Sergeant Stubby: A Very Good Boy Goes to War episode artwork

EPISODE · Mar 25, 2026 · 37 MIN

Sergeant Stubby: A Very Good Boy Goes to War

from Rainy Day Rabbit Holes: History Unhinged · host Rainy Day Rabbit Holes

In the chaos of World War I, one unlikely soldier refused to stay behind. He didn’t carry a rifle, didn’t understand borders or politics, and technically wasn’t allowed to enlist—but he charged into danger anyway.In this episode, we tell the true story of Sergeant Stubby, a Boston Terrier mix who became one of the most decorated heroes of World War I. From smuggling himself onto a troop ship, to warning soldiers of mustard gas attacks, locating wounded men in no man’s land, and even capturing an enemy spy, Stubby proved that bravery doesn’t require rank—or even thumbs.Joining us for this emotional (and occasionally unhinged) journey is special guest Erin, Shea’s longtime friend and fellow history nerd, who helps us explore why Stubby’s story still resonates more than a century later.Fair warning: this is a dog story, which means Shea cries. More than once. We apologize in advance—and also refuse to apologize at all.🐾 In This Episode:How a stray dog became the unofficial mascot of the 102nd Infantry RegimentSergeant Stubby’s role in 17 battles on the Western FrontMustard gas detection, artillery warnings, and battlefield rescuesThe night Stubby captured a German spy—and earned a promotionStubby’s postwar celebrity life, medals, and legacyWhy this small dog’s story still hits so hard today🎖 Notable Figures:Sergeant Stubby – World War I war dog and certified good boyCorporal James Robert Conroy – Stubby’s human best friend and handlerErin – Special guest, history nerd, and longtime friend of SheaYou can find photos, sources, and more stories like this at👉 https://rainydayrabbitholes.comSupport this podcast at — https://redcircle.com/history-unhinged-rainy-day-rabbit-holes/exclusive-contentAdvertising Inquiries: https://redcircle.com/brandsPrivacy & Opt-Out: https://redcircle.com/privacy

In the chaos of World War I, one unlikely soldier refused to stay behind. This episode tells the true story of Sergeant Stubby, a stray dog who survived gas attacks, saved lives, captured a spy, and became one of the most decorated heroes of the Great War. Joined by special guest Erin, Shea’s longtime friend and fellow history nerd, we explore loyalty, courage, and why this story still hits hard—and yes, we’re sorry Shea cries (multiple times). Find photos, sources, and more episodes at https://rainydayrabbitholes.com Support this podcast at — https://redcircle.com/history-unhinged-rainy-day-rabbit-holes/exclusive-content Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

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Sergeant Stubby: A Very Good Boy Goes to War

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This episode is 37 minutes long.

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This episode was published on March 25, 2026.

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In the chaos of World War I, one unlikely soldier refused to stay behind. He didn’t carry a rifle, didn’t understand borders or politics, and technically wasn’t allowed to enlist—but he charged into danger anyway.In this episode, we tell the true...

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