What It Really Means To Have It All
- Deidre Dattoli

- 4 days ago
- 3 min read
“Can I really have it all?” This is one of the first moments of resistance we come up against when we allow ourselves to awaken our dreams. We set ourselves ambitious goals that set our souls alight, but then logic kicks in and tries to force us back toward what is comfortable.
This is even more prominent when our idea of “having it all” doesn’t align with the current cultural zeitgeist.
One day, having it all looks like Ferraris, a Rolex, and a penthouse.
The next day, the goal has shifted to secluded off-grid living– the slow life while still earning a 6-figure income.
So how is anyone expected to have it all when “all” keeps changing?
The idea of having it all is, at its core, deeply misunderstood. Not because it is untrue, but because many have been chasing a version of “all” that was never truly theirs to begin with.
For some, the pursuit is still in motion. Working harder, achieving more, yet the finish line keeps shifting.

For others, the destination has been reached. The role, the business, the recognition are all there, yet something feels quietly off.
And for many, even with coaching and development, the same ceiling keeps appearing in different forms.
The question beneath it all is simple and confronting. Whose version of “all” are you building?
Most of us did not consciously define success. It was shaped early by what we saw, what we were praised for, and what our environments rewarded. Over time, we became highly capable at achieving outcomes we never stopped to question. The effort was never the issue. The direction was.
The version of “all” many have been sold is built on addition.
More output, more responsibility, more recognition.
Yet it rarely accounts for the person underneath the performance.
Pushing harder towards something that is not fully aligned does not create fulfilment. It creates a life that looks successful but feels disconnected.
Having it all is not about accumulating more. It is about returning to yourself.
There was a time in my own journey where this became impossible to ignore. After leaving corporate, I moved into leadership training. It was structured, credible, and made sense on paper. I was good at it, and it worked. But it never felt like mine. What I was truly drawn to was deeper work. Conversations that changed how people saw themselves. Work that felt more intuitive, more human, and harder to define.
So I stayed with what felt safe.
I built towards a version of success that was easy to explain, while quietly setting aside what I actually felt called to do. And even as things were working, there was a sense that something was missing. The shift came when I stopped building what I thought I should and started honouring what felt true. It was not immediate, and it was not without discomfort. But the work began to feel like mine, and that changed everything.
This is the part often overlooked. You do not arrive at your true nature. You return to it.
It has always been there, beneath expectations, roles, and the versions of yourself shaped to meet external demands. When you begin to lead from that place, the external circumstances may not dramatically change, but your experience of them does. Work feels different. Decisions feel clearer. Success feels more like yours.
Having it all requires a different kind of courage. It asks you to define success on your own terms. To be honest about what you have set aside. To create space to listen before you act. It is not about dismantling what you have built, but about recalibrating who is doing the building.
You do not need more of everything. You need more of yourself in everything.
And it begins with a question worth sitting with.
Whose version of “all” are you living, and what would it look like to finally make it your own?
If you would like to spend a session mapping out what having it all really looks like for you, then I have a few coaching spots available for leaders looking to embrace the next level in their life and leadership. Send me a message to start the conversation.




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