We Can Do Hard Things Our Most Hilarious Episode EVER: Embarrassing Stories Comic Relief!
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Mar 31, 2026 A laugh-packed collection of mortifying stories and listener confessions that turn cringe into comic relief. Tales range from spray-tan breastfeeding mishaps and accidental stalls to wrong‑car mixups and TSA vibrator nightmares. Listeners call in with outrageous confessions and a cheeky catchphrase surfaces as a survival ritual for humiliation.
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Normalization Of Humiliation Builds Connection
- Sharing mortifying stories reduces shame and increases connection among listeners.
- Glennon frames this as an experiment influenced by Jenny Lawson and Brené Brown about normalization as the antidote to shame.
Zoom Roast Backfires When Dog Is Named That
- Amanda told how she criticized a rescue dog's pretentious name on a Zoom with her accountant and then learned the dog's name was exactly that name.
- She mocked the name as 'dripping with waspiness' and then the owner displayed the dog named Bentley, causing immediate embarrassment.
Teacher Wears Childs Inappropriate Gift Proudly
- Glennon recounted receiving a construction-paper-wrapped gold chain from a student that read 'number one sex machine.'
- She wore it publicly from classroom to cafeteria to avoid hurting the child's feelings, amplifying the mortification.