Diapers For Two

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.


Episoder(26)

E26: The Art of the Tiny Deal

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 sna...

11 Nov 202511min

E25: Rejected!

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 to...

4 Nov 202512min

E24: The Calm Inside The Chaos - A Fireside Chat With Kirk Martin

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 strong-willed...

28 Okt 20251h 11min

E23: Schooling Dad

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 ...

21 Okt 202511min

E22: Toddlerland

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 not...

14 Okt 202510min

E21: Still Learning

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 tim...

7 Okt 202514min

E20: Judging The Judgers

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 y...

30 Sep 202514min

E19: Some Messier Truths

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 shi...

23 Sep 202515min

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