The Bittersweet Life

It's happened: Tiffany's son Aurelio has "graduated" from elementary school and is on his way to big-kid land. 
How is his mom handling it? 
And why is it that endings, no matter what they are, tend to be so bittersweet?
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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 on Facebook or 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!

Ever had a souvenir that you grew to hate? Something that you'd love to get rid of, but can't bear to because you carried it across the world?
Or what about the things you wish you had bought, but didn't? Objects that—whether because they were too expensive, too impractical, or simply too hard to get home—you failed to buy and have always regretted it?
For this conversation about the souvenirs we love, loathe, and left behind, we invited our regular Patreon and PayPal supporters to a live episode via Zoom—and some of them contributed to the conversation!
***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 on Facebook or 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 husband Claudio celebrated a (relatively) big anniversary last month. On this bonus episode available exclusively to our Patreon supporters, Tiffany talks about what they did to mark the day, and how that connects with our big Rome trip coming up in November!
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 on Facebook or 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!

Lately it seems that people go on vacation just for the pleasure of standing in line.
What's going on?
We blame social media and viral influencers who would have many uninformed tourists believe that there's only ONE place to get the "best" espresso, the "best" pizza, the "best" tiramisù, and they are more than willing to line up for hours need be to be able to say they've had the "best." 
But is it really the best?
Is it even close? (More often than not, it isn't.)
And in reality, in big cities like Paris, Rome, or New York, is there ever really any "best" place?
What about the tourists who line up for hours just to get the perfect photo of themselves with an epic backdrop. What does it do to the travel experience when tourists can't just walk up to a view and take a photo, but are forced to line up so that they don't accidentally ruin someone else's shot? What happened to just accepting that other people are going to inevitably be in your photo?
And why have these photos become more important than seeing the sights with your own two eyes? Why has the profound experience of travel been reduced to the perfect Instagrammable shot? What has happened to travel?
This is a follow-up episode to Bittersweet Moment 245: The Best Travel Moments Are not on a Check-list. Be sure to listen to that mini-episode if you haven't already.
-------------------------------------
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 on Facebook or 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!

Formerly close but now estranged siblings, two girls with a passion for swimming in the sea, a death that reveals long hidden secrets, a voice message from beyond the grave, and a tradtional Caribbean cake that ties it all together.
These are the ingredients for Black Cake, the bestselling new novel by Charmaine Wilkerson, who joins us on this episode from our archives.
In this fascinating author interview, we talk about family, memory, identity, loss, secrets, and so much more. Wilkerson reveals her own path to becoming an author, as well as a bit about her writing process, and some words of advice for aspiring authors,
***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 on Facebook or 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!