The Bittersweet Life

Have you ever traveled with a teenager? Or maybe you have travel memories of your teenage self?

Were you as insufferable a traveler as teens these days appear to be?

Today we chat about what exactly turns off (is it an "interest switch"?) in the human brain around age 13 or 14 that makes incredible art, fascinating history, and amazing visual locations so very very dull.

So how do you spark interest for a reluctant teen traveler, or should you not even bother?

Katy and Tiffany dig into their own insufferable teenage pasts looking for an answer.

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Is dating harder when you're an expat? Is it easier? And does your gender make a difference?

If an expat dates a local, does that improve their social standing? Do all cultures flirt in the same way? What's it like to flirt in a foreign language or date someone's who's language you don't speak?

Today we dig into our archives to re-air one of our very first ever episodes (Episode 5 to be exact!) in which we discuss the thrills and pitfalls dating abroad.

***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!***

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Americans show their patriotism on the 4th of July—Italians do it on the 2nd of June.

But in very different ways! On this mini-episode, Tiffany talks about the history of the Italian Repulic (it's several centuries younger than the American republic, believe it or not!!), how it came about, and how Italians celebrate this important national holiday.

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Tiffany and her family recently spend ten days in and around Paris, a city Tiffany has visited many times.

Somehow, though—and to be fair, it was a quickly thrown together trip—Tiffany seemed to get it all wrong, mistaking museum opening hours, booking wrong nights in hotels, and committing other potentially disastrous mishaps. You'd think a professional travel planner would know better! But somehow planning your OWN trip is a thousand times harder than planning someone else's.

Hear all about Tiffany's recent travel mistakes on this fun new episode.

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

As you know if you're a regular listener, our show goes a lot deeper than travel tips an "best of"s. Our weekly conversations explore many aspects of life (both abroad and at home), and we encourage our listeners to live more daring and authentic lives.

But we've had so many requests for an episode about our favorite restaurants, wine bars, and gelato shops, that we finally gave in!

Whether you're preparing for a trip to Rome, or just traveling via your earphones, join us for a casual chat on this episode from our archives, al about our favorite places to eat and drink in Rome—and why we love them.

***NOTE: In this spontaneous conversation, Tiffany mistakenly referred to one of her favorite Trastevere restaurants, Meridionale, as Mediterraneo. *facepalm* Check out the delicious southern Italian cuisine at Meridionale on Via dei Fienaroli, 30a.

***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!***

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

On this snippet from a recent bonus episode—available only to our supporters on Patreon—Tiffany reveals why she decided to cancel her trip back to the States this year.

To hear her full explanation, and lots of other answers to fun listener questions, 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, and you'll be invited to join us for regular live meet-ups.

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

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

It's Memorial Day in the States, Aurelio's First Communion in Rome, and the occasion for a catch-up on the latest happenings in our lives on this casual, conversational episode. Happy Memorial Day to all who celebrate!

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Is there anywhere else on earth that offers as much sheer beauty as Italy? (We'd wager there isn't.) But in addition to Italy's undeniable beauty, it offers a sense of magic that, once you've experienced it, never quite leaves you.

With artistic masterpieces hidden in obscure churches, exquisite villages perched on remote mountaintops, and archetectural wonders tucked away in the middle of a forest, you never know when you'll turn a corner and encounter something that will dazzle and delight you. We discuss our favorite moments of Italian magic on this episode from our archives.

***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!***

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Did Tiffany manage to witness the white smoke at conclave 2025 and see the first appearance of Pepe Leo XIV—as she did in 2013 for the election of Pope Francis? (Listen to this episode to hear that story!)

Unless you have unlimited time to spend hanging around St. Peter's Square for days on end, it's really luck of the draw if you are able to witness this momentous and historical event!

Listen to this mini-episode to hear Tiffany's experience at the 2025 conclave, and what was different between the last conclave and this one (spoiler: a LOT has changed in 12 years!)

Also, Tiffany talks a little bit about the name the new American pope chose and some thoughts about previous popes who have choesn the name Leo.

And don't miss your chance to visit Rome with us, on our intimate Rome listener trip, coming up in October 2025. Find out all about it here, or email us for more information!

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!

Solo travel... it can be inspiring, healing, life-changing...

...except when it isn't. Except when all it makes you is lonely and sad.

Today we sit down with writer Jennie Spohr to discuss what happens when a solo trip—which you were sure would be just the thing to reignite your curiosity and joy—actually turns out to be a bad idea... or is it?

Find Jennie on Instagram or at her website.

***Katy's sister Dana has recently been diagnosed with stage 4 agressive brain cancer. To help with the staggering medical costs—her specialist is outside her insurance network—as well of the costs of temporarily relocating to San Francsico for her treatments, please consider donating to her GoFundMe. Anything you can contribute will be extremely helpful. Thank you.***

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

COME TO ROME WITH US: For the third year in a row, we are hosting an intimate group of listeners for a magical and unforgettable week in Rome, this October 2025! Discover the city with us as your guides, seeing a side to Rome tourists almost never see. Find out more here.

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

BECOME A PATRON: Pledge your monthly support of The Bittersweet Life and receive awesome prizes in return for your generosity! 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!