Meditate Your Face Off

What the actual f**k?!

Meditate Your Face Off

Show Notes

The paid version of this meditation starts with a short talk, and can be found here. When I was a kid I remember looking at adults and thinking “I hope that never happens to me.” Adults never stopped to play in the snow or build pillow forts or even pick their noses (at least not publicly— everyone reading this, you know you pick your nose in private). To many adults, snow is just a big fat inconvenience. Once in a while you see an adult rolling in the snow or goofing off in it, but it mostly happens when they’re paying with kids. I distinctly remember being in my late teens when the magic started to slip away. The times when I was too excited to sleep on Christmas eve were quickly fading from memory. Snow? It was nice, but I wasn’t gonna bother myself with getting cold and wet in it. I felt the seriousness of life creep in all around me. More and more I would wake up feeling anxious and alone in the world. When I was 26, I had gotten into meditation, and I was in a coffee shop on a snowy day in New Hampshire reading a book called A New Earth, by Eckhart Tolle. I came to a line that said, “what if this life was just a dream?” And in that moment, I woke up within a dream, the dream of my life. I suddenly felt no fear, and the entire world was light, magical, full of love and connection and possibility. I was playful, open, free to explore and do and embrace my life without fear. Like a child again. For a while, every day felt like Christmas. Eventually it all changed very suddenly. My freedom slipped away and I panicked as all my anxiety rushed back in. I needed to understand how whatever that was had happened, how to get it back. That was when I discovered meditation retreats. Sitting in prolonged meditation with others and hearing the Dharma helped me understand what had happened to me. It’s been a wild ride since then, but the essential lesson I keep coming back to is this: every moment is a miracle. I can let the habit of distraction hold me apart from that freedom, or I can choose to rest in the miracle of this moment. Look outside. And while you’re doing it, drop your attention down out of your head. Stop thinking about what you’re supposed to do today, about whatever runaway train your head has you trapped in, and open to the newness of this moment. Just for right now, free yourself of whatever you’re supposed to be doing. You can do whatever you want. Let the world hit your senses as if for the first time. Look at how beautiful it all is, how your life is a miracle, how it all might just be a dream. The mind might start to worry again: but I have s**t to take care of! Maybe. But can you stay in touch with the miracle while you take care of that s**t? Can you keep some sense of perspective? You can. The world is always trying to shake you awake with how miraculous it is. Let yourself delight in it. Mini Retreat: Liberation through Deep Rest I’m teaching a micro retreat that’s all about rest as a path to liberation. It’s online with New York insight, this Thursday December 18th, 6:30-8:30pm ET. Please join us!

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Oct 19, 2026

The above meditation is meant to be listened to when you’re having a hard time sleeping. I initially recorded it for 10% with Dan Harris. If you don’t know about that app, I highly recommend it. Below is me reading the essay that follows: It’s 3am, and you can’t fall back asleep. The longer you’re awake, the more stressed you get about it, and the harder it is to fall asleep. Millions, maybe billions of people have this problem on a nightly basis. We go to great lengths to find our way back to sleep, from medications to sound machines to sleep specialists. I never used to be one of those people who struggled with sleep, which changed when I got a chronic illness. That, followed by having two kids, and I haven’t slept through the night in approximately five years. Lately I’ve been night-weaning our baby Rumi. That means James is with her all night, and I’m sleeping with her brother in his twin-sized floor mattress so she can’t smell the intoxicating scent of my liquid ambrosia. Normally, Rumi will wake up 4-5 times a night, and for the entire thirteen months she’s been alive, I’ve been tasked with responding and nursing her. But for the first time since she was born, I have the opportunity to sleep through the night. And naturally, I can’t. I’m awake between 1 and 4am, which seems to be the time when many people with insomnia can’t sleep. If you find yourself awake at that time, you’re not alone. According to historian Roger Ekirch, before the industrial revolution and artificial lighting, many people in Western Europe slept in two chunks: one before midnight, and one after. But then, with the rise of the 9-5 workday, that had to change. So, maybe this rhythm is natural. Sometimes, this information is enough to release some of the resistance to the fact that you’re awake in the middle of the night thinking about your car payments or your test results. Then you can lean into the fullness of whatever experience you’re having, in mind and body. It’s not a YOU problem anymore, it’s a natural cycle. Often when I’m awake at this hour, my mind is either racing or chewing on some issue that I haven’t been able to deal with during the busyness of the day. Sometimes it’s mainly a physical experience: there’s some tension or discomfort in my body that makes it hard to get comfortable. Leaning into the experience means that I turn it into a formal practice. I either sit up, or I get into lying down meditation mode— it’s not just lying there, it’s a real commitment to practice. Either way, I meditate properly, without the intention of falling back asleep (though if that happens, it’s not a bad thing). I make a point of turning directly towards whatever I’m grappling with, and look for the resistance. I try to surrender to it. I always have insight. I never regret it. And I’ve stopped feeling upset about being awake in the middle of the night. In fact, I kind of love it. It’s when I remember what matters most, and when I feel myself actually making strides in that direction. I like to think (and here comes the mysticism) that 3am is an ethereal time, a time when you can’t really run away or distract as easily from your feelings, and a deeper presence can emerge. You’re a bit more stuck in the present moment. There’s nowhere to run. That’s when they get you (says my exceptionally gifted seer, Caryn Benevento). Who’s they? I dunno; the Buddha, the devas, the gods— whoever’s out there in this wild spiritual universe that’s got your back. And maybe that’s the whole reason that you’re awake, so they can finally get you. Because at night, you’re more vulnerable. In this semi-awake state when you’re in a soft, cozy bed, it’s easier to surrender to things you habitually fend off or distract from. Loving awareness has been standing at the door all day with its coat on, ready for a hug. At 3:33, you finally let it in. It might be easy to believe that what happens during the daytime is the most important part of your life, but ever since taking on the

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Sep 24, 2026

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Aug 27, 2026

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