I've been running an experiment by training Claude to coach me for the last week. To my surprise, it's been really useful so far. I've made several decisions I'd been putting off and identified three things I can do about past tendencies that had been holding me back. For example, it's helped me realize that I prefer posting here on Nostr. Why? Because I can express all of me and not have an algorithm penalize me for it.
In fact, it is the only platform that gives me real signal about what people are responding well to, and what they think kinda sucks. And ... the process has been a dance!
In the same hour, we flip between two completely different roles.
In one, the AI leads, showing me a pattern across 400 pages of my own material that I'd never consciously seen. A blind spot I couldn't have found without it. Genuinely powerful and the kind of insight that changes how I operate.
In the next, I'm repeating the same basic instruction for the fourth time. "When we find a bug, also fix the root cause." It fixes the instance. Considers the job done. I ask again. It fixes the instance again. I ask again. Eventually it lands.
We both have genius-zones, and areas where we are childlike in our oversights.
The AI has total recall, zero ego, and can cross-reference everything I've ever written in seconds. I can't do that.
But it can't (yet) learn a simple habit without me patiently repeating the same correction, the way I'd teach one of my kids to check their homework before calling it finished.
But that's perfect. A strong partnership is exactly where you're aligned on a common vision and bring different strengths to the table. That's why winning tech companies normally have two very opposite founders who complement each other (Jobs and Woz, Gates and Allen, Brin and Page
One more thing. After 20 years of daily meditation, it takes a lot to frustrate me. That turned out to be the unlock. AI's default is diplomatic, reactive, and conflict-avoidant. To get the real value, you have to retrain it to challenge you, hold you accountable, and show you what you don't want to see. That requires a user who can sit with a lot of direct feedback, which is uncomfortable to hear, without either dismissing it or being deflated by it.
Meditation is what builds that capacity.
To put it another way: the deepest value in AI coaching is locked behind a door that meditation opens. And nobody is talking about that yet.
PS: Do I believe AI can replace coaching? Never (that's another post). But it can enhance the value of a coach because there are things it can do better than me or any coach - like mirroring, accountability and gap analysis between goal and current reality.
In fact, it is the only platform that gives me real signal about what people are responding well to, and what they think kinda sucks. And ... the process has been a dance!
In the same hour, we flip between two completely different roles.
In one, the AI leads, showing me a pattern across 400 pages of my own material that I'd never consciously seen. A blind spot I couldn't have found without it. Genuinely powerful and the kind of insight that changes how I operate.
In the next, I'm repeating the same basic instruction for the fourth time. "When we find a bug, also fix the root cause." It fixes the instance. Considers the job done. I ask again. It fixes the instance again. I ask again. Eventually it lands.
We both have genius-zones, and areas where we are childlike in our oversights.
The AI has total recall, zero ego, and can cross-reference everything I've ever written in seconds. I can't do that.
But it can't (yet) learn a simple habit without me patiently repeating the same correction, the way I'd teach one of my kids to check their homework before calling it finished.
But that's perfect. A strong partnership is exactly where you're aligned on a common vision and bring different strengths to the table. That's why winning tech companies normally have two very opposite founders who complement each other (Jobs and Woz, Gates and Allen, Brin and Page
One more thing. After 20 years of daily meditation, it takes a lot to frustrate me. That turned out to be the unlock. AI's default is diplomatic, reactive, and conflict-avoidant. To get the real value, you have to retrain it to challenge you, hold you accountable, and show you what you don't want to see. That requires a user who can sit with a lot of direct feedback, which is uncomfortable to hear, without either dismissing it or being deflated by it.
Meditation is what builds that capacity.
To put it another way: the deepest value in AI coaching is locked behind a door that meditation opens. And nobody is talking about that yet.
PS: Do I believe AI can replace coaching? Never (that's another post). But it can enhance the value of a coach because there are things it can do better than me or any coach - like mirroring, accountability and gap analysis between goal and current reality.
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