• 43 minutes 53 seconds
    The Bittersweet Past: The Five Victims of Jack the Ripper (with Hallie Rubenhold)

    Since Victorian times, people have been obsessed with Jack the Ripper. There are endless volumes full of history about him and the gory deaths of his five victims. What's missing is information about the lives of the women he killed—until now.

    In this episode from our archives, we sit down with Hallie Rubenhold, social historian and author of the recently published book, The Five: The Untold Lives of the Women Killed by Jack the Ripper.

    In this eye-opening interview, we discover that, contrary to popular narrative, Jack the Ripper's victims were almost certainly not all prostitutes. Rubenhold has painstakingly reconstructed the previously untold stories of these five women, whose greatest tragedy was not being in the wrong place at the wrong time, but rather being born women in the Victorian era. Instead of focusing on these women's deaths, as virtually all study pertaining to the mystery of Jack the Ripper does, Rubenhold instead focuses on these women's lives, which have been roundly ignored by historians until now.

    The story of each woman provides a portrait of the underbelly of Victorian London, as well as gives incredible insight into the entire Victorian period, highlighting the vivid contrast between rich and poor and demonstrates how unbelievably precarious life was for women, particularly lower-class women, of the time.

    If you love true crime and history, don't miss this fascinating interview! Find Hallie at her website or on Instagram.

    ***The Bittersweet Life podcast has been on the air for an impressive 10+ years! In order to help newer listeners discover some of our earlier episodes, every Friday we are now airing an episode from our vast archives! Enjoy!***

    -------------------------------------

    COME TO ROME WITH US: Our 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    15 May 2026, 7:01 am
  • 15 minutes 23 seconds
    Bittersweet Moment #244: Escape the Crowds in Rome's Quiet Neighborhoods

    Your big Rome trip is coming up and all you can see on social media are terrifying videos of massive crowds filling every, street, piazza, and museum. Did you make a mistake planning a trip to Rome in high season?

    Not to fear! Most tourists will never find them, but there are pockets of Rome and entire neighborhoods—one more beautiful than the next—that are completely devoid of crowds. Even in the highest of high season.

    Tiffany shares these delightfully quiet Roman neighborhoods on this mini-episode, and reveals the fascinating cultural sites that can be visited there. If you want to have Rome all to yourself, this episode is a must-listen!

    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 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    12 May 2026, 7:01 am
  • 31 minutes 39 seconds
    Episode 628: When Moving Abroad Makes Coming Home Unaffordable

    Lots of Americans move abroad to a lower-cost-of-living country in hopes of making their salary stretch further. And if they manage to continue earning an American salary from abroad (even a modest one), they can go on to lead prosperous and comfortable lives far beyond what would be possible in the States.

    But what happens when they decide it's time to move home?

    A recent article in the New York Times, They Went Abroad to Save Money. Moving Back Seems Unaffordable looks at this conundrum, and we continue the discussion by musing on the article and its subjects, as well as scrutinizing Tiffany's lifestyle as a long-time expat. (Could SHE afford to move back to the States?)

    And is this all just an issue of people blind to their privilege who don't want to give up their cushier lifestyle?

    Be sure to weigh in with your thoughts, especially if you are an expat who has moved back home (a repat, like Katy).

    -------------------------------------

    COME TO ROME WITH US: Our 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    11 May 2026, 7:01 am
  • 42 minutes 12 seconds
    Bittersweet Past: The Borgias: The Original Crime Family

    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 great power, although the machinations he employed to get it are mired in scandal. Bribery was most certainly involved—and perhaps even blackmail.

    He is resented by those around him who feel he doesn't deserve his position. Hated by those who see him abusing his power, profiting off his office, and making a mockery of the very institution he rules over.

    He has placed his children in positions of power and authority within his sphere, and he is positioning them to take over the reins of his power when he is gone, dreaming of turning his elected seat into a family dynasty. If you think you know who I'm talking about, you're probably wrong.

    Pope Alexander VI, birth name Rodrigo Borgia, is the subject of our latest episode. Tune in to hear all about the "Evil Pope," his corrupt and rapacious family, and all the ways they are so uncannily like another powerful family we know too well.

    Also, we'll also discuss the places in Rome where Borgia family lived, worked, and played so you can follow along in the footsteps of what Mario Puzo called the "original crime family."

    ***The Bittersweet Life podcast has been on the air for an impressive 10+ years! In order to help newer listeners discover some of our earlier episodes, every Friday we are now airing an episode from our vast archives! Enjoy!***

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    8 May 2026, 7:01 am
  • 4 minutes 22 seconds
    Bittersweet Peek: A New Family Member

    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 as $5 per month—less than the price of a coffee in some places—you will have access to multiple bonus episodes every single month.

    You'll hear conversations that would never take place on the main show, you'll be part of our new chat community, you'll have access to Patreon-only content in addition to bonus episodes, you'll be invited to join us for live meet-ups, and you'll get to enjoy ad-free listening!

    But most importantly, you'll be doing your part to help keep this show alive—an independent podcast with no corporate support. (You'll also help keep it virtually ad-free!)

    Check out our Patreon page for all the details, and consider joining us at the $5 level or above. We are eternally grateful!

    -------------------------------------

    COME TO ROME WITH US: Our 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    6 May 2026, 7:01 am
  • 30 minutes 8 seconds
    Episode 627: The Challenge of Finding Love as an Expat (with Maddalena Vario)

    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," and adapting to cultural norms that can often be totally foreign.

    Today's guest Maddalena Vario experienced this for the first time when she moved from Puglia, Italy to Brazil as a student. A second expat experience working in Ireland provided even bigger hurtles, when she made many mistakes—mistakes she discovered later are common to expats.

    Twenty years later, Maddalena now lives in London with her husband, and she draws on her many experiences dating in foreign cultures for her work as a relationship and dating coach.

    Find Maddalena on Instagram or on her website.

    -------------------------------------

    COME TO ROME WITH US: Our 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    4 May 2026, 7:01 am
  • 40 minutes 30 seconds
    The Bittersweet Past: A German Adventure The (with Dana Newman)

    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 culture, the food, the traditions, and, of course, mastering the German language. (The infamously difficult-to-learn German language! Do you know how many ways there are to say "the" in German? We don't either, but it's a lot.)

    In fact, the German language is the subject of Dana's book. The full title of the book contains some German, so we'll let Dana tell you the whole thing, but the first part is You Go Me on the Cookie!, a literal English translation of a German expression.

    Find Dana on Instagram here or here.

    ***The Bittersweet Life podcast has been on the air for an impressive 10+ years! In order to help newer listeners discover some of our earlier episodes, every Friday we are now airing an episode from our vast archives! Enjoy!***

    -------------------------------------

    COME TO ROME WITH US: Our 4th annual Bittersweet Life Roman Adventure is taking place this year from 1 to 7 November 2026! If you'd like to be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    1 May 2026, 7:01 am
  • 30 minutes 45 seconds
    Episode 626: Happy Accidents

    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've experienced in our lives and how we never saw them coming.

    Write to us here (or send us a voice memo) about your experiences with happy accidents.

    -------------------------------------

    COME TO ROME WITH US: Our third annual Bittersweet Life Roman Adventure is in the books! If you'd like to join us in 2026, and be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    27 April 2026, 7:01 am
  • 35 minutes 35 seconds
    The Bittersweet Past: The Creative Lives of Expats

    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 make up the band that is now based in New York City. Her email sparked a discussion on how travel, and specifically living abroad, can inspire art and creativity—and why we think that is.

    The Bittersweet Life podcast has been on the air for an impressive 10+ years! In order to help newer listeners discover some of our earlier episodes, every Friday we are now airing an episode from our vast archives! Enjoy!

    PS Learn more about the famous foreign writers who lived and worked in Rome on Tiffany's audio tour Rome For Readers: A Literary Tour of the Eternal City.

    -------------------------------------

    COME TO ROME WITH US: Our third annual Bittersweet Life Roman Adventure is in the books! If you'd like to join us in 2026, and be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    24 April 2026, 7:01 am
  • 9 minutes 42 seconds
    Bittersweet Moment #243: Five Reasons You Should Come to Rome with Us

    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 Life Roman Adventure is in the books! If you'd like to join us in 2026, and be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    22 April 2026, 7:01 am
  • 26 minutes 59 seconds
    Episode 625: What's It Like to Live in Guantanamo Bay? (with Victoria Montes)

    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 now teaching schoolkids on military bases.

    She sits down with us to talk about her journey navigating identity, home, transitions, and the complicated emotions that come with uprooting and beginning again. Her extraordinary experiences have led her to write a number of books, including The Embassy Burned, inspired by her own proximity to the 1979 attack on the US Embassy in Pakistan.

    Victoria also discusses living in GTMO, something she describes as "the surreal normalcy of everyday life."

    -------------------------------------

    COME TO ROME WITH US: Our third annual Bittersweet Life Roman Adventure is in the books! If you'd like to join us in 2026, and be part of an intimate group of listeners on a magical and unforgettable journey to Rome, discovering the city with us as your guides, find out more here.

    AD-FREE LISTENING: After well over 10 years on the air with little-to-no advertising, in 2026 we have finally made the difficult decision that this completely independent and self-funded show is no longer sustainable without it. HOWEVER! If you join us on Patreon, for as little as $3 per month, you will have access to all new episodes completely ad-free!

    ADVERTISE WITH US: Reach expats, future expats, and travelers all over the world. Send us an email to get the conversation started.

    GET TWO BONUS EPISODES PER MONTH: Pledge your monthly support of The Bittersweet Life at the $5 per month level or above, and you will have access to two all-new (and sometimes wacky) bonus episodes every single month. As well as ad-free listening, occasional live meet-ups, and access to our chat community. Visit our Patreon site to find out more.

    TIP YOUR PODCASTER: Say thanks with a one-time donation to the podcast hosts you know and love. Click here to send financial support via PayPal. (You can also find a Donate button on the desktop version of our website.) The show needs your support to continue.

    START PODCASTING: If you are planning to start your own podcast, consider Libsyn for your hosting service! Use this affliliate link to get two months free, or use our promo code SWEET when you sign up.

    SUBSCRIBE: Subscribe to the podcast to make sure you never miss an episode. Click here to find us on a variety of podcast apps.

    WRITE A REVIEW: Leave us a rating and a written review on iTunes so more listeners can find us.

    JOIN THE CONVERSATION: If you have a question or a topic you want us to address, send us an email here. You can also connect to us through Twitter, Facebook, and Instagram. Tag #thebittersweetlife with your expat story for a chance to be featured!

    NEW TO THE SHOW? Don't be afraid to start with Episode 1: OUTSET

    BOOK: Want to read Tiffany's book, Midnight in the Piazza? Learn more here or order on Amazon.

    TOUR ROME: If you're traveling to Rome, don't miss the chance to tour the city with Tiffany as your guide!

    20 April 2026, 7:01 am
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