we can let go, be ourselves, and find peace. But, how many of us truly find home, and how many of us spend our entire lives in search of it? In this week’s episode, Rachel is recording from the middle of the ...  Show more

On this week's solo episode, I discuss why sometimes, losing everything you have is the key to getting everything you want. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourse ...  Show more

A man named Luke originally reached out to the show on behalf of his younger brother. His brother Keegan left home to hitchhike and travel the country, which eventually turned into living on the street for years. When the family finally got Keegan off the street, he had many stor ...  Show more