Postmarked & Tipsy: A Vintage Postcard History Podcast
Discover the stories behind vintage postcards with Postmarked & Tipsy.

Discover the stories behind vintage postcards with Postmarked & Tipsy.


Postmarked & Tipsy is a storytelling podcast that explores the hidden history behind vintage postcards. Each episode uncovers real messages, forgotten places, and the everyday lives of people from the past—one postcard at a time.
From strange notes to heartfelt messages, these small pieces of mail reveal surprising stories about history, culture, and human connection.
What you’ll get:
This 1943 postcard sounds simple — until you realize it might be about something much bigger than a road trip...
Ginny had a choice.
Option 1: Spend Easter with her mother.
Option 2: Drive to the mountains.
She chose the mountains.

Kara and Jessica are longtime friends and co-hosts who turn vintage postcards into lively investigations of forgotten places, family lore and everyday history. They frequently bring a taxidermy squirrel named "DJ Nutz" to local bars.

Postmarked & Tipsy is filmed in Kara’s home tavern — a space that started as a guest room, but was quickly repurposed when it became clear no one was actually coming to stay.

Behind us hangs a portrait of Kara’s great-great-great grandfather, a Vermont soldier who fought for the Union in the Civil War. His story doesn’t end on the battlefield, but in Bellows Falls, Vermont — where, after a night of drinking rum with fellow soldiers, he was found in a ditch the next morning

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