Diapers For Two
Dan Shimmerman
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About This Podcast
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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Recent Episodes
E26: The Art of the Tiny Deal
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…
E25: Rejected!
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…
E24: The Calm Inside The Chaos - A Fireside Chat With Kirk Martin
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…
E23: Schooling Dad
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
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…
E21: Still Learning
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…
E20: Judging The Judgers
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…
E19: Some Messier Truths
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…
E18: Wooden Blocks And Robot Dogs
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…
E17: What Should I Name This Episode?
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…
E16: The DEFCON Guide to Toddler Tantrums
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…
E15: The Soundtrack of Us
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…
E14: The Leopard And The Lorax
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…
E13: According To Plan
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,…
E12: Beautiful Lives Here
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…
E11: My Emotional Support Monkey
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?
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…
E9: Snackcidentally In Love
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…
E8: Carry-On Luggage and Emotional Baggage
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…
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,…
Frequently Asked Questions
Diapers For Two has published 26 episodes since June 2025, covering topics in Comedy, Kids & Family.
Diapers For Two is currently dormant with new episodes weekly. Average episode length is 14m.
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