Postmarked & Tipsy

Jessica and Kara

What can a postcard really tell you? On Postmarked & Tipsy, we explore real vintage postcards from the past — and the stories hidden between the lines. Each episode starts with a simple message… and quickly turns into something else: A mystery A question Or a story that doesn’t quite add up With a drink in hand, we dig into the details, the history, and the people behind the postcard — trying to figure out what was really going on.

  1. 8h ago

    Episode 15: The Hometown Episode

    This week we're heading home. Kara returns to Framingham, Mass., while Jessica shares memories from Lincoln, RI, as we explore two vintage postcards from the places where we grew up. Along the way, we revisit downtown landmarks, uncover local history, swap childhood stories, mix two hometown-inspired cocktails, and discover that even familiar places can raise unexpected questions. Every postcard leaves behind a few clues...and a lot of unanswered questions. Music by UnbanishedMule from Pixabay About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Keywords Vintage Postcards, Postal History, Ephemera, Antique Postcards, Postcard Collecting, History Podcast, Americana, Vintage Travel, Postmarked and Tipsy, Historical Mysteries Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com LinkedIn: www.linkedin.com/company/postmarkedandtipsy Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  2. Jul 10

    Episode 14: The Blackstone Valley Episode

    A postcard from 1911. One very confused writer. And someone named Teresa. This week we travel to Blackstone Park in Providence, Rhode Island, where an ordinary postcard raises extraordinary questions. Who was coming up? Who was coming down? And why does the writer remind everyone, "Not forgetting myself"? Along the way, we explore Rhode Island history, the Blackstone River, local landmarks, and a few surprising stories from 1911. 📮 Every postcard leaves behind a few clues...and a lot of unanswered questions. New episodes every Friday. #PostmarkedAndTipsy #PostcardMystery #VintagePostcards Music by UnbanishedMule from Pixabay Keywords Vintage Postcards, Postal History, Ephemera, Antique Postcards, Postcard Collecting, History Podcast, Americana, Vintage Travel, Postmarked and Tipsy, Historical Mysteries About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com LinkedIn: www.linkedin.com/company/postmarkedandtipsy Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  3. Jul 3

    Episode 13: Doug Chose Chaos

    A 1947 postcard from Detroit leaves us completely baffled. Doug claims he doesn't know how to spell a word, compares it to another word he also can't spell, lists several foods he's apparently sick of, mentions a secret, and signs off with "Out of cards, love Doug." Naturally, we have questions. Along the way we explore Detroit history, accidentally fall into aviation history again, try a classic Detroit cocktail called the Hummer, launch our new Tavern Mail segment featuring a postcard connected to Broadway star Tammy Grimes, and tackle a Christmas card involving hosiery and parcel post. Every postcard leaves behind a few clues and a lot of unanswered questions. Music by UnbanishedMule from Pixabay About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com LinkedIn: www.linkedin.com/company/postmarkedandtipsy Support the Show If you'd like to support the podcast, share an episode, follow us on social media or tell another vintage-loving history nerd about the tavern. Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  4. Jun 26

    Episode 12: Miss Wrenchy Has the Buzz

    This episode has everything: - mysterious newsletters - someone named Miss Wrenchy - severed hands in a Christmas card - a possibly endangered turkey - Maryland Orange Crush cocktails - a “pink-spotted liar” #postcardquestionpodcast #postcardpodcast #postcardhistorypodcast #vintagepostcardpodcast #historymysterypodcast #postcardmysteries #oldpostcardstories #postcardquestions #hiddenhistorypodcast #familyhistorypodcast About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com Support the Show If you'd like to support the podcast, share an episode, follow us on social media or tell another vintage-loving history nerd about the tavern. Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  5. Jun 19

    Episode 11: The DeMolay Mystery

    A postcard from 1941 mentions a mysterious “DeMolay Chapter” — and suddenly Kara and Jessica are investigating youth organizations, Knights Templar history, secret societies, and questionable slang. Also: - San Diego postcards  - Blue margaritas  - Karaoke debates  - Yosemite vs. the Grand Canyon  - A lonely night in Chinatown The postcards only get stranger from here. #postcardquestionpodcast #postcardpodcast #postcardhistorypodcast #vintagepostcardpodcast #historymysterypodcast #postcardmysteries #oldpostcardstories #postcardquestions #hiddenhistorypodcast #familyhistorypodcast About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com Support the Show If you'd like to support the podcast, share an episode, follow us on social media or tell another vintage-loving history nerd about the tavern. Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  6. Jun 12

    Episode 10: This Vintage Postcard Got VERY Dark

    This week’s postcards spiral quickly from “I need medicine” into wartime anxiety, mysterious boxes, diphtheria, and one deeply unsettling Christmas message. In this episode: - A desperate 1940 postcard from Kansas City  - The least festive Christmas card ever written  - A bizarre postcard coincidence involving “Master Karl”  - Rosé cocktails and creature double features  - Possible diphtheria zombies Vintage postcards were apparently chaos. Music by UnbanishedMule from Pixabay #postcardquestionpodcast #postcardpodcast #postcardhistorypodcast #vintagepostcardpodcast #historymysterypodcast #postcardmysteries #oldpostcardstories #postcardquestions #hiddenhistorypodcast #familyhistorypodcast About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com Support the Show If you'd like to support the podcast, share an episode, follow us on social media or tell another vintage-loving history nerd about the tavern. Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

  7. Jun 7

    Bonus - Dear Family: One Soldier's Postcard Journey to the Mexican Border

    A century ago, an 18-year-old Massachusetts National Guardsman boarded a train bound for the Mexican border. At every stop along the journey, he mailed a postcard home. More than 100 years later, those postcards survived. In this special interview, Kara and Jessica sit down with Rhode Island Philatelic Society Vice President Shawn Pease to explore a remarkable family collection documenting one young soldier's journey from Massachusetts to El Paso during the 1916 Pancho Villa border crisis. Along the way, they discuss family history, military service, forgotten places, mysterious postcard clues, and how a single collection of postcards became a year-long research project and eventually a book titled Dear Family. Because sometimes a postcard isn't just a message. It's a map of someone's life. Music by UnbanishedMule from Pixabay. #postcardquestionpodcast #postcardpodcast #postcardhistorypodcast #vintagepostcardpodcast #historymysterypodcast #postcardmysteries #oldpostcardstories #postcardquestions #hiddenhistorypodcast #familyhistorypodcast About the Podcast Postmarked & Tipsy is a history podcast where vintage postcards become investigations into forgotten people, hidden history, family stories, and the strange lives people once mailed in public. Recorded in a Rhode Island tavern, each episode combines postcards, research, cocktails, and curiosity to uncover the stories hiding between the lines. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: https://www.postmarkedtipsy.com Support the Show If you enjoy the podcast, please subscribe, leave a review, share an episode, or tell another history-loving friend about the tavern. Disclaimer This podcast is intended for entertainment, educational, and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, or personal viewpoints reflective of the time in which they were written. While we strive to provide accurate historical context, interpretations and opinions expressed are those of the hosts. Certain identifying details may be omitted or generalized out of respect for privacy. Postmarked & Tipsy occasionally features cocktail-themed content as part of its storytelling and historical atmosphere. Please consume alcohol responsibly and never drink and drive. Listener discretion is advised.

  8. Jun 5

    Episode 9: He Mailed This Postcard in 1935… and We Have Questions

    A postcard from 1935.  A mysterious message.  A motorcycle insult.  And someone named Helen caught in the middle. In this episode of Postmarked & Tipsy, Kara and Jessica unpack a bizarre vintage postcard sent from Syracuse, New York during the Great Depression — complete with cryptic warnings, family drama and historical rabbit holes. Subscribe for more postcard stories, history and questions. Music by UnbanishedMule from Pixabay #postcardquestionpodcast #postcardpodcast #postcardhistorypodcast #vintagepostcardpodcast #historymysterypodcast #postcardmysteries #oldpostcardstories #postcardquestions #hiddenhistorypodcast #familyhistorypodcast About the Podcast Postmarked & Tipsy is a podcast where history, postcards, cocktails, and curiosity collide. From bizarre postcard messages to forgotten places, roadside attractions, family drama and strange slices of everyday life, we explore the stories hidden in vintage mail — one postcard at a time. Follow Us Instagram: https://www.instagram.com/postmarkedtipsy/ Facebook: https://www.facebook.com/profile.php?id=61580795172979 TikTok: https://www.tiktok.com/@postmarked_tipsy YouTube: https://www.youtube.com/@PostmarkedTipsy Website: www.postmarkedtipsy.com   Support the Show If you'd like to support the podcast, share an episode, follow us on social media or tell another vintage-loving history nerd about the tavern. Disclaimer The content of this podcast is intended for entertainment, educational and commentary purposes. Some postcards discussed may contain outdated language, historical inaccuracies, personal messages or themes reflective of the time period in which they were written. Certain identifying details may be omitted or generalized out of respect for privacy. While we strive to present accurate historical context and research, interpretations, theories, and commentary expressed during the podcast are those of the hosts. Postmarked & Tipsy features cocktail-themed content and occasional discussion of alcohol as part of the show’s atmosphere, storytelling and historical themes. We encourage responsible and legal alcohol consumption at all times. Our content is intended for adult audiences of legal drinking age and is not intended to promote excessive drinking, substance abuse or unsafe behavior. If you choose to consume alcohol, please do so responsibly and never drink and drive. If alcohol or substance use is affecting you or someone you know, support is available through local mental health, addiction recovery and crisis support services in your area. Listener discretion is advised.

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Ratings & Reviews

5
out of 5
2 Ratings

About

What can a postcard really tell you? On Postmarked & Tipsy, we explore real vintage postcards from the past — and the stories hidden between the lines. Each episode starts with a simple message… and quickly turns into something else: A mystery A question Or a story that doesn’t quite add up With a drink in hand, we dig into the details, the history, and the people behind the postcard — trying to figure out what was really going on.

Information

  • Creator
    Jessica and Kara
  • Years Active
    2026
  • Episodes
    20
  • Rating
    Explicit
  • Copyright
    © 2026 Jessica and Kara