Rainy Day Rabbit Holes: History Unhinged

Sergeant Stubby: A Very Good Boy Goes to War


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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 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 Regiment
  • Sergeant Stubby’s role in 17 battles on the Western Front
  • Mustard gas detection, artillery warnings, and battlefield rescues
  • The night Stubby captured a German spy—and earned a promotion
  • Stubby’s postwar celebrity life, medals, and legacy
  • Why this small dog’s story still hits so hard today
🎖 Notable Figures:
  • Sergeant Stubby – World War I war dog and certified good boy
  • Corporal James Robert Conroy – Stubby’s human best friend and handler
  • Erin – Special guest, history nerd, and longtime friend of Shea

You can find photos, sources, and more stories like this at

👉 https://rainydayrabbitholes.com



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Rainy Day Rabbit Holes: History UnhingedBy Rainy Day Rabbit Holes