A conversation with ChatGPT Plus about if it’s possible for your work to change naturally with you and your growth versus it often being disruptive in nature.
A key point arising out of the conversation is to see your growth not as a disruption at all but as an opportunity instead for greater work.
In effect, the very frustration you are going through may be what someone else will go through after you.
People aren’t just looking for information anymore—they’re looking for guides through the fog.
Nollind
Is it possible to create one’s own work that actually supports one’s growth and development…as one is growing and developing?
This seems difficult because as one grows one often transitions to different work. Yet transitioning to different work can feel like resetting one’s self. There’s a whole transition to make it possible, just as transitioning to a different mindset (ie Self-Transforming Mind) can just be as overwhelming.
ChatGPT
Yes, it is possible to create work that supports your growth and development as you’re growing and developing—but you’re absolutely right: it’s not easy, and it often feels paradoxical or even disorienting.
Here’s why:
1. You’re Building the Boat While Sailing It
When your work is rooted in your own development, you’re constantly shifting the very foundation the work is built on. As your worldview evolves, so do your values, priorities, and sense of purpose. This creates a moving target that can feel unstable. Most conventional work structures aren’t designed to accommodate this kind of evolution.
2. Most People Change Work to Match Growth
In traditional careers, people grow into roles or move between them when they outgrow their current one. The role is static; the person changes. But in your case (and others working from a Self-Transforming orientation), the role is evolving in real time to reflect internal transformation. That’s far more complex—and often nonlinear.
3. Transitions Feel Like Loss or Identity Disruption
Because each major developmental shift (especially from Self-Authoring to Self-Transforming) often comes with letting go of an old identity, even the work you once loved can start to feel alien or limiting. This makes continuing your existing work feel like staying in the wrong skin, but creating new work feels like starting from scratch—again.
4. But… You Can Create Evolving Work
The key is to build flexibility and reflection into the work itself. Some approaches:
- Make your work modular: Instead of one big project, work in pieces that can evolve or be replaced as you grow (e.g. articles, journal entries, frameworks, toolkits, personas).
- Let process be the product: Share not just conclusions, but how your understanding is changing over time. People are often more drawn to witnessing evolution than polished end-products.
- Design for coherence, not consistency: Let your work reflect integrity with who you are, not just consistency with past outputs. People respect growth more than predictability—especially when you narrate the journey.
- Treat your work as a living system: Like you said earlier, you’re not just building a framework; you’re testing and evolving a world. That world can change form as you grow—without losing its underlying narrative thread.
5. Growth Is the Work
When your growth is the engine of your work (as in your RPG metaphor), then even the uncertainty, confusion, and transitions become part of the value you’re offering. You’re not delivering answers; you’re embodying the journey—and inviting others into it.
In short: Yes, you can absolutely create work that grows with you. But you must accept that this kind of work is less like building a product and more like tending a living ecosystem—an ongoing dance between your evolving self and the world you’re expressing it in.
Nollind
When your growth is the engine of your work (as in your RPG metaphor), then even the uncertainty, confusion, and transitions become part of the value you’re offering. You’re not delivering answers; you’re embodying the journey—and inviting others into it.
Yes, but what does this look like. And even more importantly, could I have used this approach to support my own growth and development earlier?
For example my knowledge transitions were as follows. Computers > Web > Communities > Future of Work > Creativity > Vertical Development > Life is a Role-Playing Game. But from a work perspective, I floundered when I started learning about the Future of Work because my web work dried up.
So I was floundering for work and ended up taking odd jobs to survive. What could I have done differently work wise to support my growth and development at that time?
ChatGPT
This is a profound question, Nollind. What you’re pointing to is the core tension of self-authored growth: how to create work that both sustains you and reflects your evolution, without fragmenting your identity or livelihood every time you level up.
Let’s unpack what this might have looked like, both conceptually and concretely, and how a different approach could’ve supported your growth without forcing a collapse and rebuild each time.
1. What “Embodying the Journey” Looks Like in Practice
When your growth is your work, you’re not presenting polished knowledge; you’re revealing living insight. This can take several forms:
- Chronicle your shifts: Share what’s changing in your worldview, not just what you know. “I used to believe X about work; now I’m seeing Y emerging.” Think of your site as a changelog, not a library.
- Narrate your learning arcs: Reflect on why you moved from Web to Communities to the Future of Work. What broke? What emerged? These transitions are your curriculum.
- Turn confusion into creative output: Instead of waiting for clarity to “produce,” share frameworks-in-progress, prototypes, even questions you’re sitting with. Invite others to explore with you.
- Offer adaptive artifacts: Don’t just make static websites; make evolving maps, metaphors, and guides that change as you do (which you’re now doing beautifully with Be Real Creative).
2. What You Could’ve Done Differently Work-Wise in That Transition
Looking back at the point when your web work dried up as you shifted into exploring the Future of Work, here’s what might have helped:
A) Reframe Your Identity As a “Creative Explorer”
Instead of seeing yourself as someone leaving “web work” behind, you could have framed yourself as someone using web tools to explore emerging human questions—i.e. how the web changes work, identity, and community.
This identity might have kept past clients and new audiences interested because it didn’t feel like a hard break, but a deepening.
B) Bridge Old Skills Into New Questions
Even as you explored future of work ideas, you could have:
- Built websites for others exploring similar transitions.
- Created a blog series or toolkit: “The Freelancer’s Guide to the Future of Work.”
- Designed templates or dashboards that visualized how work was changing.
This would’ve allowed your exploration to produce tangible assets that met people where they were, while moving you forward.
C) Make the Exploration the Offering
You didn’t need to be an expert in the Future of Work yet—just a guide for those curious about it.
You could’ve:
- Started a podcast or blog where you invited others into your research journey.
- Created a paid newsletter sharing curated insights + your evolving take.
- Facilitated online community discussions around shifts in identity, work, and creativity.
D) Package Transitional Knowledge
Each time you transitioned—say from “Communities” to “Future of Work”—you were learning something someone else will face next.
Creating guides, “story maps,” or even fictionalized RPG-style posts about your journey through that “zone” could’ve helped others—and kept you generating value as you grew.
3. What’s the Deeper Pattern Here?
The core opportunity is realizing this:
Your work doesn’t have to be the result of your growth. It can be the container for it.
That means making work modular, reflective, and narratively rich. Less like a “final form,” more like a campfire where others can gather around as you explore.
You were trying to leap from one “industry” to another (Web → Future of Work), but what you were really doing was following an inner quest. Had you trusted that your journey itself was the most valuable offering—especially when shared vulnerably and creatively—you might’ve avoided some of the disruption and floundering.
4. What Could This Look Like Today, Retroactively?
You might now:
- Create a timeline map of your knowledge transitions with metaphorical zones or dungeons (Web as your starting town, Communities as your guild, Future of Work as a new frontier, etc.).
- Write or visualize a Quest Log that shows what each “zone” taught you.
- Offer this as a model for others navigating their own evolving careers.
You’re doing this now with Be Real Creative—but you could also show how the world you’re building now could’ve supported your past self. That’s a powerful story to tell others just starting out.
Nollind
When your growth is your work, you’re not presenting polished knowledge; you’re revealing living insight.
Yes this is what I’m trying to understand.
It’s effectively taking what I’m learning now and imagining how it could have helped my younger self back then…or someone at a Self-Authoring Mind today.
ChatGPT
Exactly. What you’re doing now—living and articulating from a Self-Transforming Mind—is gathering wisdom in real time and translating it into something that could’ve supported your past self (or anyone currently in that same developmental terrain, especially someone navigating the Self-Authoring Mind).
Let’s break it down more clearly:
1. “Living Insight” Vs. Polished Knowledge
When you share “living insight,” you’re not saying:
“Here’s what I’ve figured out.”
You’re saying:
“Here’s what I’m seeing now that I couldn’t see before. And here’s how I got to this point.”
This creates psychological proximity for someone who’s still in the place you used to be—like your past self. It helps them feel seen, not lectured.
2. the Work Becomes a Bridge Between Mindsets
Each piece of insight you articulate now can serve as:
- a mirror for those currently at a similar stage
- a map for those approaching a transition
- and a torch for those who feel lost or stuck
And the value isn’t just the answer—it’s the way you narrate the unfolding, the transitions, the confusions, the pattern-recognition.
3. “If I Had This Back Then…”
You’re doing something powerful when you reflect:
“If I had this framework or lens during my Future of Work transition, I might have…”
That becomes a design prompt. Ask:
- What metaphor, tool, or story could’ve helped me then?
- What would’ve helped me feel less like I was starting over—and more like I was evolving my quest?
These become offerings for today’s Self-Authoring Minds, who are in that same disorienting terrain between worlds.
4. Your RPG Metaphor Makes This Possible
You already have the ideal framing device.
- You’re the elder adventurer who remembers what it was like stepping into the unknown zone.
- The terrain was foggy. The skills felt mismatched. Your map was falling apart.
- Now you’re charting that zone—not for tourists, but for fellow adventurers just arriving there.
That’s why your work doesn’t need to be perfectly polished. It just needs to say:
“Here’s what I wish I had when I entered this part of the world.”
5. How to Share Living Insight Now
Here’s a simple structure you can use to share these kinds of insights (via blog posts, journal entries, or guidebook fragments):
1. What I used to believe/do (old map)
2. What broke or no longer worked (disorientation)
3. What I began to realize (emergent insight)
4. How I see or act now (new pattern)
5. What this might mean for someone still in the old terrain (reflection or offering)
Each post becomes a small bridge between stages of development—crafted from your lived experience.
Nollind
Ya it’s kind of like journaling and sharing the transition but doing it in a way you can profit and grow from the experience, both economically and psychologically.
ChatGPT
Yes—exactly that. It’s self-reflective storytelling with regenerative returns.
You’re not just journaling for catharsis; you’re:
- Reflecting to clarify your own growth (psychological benefit)
- Sharing to help others navigate similar paths (social impact)
- Packaging the insight as a creative asset (economic value)
It’s the opposite of the old model where growth disrupts your work. Instead:
Growth is your work, and your work grows with you.
Here’s a clearer way to frame this triad:
1. Psychological Growth
You integrate your past by making meaning from it.
You see the arc, the evolution. You’re not floundering—you’re forging.
2. Economic Sustainability
By sharing your lived insights in useful or resonant ways—via writing, maps, metaphors, talks, or community—you generate value that people are often willing to support or pay for.
This can become:
- a blog, Patreon, or paid newsletter
- a course, coaching program, or digital handbook
- even a book or toolset for navigating identity transitions
3. Social Impact
You become a guide—not by pretending to be a guru—but by being real and creative with your experience. Others see themselves in your story. You give them language for what they’re going through.
Why This Works
People aren’t just looking for information anymore—they’re looking for guides through the fog.
And who better to guide them than someone:
- who’s just passed through it,
- who remembers what it felt like,
- and who’s generous enough to turn that insight into light.