Millennial

Complicated

Tue, 04 Aug 2026 08:16:00 GMT

Dr. Anne Welsh is a psychologist, leadership & executive coach, author, and mom of four. Her new book, Ambitious Mother, is about letting go of the idea that women need to accept a narrow (or stagnant) definition of ambition or success. She works with women leaders and organizations and loves talking about motherhood, leadership, invisible labor, burnout, and all the rules our generation is starting to rewrite.

We get into what ambition means to us, how it changes with the eras of our lives, how to differentiate between guilt vs. grief, and what healthy striving looks like. Dr. Anne provided a little free validation and therapy to your Millennials and if you listen, you'll win, too!

Order the book: https://www.drannewelsh.com/ambitious-mother-book

And look out for tour dates this fall!

Nothing But Net

Tue, 21 Jul 2026 12:30:00 GMT

When you listen to this episode, you'll understand that the title is both iconic and ironic, because today's guest loves basketball, and he does not believe it should be a kids' whole life - any sport, for that matter.

On this episode, we welcome our first guest, Kyle Pless, Founder of Between the Lines Basketball. He's a youth basketball coach with an impressive resume, but what's more inspiring is his remarkably grounded approach to youth sports. He's thought a lot about how to (and how not to) develop young athletes and nurture a love for sports, and he's outspoken about what he sees destroying youth sports culture. Listen in for his thoughts on why early specialization isn't the advantage you might think it is, and what our kids really want us to hear.

Follow Kyle on IG: @between_the_linespd

What Would You Say You Do Here?

Tue, 21 Jul 2026 12:30:00 GMT

So maybe we should back up.

What does it mean to be a Millennial, in chronological and experiential terms? Why do we question everything? How can we be for each other, the thing we've always needed?

If you're more of a reader than a listener (or really enjoy both), check out our opening blogs on Substack:

Meg: https://millennialxxo.substack.com/p/you-can-definitely-sit-with-us

Cait: https://millennialxxo.substack.com/p/generation-why

You Had Me at Hello

Mon, 20 Jul 2026 21:24:25 GMT

Meet Cait + Meg: Millennials, Moms, friends for over 20 years, willing to talk about pretty much anything. In this first episode, we share the story of our friendship and discuss what we want this show to be. It's a place for (extremely) honest chats, big questions, and community, because if there's anything our generation knows how to do with tech, it's connect.

How did motherhood bring us back together?

How do we measure our contribution to the world and our homes?

Why do we talk about how hard parenting is, but not marriage?

Why is Meg making so much bread?

You're totally invited to sit with us. Throw up an away message and come along.