Dan reflects on decades of family travel, from chaotic solo trips with three young kids to navigating airports with a toddler and a suitcase full of white noise machines. It’s messy, hilarious, and unexpectedly tender. Because the best trips aren’t perfect. They’re personal.
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15:26
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15:26
E7: Daddy's Little Girl, Meet Daddy's Little Girl
What happens when “Daddy’s little girl” meets… Daddy’s other little girl? In this heartfelt episode, Dan reflects on becoming a girl dad again, more than two decades after his first daughter, Abby, changed his life. With Ruby now in the mix, he explores the surprising emotions, generational echoes, and quiet, powerful moments that reveal how love doesn’t divide. It expands.
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14:04
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14:04
E6: Motorboat Legs and Other Victories
Dan returns to the toddler swim class.. this time as a much older, slightly soggier dad. From laminated emotion cards to “mindful kicks,” the world of early childhood sports has changed. But somewhere between the foam balls and bubble songs, he finds something deeper: a second act of parenting where joy matters more than form. With sharp wit and heartfelt reflection, this episode explores how sports, silliness, and showing up can turn even the smallest splash into something that lasts.
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12:29
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12:29
E3: Is This Gentle Enough For You?
Gentle parenting sounds great - until you're three hours into a toddler negotiation that ends with, "But I don't want to brush my teeth forever." Dan gets honest about the tension between being patient, being present, and not losing your mind.
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17:55
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17:55
E2: Daddy's Popsicle
When Ruby walks in on Dan peeing and proudly announces, "I see Daddy's popsicle," things spiral fast. This is a story about panic, hilarity, and how one moment of comic horror turned into the exact kind of emotional support every new dad needs.
What happens when you become a dad again in your 50s, but this time with three grown kids already out in the world? Diapers for Two tells true stories about family, aging, identity, and the emotional math of fatherhood. Hosted by Dan Shimmerman, a dad raising a toddler while navigating life with three adult children, the show blends humor, heart, and quiet reflection. It’s about second chances, small rituals, and finding meaning in moments most people overlook.At its core, it’s about what it means to keep showing up for the people you love, across decades, mistakes, and second chances.