The Bittersweet Life

On this episode from our archives, we tell a true story of corruption, evil, and avarice... A powerful, unscrupulous man whose two greatest vices are greed and lust. He's close to his family...perhaps too close (particularly his daughter). He has many children by different women, but the three he loves most are two sons and a daughter...a beautiful blond-haired daughter. He holds a position of gre...

Tiffany's household has been shaken up by a surprising new family member. What do you think? Are you surprised? This is just a sneak peek of a much longer bonus episode that drops today, available exclusively to our generous Patreon supporters.  Want to hear the whole episode and many many more like it? Become part of the Bittersweet Life community by supporting just on   Patreon ! For as little a...

When you leave your home country and move abroad as a young person, you probably have a plan for finding a place to live, securing employment, maybe even getting health insurance. But what about when it comes to finding love? Dating offers unique challenges to expats, who often have a hard time communicating or even just being themselves in a foreign language, understanding local dating "rules," a...

In this episode from our archives, we chat with expat, author, and vlogger Dana Newman, an American living in Germany. Dana moved to Europe back in 2008, first to Prague, then later to Munich, where she married a German and still lives today. On her YouTube channel, Wanted Adventure , Dana talks about her experiences living abroad in general and living in Germany in particular, including the cultu...

When an unpleasant hitch seems to ruin your best-laid plans, sometimes, just sometimes, you discover later that it was all for the best. That something better than you could have ever imagined was in store for you. In fact, sometimes these "happy accidents" can lead to amazing outcomes, and sometimes even change your life for the better.   On this new episode, we talk about the happy accidents we'...

What do Goethe, Ernest Hemingway, Pablo Picasso, Paul Gauguin and so many other writers and artists have in common? They all reached the apex of their creative output while living outside their countries of birth. An email from a listener, who also happens to be a member of indie band Trash Can Dream, inspired this episode from our archives. Emma Grace Stephenson is one of two Aussie expats who ma...

Tiffany lays out five reasons why you should drop whatever you're doing and come spend a week in Rome with us this fall... and why it might just be your best trip ever! Thinking of joining us on our intimate Rome listener trip in November 2026? Find out all about it here , or email us for more information! ------------------------------------- COME TO ROME WITH US: Our third annual Bittersweet Lif...

Don't miss this fascinating interview with writer and teacher Victoria Montes, a long-time expat currently living in Guantanamo Bay, Cuba. Victoria has spent much of her life moving around the word, from Nigeria, Morocco, and Pakistan as a diplomat's kid growing up in the '70s, to a young military police officer based in Germany, to working as a photojournalist covering the war in Afghanistan, and...

Some psychologists say that anticipation of a desired event can often bring more happiness than experiencing the event itself. And if that's the case, can we conclude that planning a trip is even more fun that actually taking the trip? This episode from our archives was inspired by a recent article in the New York Times, Travel and the Art of Anticipation by Stephanie Rosenbloom. We muse about the...

Our supporters on Patreon voted YES to this episode idea! So today we fire up the random question generator again, except this time, there's a twist: we each have to guess what the other person will say. What does Tiffany wish she learned sooner? Katy answers for her. What natural ability does Katy have? Tiffany has a guess. Such a fun episode. This is just a sneak peek of a much longer bonus epis...

We all have mementos from the past: cards and letters from loved ones, journals from or angst-ridden teenage years, homework from when we were just wee things... but the question is: what do you do with it all? We can't store an infinite amount of stuff, and how often are we actually going to go back and look at these things? And yet, these objects often capture memories in a tangible way that sim...

We all have fantasies when we are young about how we want our lives to turn out. Some are far-fetched, some are probably doable. But do you ever stop to ask yourself how much of life is us trying to fulfill the fantasies of our youth? And what do we do when those fantasies go unfulfilled? Do we look back with regret, or do we just create new ones? On this episode from our archives, we discuss this...

What does Easter look like in the most catholic city on Earth? As it turns out, it's all about two things: Jesus, and big chocolate eggs. And I mean BIG. Hear all about what a traditional Easter is like in Italy on this week's mini-episode. Don't miss your chance to visit Rome with us, on our intimate Rome listener trip , coming up in October 2026. Find out all about it here , or email us for more...

Taxes are enough of a nightmare when you live in your home country. But what happens when you move abroad? Did you know that the United States is one of only two countries in the world that requires its citizens living outside of the country to file taxes internationally? That mean American expats like Tiffany have to file two returns every year. (Double nightmare!) Tiffany and Katy talk about the...

In this episode from our archives, we explore the topic of hard work vs. luck, when it comes to a person's success. You did it! You've landed that amazing job, or maybe you're successfully living abroad in the country you've always dreamed of, or you've published your book, bought your dream home, won a major award in your industry (you fill in the blank). The question is: can you chalk it all up...

Last week, Tiffany shared two of her favorite childhood movies with her 10-year-old son, and it was almost like stepping back into the past (particularly with one of the films!). Find out what Aurelio thought of these classic films? Did he love them as much as Tiffany did when she was little? And how did they stand the test of time? Most importantly, did re-watching them after so much time make he...

On this new episode, Tiffany regales us with the beautiful plans she made for a fun weekend that ended up going disastrously awry. Is part of growing older learning to take such disappointments in stride? We discuss on this brand-new episode. ------------------------------------- COME TO ROME WITH US: Our third annual Bittersweet Life Roman Adventure is in the books! If you'd like to join us in 20...

In this episode from our archives, we are joined by legendary travel writer Paul Theroux for a candid, backstage interview delving into his five decades spent traveling the world and writing about it. Paul discusses what brought him to traveling and to writing, and how those two things are inexorably linked, at least for him. He remarks on why he thinks that growing up in a big family helped teach...

On this out-of-the-ordinary mini-episode, Katy digs into some old schoolwork from her childhood. That leads to the question: what should we do with tangible memories from our far-away past, such as old term papers, school presentations, awards, show programs, art projects... these things represent wonderful memories, but they take up so much space. How do sentimental people learn to let go to all...

After last week's horror story from Tiffany about her out-and-out war with her upstairs neighbors over her piano playing, we decided to follow up with a more optimistic episode. Katy has had numerous experiences living in the same apartment building or divided house with friends and she shares her tips and tricks on how to make sharing the walls of a home not only tolerable, but enjoyable! -------...

In this two-part episode from our archives, Italian expat and cooking expert, Francesca Montillo, joins us for an in-depth interview which inspires us to cook and eat with others daily. She also explains what it is like to grow up in small-town Italy, and move permanently to the United States. In part two of the episode, the cooking discussion continues. Katy and Tiffany discuss their own cooking...

This special bonus episode was SUCH fun to create. We hope you laugh along with us as we answer some ridiculous and interesting questions. This is just a sneak peek of a much longer bonus episode that drops today, available exclusively to our generous Patreon supporters.  Want to hear the whole episode and many many more like it? Become part of the Bittersweet Life community by supporting just on...

What happens when you suddenly develop a passion for playing the piano, and your upstairs neighbors can't stand to hear you playing and take every opportunity to tell you so ... but meanwhile their kids are rollerskating over your head at midnight? A not-so-friendly neighbor war ignites. Tiffany is in the middle of just one such war, and she regales Katy with all the bitter details on this week's...

On this episode from our archives, Katy meets up with one of The Bittersweet Life 's longtime listeners, San Francisco resident Lynn Fortunato. Lynn is standing on the precipice of change. She's bored of her job, she's not overly attached to San Francisco, her lease is up in September, and she's yearning for something new. But how do you know where you should go—or even if you should go? One way t...

You know what no one tells you about moving abroad? The first year is hard... excruciatingly hard. Want to make it easier? Follow Tiffany's 7 tips to survive your first year of expat life, laid out on this week's mini-episode. ***Don't miss your chance to visit Rome with us, on our intimate Rome listener trip , coming up in fall of 2026. Find out all about it here , or email us for more informatio...