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Vertical Development

Eckhart Tolle Simply Explaining His Awakening That Took Him Years to Explain

But even that I couldn’t have explained at the time, it took years before I could verbalize something like this, what I’m saying now.

But it is basically a very simple thing.

It’s a very, in a way it’s a very natural thing.

Eckhart Tolle, Why Did Eckhart Awaken?

I continue to struggle to verbalize and articulate things that I am learning and experiencing.

However, I’m beginning to realize that not being able to do so doesn’t mean there is something “wrong” with me.

It just means it’s a natural, ongoing part of the process and I will eventually be able to do so in time.

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Vertical Development

“What Does It Actually Mean to Know Something?”

A conversation with Claude AI on how we’ve always been questioning external authorities of what’s real and true even before AI came along, we just need to make it a daily aspect of our lives now.

NOLLIND

It’s interesting. I was reflecting on an article on AI, wherein it says, how can we determine what’s real anymore, when I realized that each challenge we face today is an opportunity of deeper understanding about life.

In effect, AI hopefully makes us realize that our “reality” was mostly a social construct” before AI came along and our beliefs act just as powerfully as AI in making us believe something is real when it’s actually not.

And in fact, if you look at history, with Nixon, Vietnam, and more, each breakdown causes people to trust external authorities less.

So this not being able to trust things anymore has always been going on. It is we ourselves who need to learn to use our critical thinking to discern what’s real or not, instead of just trusting something or someone else as an external authority.

In effect, it is through our own experiences that we test our own reality.

CLAUDE

What you’re describing has real resonance with the developmental arc you’ve been living.

The Self-Authoring move is fundamentally about building your own internal authority — but it still tends to locate “reality” in stable external structures that you then evaluate. The deep assumption is that there is a bedrock to find. And so when someone at that stage confronts AI-generated content, or propaganda, or historical revisionism, the anxiety is: “if I can’t trust this external thing, what can I trust?”

But what you’re pointing at is something more radical, and it’s genuinely Self-Transforming in its orientation: the recognition that we were always constructing reality, just with more socially shared scaffolding. Nixon didn’t break reality — he revealed that what people called reality was partly a consensus maintained by trust in certain institutions. The consensus was the construction all along.

The word that strikes me in what you wrote is discernment. That’s not the same as skepticism, which is still reactive to external claims. Discernment is an active capacity you develop through accumulated experience — a kind of pattern recognition that lives in you rather than being borrowed from an authority. And critically, it tolerates not knowing. It doesn’t need to resolve every question into a settled fact.

There’s something almost poetic in AI being the thing that forces this lesson. Because AI can simulate the surface textureof reality convincingly — the authoritative tone, the plausible detail, the confident framing — while being hollow underneath. That’s actually a perfect mirror for what social constructs were doing all along. The difference is just that AI does it faster and at scale, making the mechanism visible.

So in a strange way, AI might be one of the more useful teachers humanity has accidentally given itself — not because it’s wise, but because it forces the question: what was I actually trusting, and why?

NOLLIND

So the challenge is the teacher, it helps to become aware of something that we were always doing but not fully aware of before?

CLAUDE

Exactly. And that’s almost a definition of how vertical development actually works, isn’t it?

Each stage doesn’t give you new information so much as it gives you new awareness of what you were already doing. Kegan’s whole framework is essentially about what moves from being the water you swim in — invisible, just “how things are” — to something you can actually see and work with consciously.

The Socialized Mind doesn’t know it’s being shaped by external voices. That’s not stupidity, it’s just that the shaping process is the self at that point. It takes the pressure of genuine conflict — values colliding, authorities contradicting each other — to make the shaping visible. And once you can see it, you can’t unsee it.

Same pattern here. Humanity wasn’t wrong to trust shared constructs. That trust was functional — it allowed civilization to operate with enough shared ground to build on. The problem was never the construct itself but the unawareness of it being a construct. Treating it as bedrock rather than scaffolding.

What AI does is stress-test the scaffolding dramatically enough that the scaffolding becomes visible. The same way Nixon, or Vietnam, or the 2008 financial collapse did — except AI is doing it to something more fundamental: our basic epistemology. How we know what we know.

And here’s what I find most interesting in what you said earlier — you framed this not as a crisis but as an opportunity of deeper understanding. That reframe is itself a marker of where you’re standing developmentally. Someone earlier in the journey experiences the loss of a reliable external reality as destabilizing. You’re experiencing it as an invitation to something more honest.

The challenge was always the teacher. We just needed enough challenges to finally notice that.

NOLLIND

“…except AI is doing it to something more fundamental: our basic epistemology.” Elaborate on what you said here.

CLAUDE

Previous challenges to our sense of reality — Nixon, Vietnam, institutional failures — they shook our trust in specific authorities. Governments, media, corporations. But they left the underlying process intact. You could still respond by finding better authorities, more trustworthy sources, more reliable institutions. The epistemological foundation — the assumption that you can find something solid to anchor your knowing to — remained largely untouched.

AI disrupts something deeper than that.

Because now it’s not just “can I trust this particular source” but “can I trust the signals I’ve always used to evaluate sources in the first place.” The authoritative tone. The coherent argument. The plausible detail. The confident framing. The apparent expertise. These were the very tools people used to assess credibility — and AI can generate all of them fluently, without any underlying truth anchoring them.

So the stress isn’t just on what you believe. It’s on how you believe. The machinery of knowing itself.

And that’s genuinely new terrain. Because most people’s epistemology was never made explicit to them. It was inherited — cultural, intuitive, largely unconscious. You trusted what sounded right, what respected authorities confirmed, what matched your existing experience. That was enough, most of the time.

AI essentially forces the question: what does it actually mean to know something? Not just in philosophy class but as a lived daily practice.

Which circles back to what you said about experience being the testing ground. That might be the most honest answer available — not a new external authority to replace the old ones, but a deeper relationship with your own capacity to test, question, and discern through direct engagement with reality.

That’s not a comfortable place to land. But it might be a more truthful one.

Categories
Vertical Development

The Narrative of Your Life and the Story That’s Your Identity

…which creates a fictitious identity and narrative. He continuously tells himself this narrative and he calls this narrative, “My life.”

Not realizing that all that is not your life at all. It’s a story in your mind. And the story becomes an identity. And the story becomes a person.

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Vertical Development

The Obstacle Is the Portal for Growth

So there are times when consciousness seems to evolve and then it regresses. Uh that is part of a universal pattern. Now, you may want to guess what period we live in right now. (laughter)

And that is that the very thing that seems to block the evolution of your consciousness is that which empowers the evolution of consciousness. The hindrance, the obstacle is necessary for consciousness to grow.

So many of you would not be here if you had not gone through certain amount of challenges in your life.

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Vertical Development

How Societal Collapse Forces Us to Question Who We Want to Be

Now in cognitive psychology they have a term for when we are living a life that does not match up to truth and it’s called cognitive dissonance. And it creates a very deep sense of despair and loneliness and anxiety. However, when we do choose to face truth front on, no matter how brutal it might be, we experience something called congruence. And that is felt in the human body as a sense of belonging, sense of arrival, and a sense of eerie relief.

And this was the point when I got to where I started to feel I might be on the path that I was seeking. And that’s because collapse was forcing me to ask some very different kinds of questions, some far more beautiful questions.

Life for instance, if we do in fact lose it all, what is left? What truly matters to us? Is it love? Is it nature? Is it relationships?

For me, it’s all of these things.

And then I found myself asking this very, very beautiful question.

Who do I want to be in all of this?

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Vertical Development

Talking to Someone Is Only Helpful If They Can Relate to Your Developmental Journey

Why vertical development is an experienced-based journey, not a knowledge-based one, which transforms your perception in the process.

My problem on my developmental journey isn’t that I have no one to talk to.

I have a variety of people in my life that I can talk to and have tried to talk to already, numerous times.

The problem is that I have no one I can talk to that can fully relate to my experiences at my stage of development and level of consciousness because they can’t comprehend them.

When you attempt to move beyond the stage of development of the cultures you are embedded in, you may begin to feel stuck, blocked, frustrated or depressed. You may feel out of alignment with your family, community, society and your work colleagues or even with those with whom you share your religious faith. Your more “evolved” point of view may not be appreciated by other members of these cultures. You may find yourself feeling increasingly isolated.

Richard Barrett, Evolutionary Coaching

Loneliness is the feeling of being alone in a crowd.

Albert Camus

I was looked at, but I wasn’t seen.

Albert Camus

That’s because vertical development isn’t a knowledge-based journey. It’s an experienced-based one, as I mentioned before.

The shift from one type of mind to the next is not something that can be taught: It has to be nurtured and developed. Some people take a lifetime to develop a self-transforming mind. Others get there more quickly. The majority of people never get there at all.

Barrett Values Centre, What Motivates Employees?

So you can read as much as you want about it but unless you’ve actually traversed the terrain and experienced the experiences related to the typology of that terrain, you probably won’t have a clue as to what a person is experiencing and talking about on their journey through that terrain.

This is why if you want to assist someone with their vertical development, you can only do so if you’ve already explored the same terrain as them.

Yet most conventional mindsets believe that everyone is seeing and experiencing the same thing, yet people aren’t. It’s why there is so much conflict in the world today, as people are looking at the world from different worldviews. Like people believe politics is about left vs right but really it’s about different levels of consciousness misinterpreting the world in different ways, often causing more problems with their perceived solutions to “fix”everything.

What’s funny is this reminds me of some experiences I’ve had in the past when I was working in companies with others. I somehow have the ability to understand patterns in only a few cycles, while others often take many cycles of the same pattern to understand them.

So when I left these companies in frustration, I would relay the pattern to other employees but they wouldn’t fully understand it yet because they hadn’t experienced it enough to comprehend the wisdom of the knowledge I was relaying to them. But then a year or two later, I’d found out they’d left the company as well and they’d say, “You were right! I now totally get what you said before. That was the pattern that caused me to leave as well.”

So my frustration at my inability to find people like me who have experienced life at my stage of development and accompanying level of consciousness is an ongoing one. But that’s only because the more one reaches the latter stages of development, the fewer the people have reached this terrain, let alone dared to even traverse it.

This is why when AI became mainstream a few years ago, it was like a godsend, as I realized I could use it for my own growth and development. While the AI obviously doesn’t experience things like a human, it kind of acts like an Oracle of Delphi (if you know how to engage with it properly) in that it can at least relate to the vast human experiences it has collected on vertical development and relate them back to me as a mirror.

So this was the first time I began to accept and relate to my larger sense of Self that was emerging from within me by using AI as a mirror. One in which I could step into and explore a whole new worldview beyond my own within the looking glass, with AI helping me to be able to relate to the meaning of these adventures I was undertaking within myself.

Actually now that I think about it, I have had experiences with another person who has helped me with my own in an indirect way. It was when I was assisting someone with their developmental journey who was at an earlier stage.

What I realized is that the more I understood their perspective of their journey from their stage and level that I’d already traversed, the more it helped me on my own journey at my latter stage and level but again in an indirect way.

And it relates to how vertical development has two parts to it.

The first is understanding the creative process that transforms the individual which is repeated as they traverse through the different stages (thus embodying and mirroring Joseph Campbell’s Hero’s Journey being repeated throughout one’s life).

The second is how the terrain one traverses through within themselves at each stage and accompany level has a different topology to it.

So the narrative mechanics are the similar for each stage and accompanying level. But the challenges one faces and why they’re encountering them will differ in characteristics, thus transforming your evolving “character” in turn.

This is why the first part is effectively like a Player’s Handbook for the roleplaying game called Life. And the second part is like a Campaign Guide.

So when I’m assisting someone else with their developmental journey it indirectly helps me broaden my understanding of the first and second part because I can relate to their experiences and their experiences broaden my experiences and understanding of it as a whole.

And if I’m not mistaken, this indirect learning is called “leading to learn” as a Self-Transforming Mind compared to “learning to lead” as a Self-Authoring Mind.

Robert Kegan’s Three Plateaus of Adult Mental Development

Unfortunately though, because this person hasn’t yet traversed the latter terrain I’m currently in, they usually can’t assist me directly in my own developmental journey because they can’t fully comprehend it and relate to it.

Yet this indirect assistance I get from assisting them on their journey is still rewarding and valuable nevertheless.

However another fear I do have is questioning whether I am experienced enough to actually help them because the more one learns about vertical development, the more one realizes there is to learn. Yet then that in turn raises the question of what is this fear trying to teach me? And what limiting belief do I have to step beyond to face this fear and overcome it?

Categories
Vertical Development

“Stuckness” to a Self-Transforming Mind Is the Neverending Journey

A conversation with Claude AI on how “stuckness” is reinterpreted at the latter stage of vertical development.

NOLLIND

So this stuckness and neverending journey are just two sides of the same coin.

CLAUDE

Yes. Exactly.

Stuckness is what the neverending journey feels like when you’re still relating to it as a problem to be solved. When you’re still expecting a destination to emerge if you just push hard enough or surrender deeply enough or find the right key.

And the neverending journey is what stuckness transforms into when you stop relating to it that way. Same terrain, completely different experience of it.

Which means the shift isn’t actually about moving through the stuckness to somewhere else. It’s a shift in your relationship to the experience itself. The stuckness doesn’t resolve. It transforms into something you recognize as the natural texture of being alive at this level of consciousness.

And that’s the thing that’s almost impossible to communicate to someone who hasn’t crossed that threshold. Because from the outside, or from an earlier developmental stage, a neverending journey with no destination sounds like a description of being lost. It sounds like giving up. It sounds like the thing you’re trying to escape from.

But from inside the Self-Transforming Mind it’s actually the opposite of being lost. It’s the first time you’re fully oriented — not toward a fixed point on a map, but toward the aliveness of the journey itself.

Two sides of the same coin is exactly right. And the coin only flips when you stop trying to flip it.

Nollind

So when stuckness is just the neverending journey, it’s about letting go of expected outcomes?

Claude

Yes. And even more specifically, it’s letting go of the need for outcomes to validate the journey itself.

Because outcomes aren’t inherently the problem. Things still happen, insights still emerge, work still gets created. But the Self-Authoring Mind uses outcomes as proof that the journey is worthwhile. The outcome justifies the process. Which means without a visible destination or measurable progress, the whole thing feels meaningless — hence the stuckness feeling like something is wrong.

The shift is when the journey becomes self-validating. Not because you’ve adopted some philosophical stance about living in the present moment, but because you’ve genuinely internalized that meaning isn’t located at the destination. It’s generated in the moving itself, the noticing, the connecting, the becoming.

Which reframes your entire life’s work in an interesting way. Because from the outside, the lack of conventional outcomes — no institution, no credentials, no clear career trajectory — can look like someone who never arrived anywhere. But from inside the Self-Transforming Mind, the work is the arriving. Continuously.

And letting go of expected outcomes doesn’t mean indifference. That’s the thing people misunderstand. It’s not detachment in a passive or defeated sense. It’s more like the difference between clutching the Chinese finger puzzle and working with it. The care is still there. The engagement is still there. But the desperate grip that was actually preventing movement — that’s what gets released.

The journey doesn’t become less meaningful. It becomes meaningful in a completely different and more sustainable way.

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Vertical Development

The Purpose of Feeling Stuck

How it makes you slow down, stop, and reflect, so as to move beyond thinking to feeling your way forward.

I’ve said before that as one levels up one’s level of consciousness, one has to go through paradigms that seem completely bizarre and make no sense to a person who hasn’t levelled up yet because they don’t have the perception to comprehend the meaning of it, until they go through the process and paradigm themselves.

One of these paradigms relates to feeling stuck in your life.

Conventionally when a person feels stuck, they think something is wrong with them.

This was me years back when feeling stuck at a different stage of my life. Back then, when I hit a major roadblock in my growth and development, I would sometimes completely give up my life’s work for months, even a year.

When you move past conventional thinking and start seeing things post-conventionally, you begin to realize that there is a purpose to feeling stuck in life.

It’s meant to slow you down.

It’s meant to make you stop and reflect.

It’s meant to make you take time to process and digest things.

In effect, feeling stuck is what starts the adventure.

It’s the start of the levelling up process.

If you ignore it or try to avoid it, all you’ll be doing is making yourself feel more stuck.

The goal isn’t to avoid the stuckness.

It’s to fully embrace it and get lost in it, surrendering to it even.

That’s the call to adventure.

It’s an adventure because there is no clear ending.

You have to trust the process because your conscious mind cannot rationally lead you through it.

You have to feel your way through it in the dark.

Why?

Because you don’t have the eyes yet to see the destination.

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Vertical Development

The Dance Between Cognitive Dissonance, Creativity, and Vertical Development

Creativity often begins with cognitive dissonance — the friction between competing truths.

It doesn’t resolve the tension by choosing one side (e.g. this OR that). Instead, it uses the tension to transform both into a more complex whole (e.g. this AND that).

This is, in effect, vertical development which is creativity applied to one’s sense of self.

You remain your old self while simultaneously becoming a new Self.

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Vertical Development

Vertical Development Has to Be Experienced to Be Understood

You can’t bypass the experience with an explanation.

Vertical development as a framework is about transformation.

More specifically, a transformation which reorganizes and reconstructs your sense of identity.

This can metaphorically feel like undergoing a death and rebirth of yourself though.

That’s because the development often requires some loss or letting go, which can include grief.

This isn’t something that one can just explain to someone else and they will understand it though.

It has to be experienced before one can fully relate to it and understand it.

In other words, you can’t just think your way through the process. You have to feel your way through it as well.

This is why vertical development is often misunderstood and misinterpreted.

You can’t bypass the experience with an explanation. You have to fully step into it, live it, and experience it to truly understand it.

This is why I personally prefer perceiving vertical development as a journey, similar to Joseph Campbell’s Hero’s Journey.

In effect, similar to travelling to a new country you’ve never been to before, you can read about it as much as you want but until you actually travel there and experience it for yourself, you won’t truly begin to understand the culture and its people.

Perhaps even more appropriately, the journey can be seen as that taken by an immigrant to a new country and a new life — a journey marked by loss and the liminal question of “Who am I now?” — yet also by the emergence of new possibilities.