There’s a special kind of honor when someone you’ve admired from afar catches your signal and amplifies it with generosity and care.
This week, Elizabeth Gilbert (of Eat, Pray, Love and Big Magic fame) invited me into her beautiful community to share a ritual that’s quietly shaped my life for two decades — and is now core curriculum at The Flight School.
I started writing letters to myself in my twenties as a rebellion against the subtle self-violence of New Year’s resolutions.
Every January 1st, I’d write a letter to myself one year into the future. And every time I started, it felt like the channel changed. What came through wasn’t a checklist of things to do or to fix about myself. It was a love letter sent through time and space to a future me.
Over time, the experience changed my relationship with writing, and with myself.
I’m so grateful to Liz for giving language — and a community — to this life-affirming practice. What began as a quiet conversation has become something shared and accompanied.
Because being a human in “Earth School” is hard. And none of us was meant to do it alone.
In my message for Liz’s community, I share how writing Letters From Love has been a profound source of healing in my own life — and how we’ve woven the practice into The Flight School, where students from 35+ countries gather each week to pause, listen, reflect, and write from a voice that’s wiser, kinder, and truer than the ones we’re conditioned to believe.
Below is a gift link to the full post, which features videos from me, Liz and Doug (a Flight School student), all circling my forever favorite question:
What makes us more alive, more awake, and more free?
How to Write a Letter from Love
If you’ve never written yourself a Letter From Love, grab a pencil and a piece of paper. (There’s magic in the haptic of handwriting.)
Carve out a few quiet minutes and begin with this simple prompt:
Dear Love, What would you have me know today?
It may feel awkward and unnatural at first. But when we ask the question sincerely, and sit long enough for the noise to settle, something powerful shifts.
Beneath the static of expectation, performance, perfectionism, and fear, there’s a quieter, clearer, wiser signal.
And remarkably, it’s always there, just waiting to be heard.
If you’re intrigued, here’ Liz’s primer on how to begin.
I’d love to hear how it goes!




