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Trying to figure out the secret to life, one question at a time.

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Latest Issues

What My Son Said When He Crashed His Bike

A couple weeks ago my son crashed his bike into a ditch and I told him he was brave. Dad, I wasn’t brave. I was scared.

I told him: scared and going anyway is the brave part.

Ten minutes into my conversation with last week, she told me h...

12 days ago
3

Be Scared. Do It Anyway.

A couple days ago, my son was riding his bike down our road when a car came around the bend. He pulled to the shoulder the way I taught him to. But there was a ditch there, and it had just rained, and his brakes wouldn’t catch. He went down...

14 days ago
3
10

The Bid, The Value, and the Yes

On Wednesday this week, I laid out the numbers and named what’s actually going on. The civilizational marriage collapse. The loneliness epidemic. The Amazon-ification of romance. If you read that piece and walked away saying, “I get it, but...

17 days ago

We’re Not in a Dating Slump. We’re in a Civilizational One.

Let me start by hitting you with some numbers.

69%. That’s how many Catholic marriages in America have collapsed in the last fifty years, even as the Catholic population grew by nearly twenty million people.

  1. That’s the U.S. fertility...
19 days ago
2

Permission to Start Over

Most of the conversations I have on this show, I leave with one or two notes scribbled on the back of my show notes. With , I filled a page.

She did the thing most of us only talk about. She had the résumé. The Goldman Sachs years. The rei...

a month ago
7

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Authors

The writers behind this newsletter.

  • Andy Leonard

    Turns out the simple answers aren't the easy answers. In Fulfillment Project, I’m exploring questions that I hope will empower us to find the secrets to life and find fulfillment beyond all telling.

  • Jeff Matlow

    I write The Best Leadership Newsletter Ever, helping you become the leader people love to follow - in 5 laugh-out-loud minutes a week. I’m a 3x entrepreneur, and sought-after coach. Almost all leaders have problems. I fix them.

  • Amelia Wilson

    I write Happy on Purpose: happiness, habits, and thriving in midlife. Featured in Cup of Jo, Culture Study, Home by India Knight, The Purse, Platonic Love, Modern Mrs Darcy, and more.

  • Laura LeBleu

    Creator and founding editor of Geezer, the ONLY print magazine by, for, and about Gen X.

  • Meg Keene

    Founder: A Practical Wedding. 150,000+ books sold. Essayist. (Buzzfeed, JTA, TOI, The Forward, etc.) Founder. Jew. Zionist. Feminist. Mother. Force of nature.

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