TMIT 36: Breaking The Rules Together – Harnessing Trickster Energy as a Family

Episodes

Nov. 17, 2025

TMIT 36: Breaking The Rules Together – Harnessing Trickster Energy as a Family

This week, we’re exploring an unexpected (but so necessary!) aspect of family dynamics: trickster energy —a playful, inventive, and boundary-testing spirit that helps us stay adaptable when life feels too rigid. The episode k...
Nov. 10, 2025

TMIT 35: Don’t Tell Me To Calm Down – Turning Anger into Insight as a Family

If we’re serious about building resilient family culture, we have to talk about the emotions that actually show up in real homes — and anger is a big one. For both of us, anger has been tricky. We’ve tried to calm it, redirec...
Nov. 3, 2025

TMIT 34: “Read the Room, Kid!” — Cultivating Shrewdness as a Family

Envy isn’t a character flaw—it’s human. Shrewdness isn’t cynicism—it’s discernment. In this episode, we explore how to normalize envy and develop the important skill of “reading the room,” so both kids and adults can stay kin...
Oct. 27, 2025

TMIT 33: Our Biggest Takeaways from Six Months of Building Family Culture

For the past six months we’ve been deeply studying family culture, and we’re more convicted than ever that it’s The Most Important Thing. Top 4 Takeaways Start from strength, not scarcity Most parenting content starts from a ...
Oct. 20, 2025

TMIT 32: Cliff Weitzman, CEO of Speechify, on How Family Builds Greatness

When you meet Cliff Weitzman, founder and CEO of Speechify, his magnetism is immediate. He knows exactly where he’s headed, and he’s willing to think harder and work smarter to get there. It’s the same energy that’s made Spee...
Oct. 12, 2025

TMIT 31: The Collison Brothers (An Extra Ordinary Family)

We’re kicking off a side quest called Extraordinary Families — stories of real families whose everyday cultural habits added up to something remarkable. This week, we’re diving into the upbringing of Patrick and John Collison...
Oct. 6, 2025

TMIT 30: Mindset Reset Part 2 – Building a Culture of Growth at Home

In the first part of our Mindset Reset series, we broke down common misconceptions about growth mindset and explored how it plays out in the everyday dynamics of family life. Now in Part 2, we’re taking things further by shif...
Sept. 29, 2025

TMIT 29: Mindset Reset – What We Get Wrong About Growth Mindset

Mindset isn’t just “fixed” or “growth.” It’s a spectrum—and once you see that, you’ll understand yourself, your kids, and your family in a whole new way. In this episode of The Most Important Thing , we translate insights fro...
Sept. 22, 2025

TMIT 28 : How We Divide, Conquer, and Connect – The Shared Operating System Behind Our Marriage

Every couple has to navigate how to divide responsibilities, whether it’s managing groceries, handling finances, or aligning on long-term goals. For us, the breakthrough happened when we shifted away from addressing everythin...
Sept. 14, 2025

TMIT 27: Parenting Gurus and the Business of Anxiety

TMIT 27: Parenting Gurus and the Business of Anxiety This week, we explore a topic that hits close to home and raises big questions: the booming industry of parenting advice and how it’s built on the back of your anxiety. But...
Sept. 8, 2025

TMIT 26: Sometimes Adults Suck – Leading Our Kids Through Conflict With Grownups

🎙️ TMIT 26: Sometimes kids run into conflict with other kids. But sometimes kids run into conflict with grownups—teachers, coaches, camp counselors, even random adults in the community. And when that happens, most of us as pa...
Sept. 1, 2025

TMIT 25: Culture Eats Parenting for Breakfast

TMIT 25 🎙: This week we’re talking about the difference between parenting and building family culture, using a framework from Scaling People by Claire Hughes Johnson. Parenting is a lot like management—it creates stability th...
Aug. 25, 2025

TMIT 24: How to Build a Dopamine Moat Around Your Family

TMIT 24🎙️: From sugar crashes to screen-time meltdowns—what’s really going on in our kids’ brains? In this episode, we unpack dopamine: the energy juice that fuels motivation (and sometimes chaos). We explore how to build a “...
Aug. 21, 2025

TMIT Teammates #4: Celebrating Girlhood with Tween Magazine Founder Mary Flenner

What happens when your 10-year-old asks for a magazine and you realize there is not a single one you feel good about handing her? That is the moment Mary Flenner faced, and it led to Tween Magazine. Mary is a mom of three gir...
Aug. 18, 2025

TMIT 01: Family Meetings (Re-Release)

Family Meetings (Re-Release) TMIT 01 🎙️: Our very first episode, now with video! (Spotify and YouTube only) “What works about the family meeting is that it’s a regularly scheduled time to draw attention to specific behaviors....
Aug. 11, 2025

TMIT 23: Why We Started The Most Important Thing (The Backstory Episode)

Why We Started The Most Important Thing (The Backstory Episode) TMIT 23 🎙️ Every journey has a beginning, and this is ours. We recorded this episode a few days after 01 Family Meetings . We didn’t release it at the time becau...
Aug. 3, 2025

TMIT 22: Turning Family Vacations into Family Adventures

Turning Family Vacations into Family Adventures TMIT 22 🎙️ What if your next family trip could be more than just a change of scenery? In this episode, we’re talking about how to transform a typical family vacation into a true...
July 31, 2025

TMIT 21: Seeing & Being Seen

Show Notes – Episode 21: Seeing & Being Seen In this final episode on the Wholehearted Parenting Manifesto, we talk about what it means to truly see and be seen. “I will not teach or love or show you anything perfectly, but I...
July 28, 2025

TMIT 20: Daring Greatly

🎧 Episode 20: Daring Greatly In this penultimate episode of our Wholehearted Parenting Manifesto series, we reflect on one of the most courageous lines in Brené Brown’s manifesto: “The greatest gift that I can give you is to ...
July 23, 2025

TMIT Teammates #3: Noah Zaltz on Building Family Norms

🎙️ TMIT Teammates #3: Noah Zaltz on Building Family Norms In this episode of TMIT Teammates , we sit down with our friend Noah Zaltz , a fellow investor, deep thinker, and someone who brings the same intention to family life ...
July 20, 2025

TMIT 19: Belonging

🎙️ Episode 19: Belonging From the Wholehearted Parenting Manifesto: “ We will always have permission to be ourselves with each other no matter what. You will always belong here. ” In this episode of The Most Important Thing ,...
July 13, 2025

TMIT 18: Facing Fear & Grief

🎙️ Episode 18: Facing Fear & Grief In this episode, we explore one of the hardest lines from Brené Brown’s Wholehearted Parenting Manifesto: “Together we will cry and face fear and grief. I will want to take away your pain, b...
July 9, 2025

TMIT Teammates #2: Julianne Annunziata Peters on Roots, Recipes & Reinvention

TMIT Teammates #2: Julianne Annunziata Peters on Roots, Recipes & Reinvention We’re joined in person by our dear friend and neighbor, Julianne Annunziata Peters . Julianne shares her family’s move from NYC to Delray Beach, ho...
July 6, 2025

TMIT 17: Spirit

🎙️ Episode 17: Spirit “When uncertainty and scarcity visit, you will be able to draw from the spirit that is a part of our everyday life.” In today’s conversation, we explore what it means to bring spirit into daily family li...