A.I. Freeman

A.I. Freeman

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A.I. Freeman
A.I. Freeman
Writing Your ESTP Entrepreneur
Writing & AI

Writing Your ESTP Entrepreneur

With a sample story: The Tortoise and the Hare as told by an ESTP

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A.I. Freeman
Jun 03, 2025
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A.I. Freeman
A.I. Freeman
Writing Your ESTP Entrepreneur
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This is an experiment in point of view and character voice. In this series I’ll be using MBTI (Myers-Briggs Type Indicator)—to explore how they shape the way a character tells their own story.

  • For writers, it’s a tool to sharpen your characters voices and deepen uniqueness.

  • For AI users, it’s a way to refine prompts and narrative tone… to make your AI-generated prose feel more human.

  • For readers, it’s a way to explore MBTI types in action, and reflect on how perspective changes everything—even in a familiar fable.

Let’s find out what happens when a classic tale gets filtered through a new lens.

🐢 The Original Fable: The Tortoise and the Hare

A hare made fun of a tortoise for being so slow. The tortoise challenged the hare to a race. Amused, the hare agreed and sprinted ahead, confident of winning. Halfway through, he grew bored and decided to nap. The tortoise, moving slowly and steadily, passed the sleeping hare and crossed the finish line just as the hare awoke and dashed forward. Moral: Slow and steady wins the race.


📝 Retelling: The Hare as an ESTP

He challenged me, and I grinned. Finally—something was happening.

You ever spend a whole week surrounded by slow-talkers, rule-followers, and people who think small? That tortoise wasn’t just slow—he was a walking yawn.

So yeah, I said yes. Not because I had anything to prove. But because I wanted to feel something.

The crowd gathered. I stretched like I was getting ready for a championship fight. Gotta keep ‘em entertained. Gotta keep me entertained.

The start was a blur—wind in my ears, dirt kicking up behind me. I ran because it felt good. Because I could.

Halfway there, I stopped. Not out of arrogance—out of boredom. I’d already won. Everyone knew it. Even the tortoise. I figured I’d nap. Add a little suspense. Make the finish more fun.

And when I woke up?

Crickets.

Dust.

And that slow, steady shell crossing the line.

I laughed. Not bitter. Not angry. Just—damn. He did it.

And me? I played around and lost a sure thing.

Lesson learned? Maybe.

Will I slow down next time? Doubt it.

But I’ll think twice before underestimating someone with nothing to lose and nowhere else to be.


Compare this story with other types:

ENFJ | ENFP | ENTJ | ENTP | ESFJ | ESFP | ESTJ | ESTP | INFJ | INFP | INTJ | INTP | ISFJ | ISFP | ISTJ | ISTP


📚 If You’re Enjoying These Fable Retellings…

You might love my speculative short story collections under the Echoes of Aesop series.

Each book takes one of Aesop’s ancient fables and explores its themes through original speculative fiction—experience these timeless stories from the viewpoint of mermaids, vampires, ghosts, and aliens while they struggle to survive in settings that include desert caravans, space stations, haunted mansions and alternate realities.

Available now on Amazon.


💡 MBTI Lens: ESTP – The Daredevil

Commonly called “The Entrepreneur,” “The Dynamo,” or “The Persuader,” ESTPs are thrill-seeking realists who live in the fast lane of the present. Bold, clever, and sharp-eyed, they thrive on momentum and hate waiting. Their voice is punchy, persuasive, and often tinged with mischief. They act first, improvise second, and explain later.

  • Core Traits: Bold, action-driven, competitive, thrill-seeking, adaptable

Additional writing prompts, including AI prompts, are available for paid subscribers:

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