• The Bittersweet Past: The Art of Documenting Travel (with Riley Morton)
    Jan 30 2026
    In this interview from our archives, we sit down with Riley Morton, a freelance documentary producer and cinematographer who kicked off his career two decades ago in the adventure sports space, producing documentaries and television about climbing, skiing, trail running, and adventure travel. Over the past decade, he has branched out, producing his own documentaries and collaborating on major projects. His newest creation is Endless Earth, a free app that features an ever-changing collection of professionally produced short travel films that capture some of the most fascinating, vibrant, and beautiful places on earth. They discuss a wide range of topics including what travel was like pre-social media and pre-smartphone, and how dramatically it has changed. As someone who is passionate about documentation, and has literally made it his profession, Riley discusses the limits of documentation during travel, and when he feels it's time to put down the camera and focus on the pure experience in and of itself. They also speculate on the future of travel in a post-Covid world, and wonder if access to travel should be guaranteed to all, or if it truly is only a privilege. Finally, he shares his tips on how to travel on a shoestring. Learn more about Endless Earth here. Find Riley at his website. This January, our archive episodes—presented every Friday—will cover the theme of ADVENTURE! Because we could all use a little more adventure in our lives, and January is the perfect time to start thinking about the adventures we want to take during the new year. ***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 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. 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!
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    27 mins
  • Bittersweet Moment #237: Celebrating Carnival in Rome
    Jan 28 2026
    It's Carnival time here in Rome, and before you say—why don't you go celebrate in Venice?—you should know that Carnevale originated in Rome. In this week's mini-episode, Tiffany recounts the ancient origins of this raucous pre-Lenten festival, what it was like to take part in Carnival in Rensaissance times, and how it's celebrated today. (Warning: this episode may make you drool.) Places mentioned in this episode: Pasticerria Regoli – Via dello Statuto, 60 (Esquilino) Forno La Renella – Via del Moro, 13 (Trastevere) By the way, 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 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. 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!
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    12 mins
  • Episode 613: How to Live to Be 107
    Jan 26 2026
    On today's poignant episode, Katy says goodbye to her Grammy Jean, who lived to be a staggering 107 years old. Not only that, she was active, healthy, happy, and mentally sharp until the very end. Katy shares what she thinks might have been her grandmother's secrets of longevity—and a couple of them might surprise you. ***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: 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. 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!
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    26 mins
  • The Bittersweet Past: The Life of an International War Correspondent (with Michael Maren)
    Jan 23 2026
    To continue our January archival series on ADVENTURE, today we revisit an interview with author Michael Maren. As a war correspondent, he covered fierce conflicts around the globe, from the overthrow of Idi Amin in Uganda in 1979 to the height of the Somali Civil War in the early '90s. Maren has lived and worked in some of the dangerous places and situations on the planet. Katy sits down with Maren to talk about his experiences covering conflict across the African continent. They discuss the trap of expat privilege, the negative effects of foreign aid on developing countries, and the delusions many war correspondents have that they are special enough to survive. ***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 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. 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!
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    39 mins
  • Bittersweet Peek: Sisters and Aging (with the Sewall Sisters)
    Jan 21 2026
    The Sewall Sisters (Sara, Dana, and host Katy) sit down to discuss aging: what they're worried about, what has already happened, and how a terminal illness changes the perspective. This is a raw, and often surprising, conversation. Please share your thoughts! This is just a sneak peek of a much longer bonus episode, available exclusively to our generous Patreon supporters. Want to hear more? 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: 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. 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!
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    4 mins
  • Episode 612: Sisterfest on the High Seas (with Katy's sisters Sara and Dana)
    Jan 19 2026
    It's January and that means Katy and her sisters are off on Sisterfest! Katy and her two older sisters Sara and Dana have been taking an annual trip together every year in January—which begs the question, would you even WANT to spend that much time with your adult siblings? Would you get sick of each other? Katy asks her sisters if they are sick of her! They dispute the pros and cons of cruising, the uselessness of trying to get the perfect photo, and how experiencing a terminal cancer diagnosis (whether for yourself or your sister) can put your entire life and priorities into perspective. And with that in mind, Katy asks her sister Dana, who is currently fighting brain cancer: what do you now think is a total waste of time? Listen in on past Sisterfest episodes: Episode 569 To Cruise or Not to Cruise Epispde 411 A Sisterly Quest to Midnight Madness Hear more from Katy's sisters here: Episode 243 SISTERS, Part 2 Episode 242 SISTERS, Part 1 ***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: 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. 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!
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    38 mins
  • The Bittersweet Past: Around the World in Twelve Months (with Cyndie Burkhardt)
    Jan 16 2026
    Photographer and visual storyteller Cyndie Burkhardt was living in New York City feeling unsatisfied with her life. Rather than continue to struggle, she decided to leave. Her goal: to visit 12 countries in 12 months and rediscover herself along the way. Nine months in, the coronavirus stopped her in her tracks. On this episode from our archives, we sit down with Cyndie to explore the journey she took, what she found, and where she is now. Follow Cyndie on her blog, at her 12 Countries, 12 Months photo project, or on Instagram at @‌cyndierabbit or @‌everywherecyndie. This January, our archive episodes—presented every Friday—will cover the theme of ADVENTURE! Because we could all use a little more adventure in our lives, and January is the perfect time to start thinking about the adventures we want to take during the new year. ***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 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. 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!
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    28 mins
  • Bittersweet Moment #236: Snow in Rome
    Jan 14 2026
    The temps are dropping in Rome and all Roman children (and several adults as well!) are praying nightly for that Roman rarity: snow! Will it happen this year? It's anyone's guess but it's certainly not a common occurance. Since Tiffany moved to Rome over two decades ago, it has only snowed a measely three times. But when it snows in Rome it is truly magical! On this mini-episode, Tiffany talks about the major Roman snowstorms of the past half-century, and what it was like to see the Eternal City under a blanket of snow. 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 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. 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!
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    14 mins