21 Attempts Later: How ChatGPT and I Found the Answer Together


We talk about AI as if it’s magic.
Ask a question. Get an answer. Move on.

What we don’t talk about enough is what really happens when the answer doesn’t come easily.

This week, I learned that the hard way.

What looked simple on paper turned into 21 failed attempts, each one slightly different, each one confidently wrong. ChatGPT responded every time — clearly, logically, persuasively. And every time, something didn’t work.

That’s when I realised the first uncomfortable truth:

AI can sound right long before it is right.


The early illusion

The first few attempts were deceptive.

The responses were structured.
The explanations were neat.
Some even ended with words like “success”.

And yet… nothing actually happened.

Acknowledgement masqueraded as execution.
That illusion alone can waste hours if you’re not careful.


When confidence became the problem

By attempt seven or eight, both of us — ChatGPT and I — were confident.

The logic seemed airtight.
The fixes were small.
We were “almost there.”

That phrase — almost there — is dangerous.

Because it convinces you not to question your assumptions deeply enough.

The conversation changed

Somewhere around attempt eleven, I stopped asking ChatGPT what to do.

Instead, I started telling it what was wrong.

“This assumption doesn’t hold.”
“This part works; this doesn’t.”
“Let’s isolate just this behaviour.”

ChatGPT changed with me.

The answers slowed down.
The certainty softened.
The reasoning became cautious — collaborative.

That’s when it stopped feeling like a tool and started behaving like a thinking partner.


The humility phase

There was a stretch where neither of us rushed.

No clever shortcuts.
No sweeping rewrites.
Just deliberate, line-by-line progress.

I stopped expecting brilliance.
ChatGPT stopped pretending certainty.

Ironically, that’s when progress accelerated.


Attempt twenty-one

The final attempt didn’t announce itself.

No drama.
No celebration.

It simply worked.

And in that quiet moment, something became clear:

Success is often silent.
Failure is loud.

What this taught me about AI

ChatGPT didn’t replace thinking.
It demanded better thinking.

Weak prompts produced confident mistakes.
Better prompts invited reasoning.
Persistent correction reshaped responses in real time.

The miracle wasn’t AI.

The miracle was staying in the conversation.


The real takeaway

This wasn’t man versus machine.
And it wasn’t man commanding machine.

It was a convergence — through frustration, feedback, and patience.

Human intuition corrected AI assumptions.
AI pattern recognition sharpened human thinking.

Twenty-one failures later, the result wasn’t just success.

It was earned clarity.

Final thought:
The future won’t belong to people who use AI.
It will belong to those who can persist with it, long enough for understanding to emerge.

Because intelligence — human or artificial — means nothing without perseverance.