Ask Who You Are, Not How to Be Happier
We often ask "How do I live better? How can I be happier and reduce suffering?" BEAUTIFUL. There's a whole Spiritual Industrial Complex (and Therapy Industrial Complex) waiting to help with that, to help make our mental prison a little more comfy. But we rarely ask, "WHAT am I? Can I find ME? The one suffering? The one living this life? The one with the problems that need solving?" The "answer" to that question can obliterate ALL THE QUESTIONS...poof.
Discover Your Relationship’s True Meaning in Santa Fe
So many couples spend years managing the logistics of life together without ever stopping to ask the deeper questions: What does our love mean? Who are we becoming together? And what do we want our next chapter to look like? On...
Our Inner Spark Creates Beauty Through Shared Kindness
I've always wanted to create something beautiful in my lifetime: that something can be different for each individual. Mary Oliver names that desire as the piece of God inside each of us. Maybe that is the part that knows, in...
Meditation Feels Crushing After Startup Funding Failure
After a failed Series B, I took a 10-day Vipassana meditation retreat....By Day 4, I was convinced my brain would never recover.
Experience a Small-Group Retreat at Rising Circle Ranch
If you've read my latest book, The Meaning of Your Life, and you're ready to do the work in person, I've partnered with Modern Elder Academy—the world’s preeminent place for retreats about life’s biggest questions. MEA’s Rising Circle Ranch in...
Seek Peace Amid Turbulence: Make Awareness Your Home
‘In times of unusual turbulence, the search for peace intensifies. You look to your circumstances, to events, to the resolution of conflicts that seem always just out of reach.’ ‘Make Awareness Your Home’ – available now on Rupert’s Substack channel. https://t.co/UERpTuKISB https://t.co/e02bJGqObL
Death Reveals Time's Value and Life's Uniqueness
In the words of @VanceCrowe “Death clarifies some shit” I lost my dad when I was younger, and I think it changed how I look at the world I think my fascination with relay cropping is the time aspect of it. You’re...
Embrace Change Fully with Ursula K. Le Guin's Remedy
How to live fully — Ursula K. Le Guin’s remedy for our resistance to change https://t.co/FJ1Mj8JA6f
Your True Self Remains Unchanged Through All Life
‘Your current experience of being is exactly the same as the experience of being you had two minutes ago, two days ago, two years ago and as a two-year-old infant. It is exactly the same experience you will have on...
Stay Grounded: Align Nervous System, Intuition, Values
Spring 2026 energy: Staying deeply connected to your nervous system, intuition, and values so that you never feel lost.
What Would Your Ideal Self Do Next?
The most important question you could ever ask yourself is: 'If I was the person I need to be, what would I do next?'
Mindfulness: Observe Emotions, Gain Awareness and Adaptability
Mindfulness is not avoiding difficult emotions. It’s learning not to become consumed by them. The practice here is observation. We learn to observe our thoughts, feelings and the body sensations they create in us. The result? Greater self awareness and more...
Healing Can Shift Sexual Attraction in Unexpected Ways
A client said something I can’t stop thinking about. “I healed so hard I’m no longer attracted to men. But I’m not a lesbian either.” Has your healing ever surprised you?
Finding Belonging Through Walking and Forgiveness in Japan
Things Become Other Things – absolutely gorgeous meditation on walking, forgiveness, and finding belonging in the mountains of Japan https://t.co/EY2J8Bma2F
Your “Too Much” Self Is Finally Becoming Whole
The version of you that people called “too much”… may have just been finally becoming whole.