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.
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In this episode, Dan explores the unexpected negotiation lessons that come from raising a toddler. After days spent reviewing executive contracts and equity terms, he finds himself bargaining over sna...
E25: Rejected! (00:12:44)
When his two-year-old daughter tells him to go back to work, Dan unpacks the emotional sting of parental rejection, both in the toddler years and beyond. From silent walks with his teenage daughter to...
E24: The Calm Inside The Chaos - A Fireside Chat With Kirk Martin (01:11:09)
Dan sites down with parenting expert, Kirk Martin for a wide-ranging fireside chat about the parenting journey. They explore self-reflection, information overload and how to support both strong-willed...
E23: Schooling Dad (00:11:48)
In this episode, Dan reflects on what it's like to parent four kids who are all in wildly different relationships with school. From a toddler just learning what a triangle is to a daughter presenting ...
E22: Toddlerland (00:10:19)
What would happen if adults started acting like toddlers? In this episode, Dan explores three classic toddler behaviors - shouting everything, changing your mind every ten seconds, and crying over not...
E21: Still Learning (00:14:27)
In this episode, Dan shares three life lessons he's learned while parenting in his fifties. These aren't grand revelations or polished insights, just honest reflections on what he missed the first tim...
E20: Judging The Judgers (00:14:28)
In this episode, Dan takes a funny and honest look at the quiet world of parental judgment, from snack opinions to sleep sack debates. It's a sharp, self-aware ride through the chaos of trying to do y...
E19: Some Messier Truths (00:15:26)
In this episode, Dan reflects on three quietly complicated parts of his life right now. From navigating fatherhood in his fifties, to wondering if he's showing up enough for his older kids, to the shi...
E18: Wooden Blocks And Robot Dogs (00:15:58)
In this episode, Dan reflects on the toys that shaped his life as a dad across four kids and five decades. From Fisher-Price barns and Bakugan battles to robot dogs and wooden blocks, it's a funny and...
E17: What Should I Name This Episode? (00:12:29)
In this episode, Dan dives into the surprisingly high-stakes world of baby naming, from family traditions and personal stories to the rise of unusual trends. With humor and heart, he reflects on how a...
E16: The DEFCON Guide to Toddler Tantrums (00:17:01)
In this episode, Dan shares his go-to strategies for navigating toddler meltdowns using humor, calm presence, and a surprising DEFCON-inspired scale. From imaginary bees to quiet tea parties with stuf...
E15: The Soundtrack of Us (00:14:10)
In this heartfelt episode, Dan reflects on how music has shaped his life as a father, from cassette loops in his childhood home to bedtime playlists with his toddler, Ruby. A chance encounter with a S...
E14: The Leopard And The Lorax (00:12:44)
In this lighthearted episode, Dan trades deep reflection for pure fashion comedy. From his three-outfit wardrobe to Lori's wild Lorax vest and Ruby's toddler runway looks, he explores how his family's...
E13: According To Plan (00:13:30)
When Dan's son Jacob was born, there were no doctors, just a shoelace and adrenaline. Twenty years later, his daughter Ruby arrived in calm, quiet order. Against the backdrop of these two births, this...
E12: Beautiful Lives Here (00:13:07)
What makes a home beautiful? In this episode, Dan opens the door to every house that has held his family. From the noisy magic of young children to the quiet rhythms of growing independence, he reflec...
E11: My Emotional Support Monkey (00:12:19)
Everyone has something they hold onto. Sometimes it's a teddy bear. Sometimes it's a blanket. Sometimes it's a stuffed monkey named Junior. In this episode, Dan explores the comfort objects that stick...
E10: Is She Talking Yet? (00:12:41)
At the playground, another dad asks, “Is she talking yet?” It’s a simple question, but for parents, it’s never just about talking. In this episode, Dan reflects on milestone anxiety, raising four kids...
E9: Snackcidentally In Love (00:15:00)
Snacks aren’t just snacks. They’re bribes, comfort, and emotional life preservers. In this episode of Diapers for Two, Dan dives into the toddler snack economy, the generational snack gap, and the sec...
E8: Carry-On Luggage and Emotional Baggage (00:15:26)
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 un...
E7: Daddy's Little Girl, Meet Daddy's Little Girl (00:14:04)
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, ch...
E6: Motorboat Legs and Other Victories (00:12:29)
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...
E5: Four Kids, Four Menus (00:16:01)
Mealtime can feel like navigation for very different worlds - from a hostage-style broccoli negotiation to a kale-eating celebration. Dan explores what each of his children's eating habits reveal abou...
E4: Accidental Rituals (00:17:57)
The smallest rituals often become the most meaningful - especially when you're not parenting full-time. Dan reflects on bedtime stories, quirky traditions, and the absurd "Life Lessons" he told his ki...
E3: Is This Gentle Enough For You? (00:17:55)
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 patien...
E2: Daddy's Popsicle (00:15:44)
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 ki...
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