Diapers For Two

Dan Shimmerman
  • 5.0 (3)
  • PARENTING
  • UPDATED WEEKLY

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.

  1. NOV 11

    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 snacks, bedtime routines and the importance of putting on pants. Through humor and reflection, Dan looks at how the tiniest negotiations can reshape our understanding of influence, patience and what winning really means.

    12 min

  2. NOV 4

    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 a career decision that quietly distanced him from his father, this episode explores what it means to be pushed away by the people we love most, and how staying close, even from the hallway, can be an act of love.

    13 min

  3. OCT 28

    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 and quieter kinds without losing connection along the way.

    1h 11m

  4. OCT 21

    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 academic research and teaching undergrads, it's a look at learning across generations, and how fatherhood keeps teaching him, too.

    12 min

  5. OCT 14

    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 nothing and everything - and imagines what it would look like if those same habits showed up in grown-up life. It's funny, reflective and surprisingly honest. Because as absurd as toddler behavior can be, some of it might just be what we need more of.

    10 min

  6. OCT 7

    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 time and what he's trying to do differently now.

    14 min

  7. SEP 30

    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 your best while everyone's watching.

    14 min

  8. SEP 23

    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 shifting shape of his relationship, it's a look at the moments that don't always get talked about. Honest, thoughtful and deeply human.

    15 min
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5
out of 5
3 Ratings

About

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.

Information

  • Creator
    Dan Shimmerman
  • Years Active
    2K
  • Episodes
    26
  • Rating
    Clean
  • Copyright
    © 2025 Diapers For Two
  • Show Website
    Diapers For Two