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Beware the Pocket Paroah Mar 25, 2026

May I tell you something, as a friend? 

You could really be working more efficiently. I know, I know, it’s the last thing you want to hear right now, with the lists growing and up to your ears in pesach prep. But I’m only trying to help. So I’ll point this out:

There is a particular kind of dist...

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Raise Your Hand If You Don't Want To Talk About Technology Mar 11, 2026

What’s Missing from the Frum Tech Conversation

There is real work to be done.

And yet, somehow, the conversation keeps getting hijacked.

On one end, we hear: All tech is completely assur. Get it out. Shut it down. There is no safe way to live with it.

On the other end: All tech is fine. Just b...

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Growing Into Giving: From Resentment to Ratzon Feb 25, 2026

May I use you to flesh out something that I’m trying to get more clear about?

I’ve been learning a lot about a subtle but transformative idea: resentful giving is not actually giving. And in truth, it does not benefit either party.

When one gives (or gives in), because they feel like they have no ...

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You've Already Learned Everything You Need to Know Feb 11, 2026

There are so many moments when I realize that the ideas that shape me most are not new discoveries, but truths I’ve known for years—and somehow still forget. This week, I found myself returning to one of those foundational teachings, a Mishnah we all learned long ago. Rav Dessler’s insight into th...

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One Size Fits None Jan 29, 2026

Dear Friends,

Here’s a thought: I’m pretty sure we would all agree that if there was a room of fifty post-sem girls and they were asked what they’re looking for in a shidduch, we would hear the same basic answers repeated again and again. The same buzzwords. The same checklist. I don’t know if I ...

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The Underrated Power of Rote Jan 14, 2026

Anyone else not that looking forward to the next few weeks?

The quick lift of chanukah is so far behind us we can barely see it, and the days ahead stretch out before us like a quiet, wide-open field covered in dirty snow. No yamim tovim—just the ordinary, daily rhythm. When we were in school at le...

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When a Latte is Just a Latte Dec 31, 2025

Dear friends,

There was a period in my life when, for one reason or another, I was feeling a bit directionless. I wasn’t sure what I needed to work on, or where my energy was meant to go. So I did the only thing that seemed to make sense at the time: I threw out all my makeup, went shopping, and bo...

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Hidden in Plain Sight Dec 17, 2025

Last week, my son shared some thoughts that he had heard from Reb Dovid Cohen, the Rosh Yeshiva of Chevron. They resonated deeply with me—especially because they overlapped with things I’ve been thinking about lately.

We learn from a young age that the world is called olam because it is  he’elem—it...

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Getting Our Hearts and Minds Aligned Dec 03, 2025

Hi friends,

A couple of weeks ago, I sent out a newsletter about the frustration we feel when we act, think, or feel in ways that contradict the values we know to be true. I explained that we shouldn’t be surprised—or even all that disappointed—when jealousy, anxiety, pettiness, or any number of un...

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Traveling the Longest Road... Nov 19, 2025

I’m sure everyone reading this has heard the saying that the longest distance in the world is between the head and the heart. And yet somehow, it never ceases to amaze us when we act in ways that contradict what we know to be true.

For example, we know Hashem runs the world. We know it as surely ...

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Parenting Imperfectly, by Design Nov 05, 2025

This week, I had the tremendous brochah of welcoming a new baby granddaughter into my family (simchos by all of Klal Yisrael!). As I held this gorgeous, pink-cheeked baby in my arms and looked into her cloudy newborn eyes, a strange (and maybe slightly weird) thought popped into my head:
“Hey, baby...

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The Myth of Hacking Ruchnius Oct 22, 2025

A gutten vinter! There is something so comforting about settling back into routine after a long Yom Tov season. I’m enjoying these days before the schedule gets stale and I find myself longing for another break. I’m working on a couple of new courses that I’m excited about, but for this week’s new...

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