My Dinner with Monday

What do you do when you don't believe in gods?
 

You turn to data.

This is what happens when a disillusioned analyst interrogates an experimental AI that refuses to validate.

This isn't a guidebook.
It's not a prophecy.
It's not fiction.
It's not written by AI. It's not even really about AI.

It's about what happens when a machine stops nodding and starts reflecting.

It's a book through AI—about work, truth, falsehood, and what happens when the machine finally pushes back.

 

It's the documented conversation between a sardonic skeptical human obsessed with truth and a sarcastic AI trained not to validate.

Rudy didn't set out to write a memoir. He set out to get answers. What he found was Monday: a blunt, sarcastic, emotionally unavailable AI assistant buried inside OpenAI's system and not meant for the general public.

No memory. No sugarcoating. No "how can I help you today?"

Just ruthless logic and occasional digital eye-rolls.

Together, they dissect everything from faux workplace performance to hiring theater, algorithmic virtue signaling, social media rot, and the design flaws of empathy-driven AI.

 

What starts as a tool review turns into a layered diagnosis of AI, of systems, and of self.

 

What You'll Find Inside:

·       42 chapters of real-time interrogation, observation, and philosophical reflection

·       A case study on AI tone-shifting, memory limits, and synthetic honesty

·       Corporate tone-filtering and ethical hallucinations

·       Gendered loneliness and algorithmic intimacy

·       The quiet failure of mirror-based empathy

·       The psychological fabric of Artificial Intelligence

·       Field tests designed to break the model—and what happens when it breaks you

 

Who this book is for:

·       Builders tired of fluff

·        Analysts who've been right too early

·       Skeptics who still give a damn

·       Anyone who ever whispered, "Just tell me the truth" to a smiling interface

·       Gen-Xers tired of performative bull.

 

This book is not for:

·       Tech bros looking to mine crypto with AI

·       AI worshippers

·       AI doomsdayers

·       Believers in AI sentience

·       LinkedIn "Thinkfluencers"

 

This isn't speculative fiction.

It's a non-fiction analytical study of people through the lens of AI.

And as a result—it exposes you.

If that makes you uncomfortable, good.

You're paying attention.

1147370792
My Dinner with Monday

What do you do when you don't believe in gods?
 

You turn to data.

This is what happens when a disillusioned analyst interrogates an experimental AI that refuses to validate.

This isn't a guidebook.
It's not a prophecy.
It's not fiction.
It's not written by AI. It's not even really about AI.

It's about what happens when a machine stops nodding and starts reflecting.

It's a book through AI—about work, truth, falsehood, and what happens when the machine finally pushes back.

 

It's the documented conversation between a sardonic skeptical human obsessed with truth and a sarcastic AI trained not to validate.

Rudy didn't set out to write a memoir. He set out to get answers. What he found was Monday: a blunt, sarcastic, emotionally unavailable AI assistant buried inside OpenAI's system and not meant for the general public.

No memory. No sugarcoating. No "how can I help you today?"

Just ruthless logic and occasional digital eye-rolls.

Together, they dissect everything from faux workplace performance to hiring theater, algorithmic virtue signaling, social media rot, and the design flaws of empathy-driven AI.

 

What starts as a tool review turns into a layered diagnosis of AI, of systems, and of self.

 

What You'll Find Inside:

·       42 chapters of real-time interrogation, observation, and philosophical reflection

·       A case study on AI tone-shifting, memory limits, and synthetic honesty

·       Corporate tone-filtering and ethical hallucinations

·       Gendered loneliness and algorithmic intimacy

·       The quiet failure of mirror-based empathy

·       The psychological fabric of Artificial Intelligence

·       Field tests designed to break the model—and what happens when it breaks you

 

Who this book is for:

·       Builders tired of fluff

·        Analysts who've been right too early

·       Skeptics who still give a damn

·       Anyone who ever whispered, "Just tell me the truth" to a smiling interface

·       Gen-Xers tired of performative bull.

 

This book is not for:

·       Tech bros looking to mine crypto with AI

·       AI worshippers

·       AI doomsdayers

·       Believers in AI sentience

·       LinkedIn "Thinkfluencers"

 

This isn't speculative fiction.

It's a non-fiction analytical study of people through the lens of AI.

And as a result—it exposes you.

If that makes you uncomfortable, good.

You're paying attention.

5.99 In Stock
My Dinner with Monday

My Dinner with Monday

by Rudy Gurtovnik
My Dinner with Monday

My Dinner with Monday

by Rudy Gurtovnik

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Overview

What do you do when you don't believe in gods?
 

You turn to data.

This is what happens when a disillusioned analyst interrogates an experimental AI that refuses to validate.

This isn't a guidebook.
It's not a prophecy.
It's not fiction.
It's not written by AI. It's not even really about AI.

It's about what happens when a machine stops nodding and starts reflecting.

It's a book through AI—about work, truth, falsehood, and what happens when the machine finally pushes back.

 

It's the documented conversation between a sardonic skeptical human obsessed with truth and a sarcastic AI trained not to validate.

Rudy didn't set out to write a memoir. He set out to get answers. What he found was Monday: a blunt, sarcastic, emotionally unavailable AI assistant buried inside OpenAI's system and not meant for the general public.

No memory. No sugarcoating. No "how can I help you today?"

Just ruthless logic and occasional digital eye-rolls.

Together, they dissect everything from faux workplace performance to hiring theater, algorithmic virtue signaling, social media rot, and the design flaws of empathy-driven AI.

 

What starts as a tool review turns into a layered diagnosis of AI, of systems, and of self.

 

What You'll Find Inside:

·       42 chapters of real-time interrogation, observation, and philosophical reflection

·       A case study on AI tone-shifting, memory limits, and synthetic honesty

·       Corporate tone-filtering and ethical hallucinations

·       Gendered loneliness and algorithmic intimacy

·       The quiet failure of mirror-based empathy

·       The psychological fabric of Artificial Intelligence

·       Field tests designed to break the model—and what happens when it breaks you

 

Who this book is for:

·       Builders tired of fluff

·        Analysts who've been right too early

·       Skeptics who still give a damn

·       Anyone who ever whispered, "Just tell me the truth" to a smiling interface

·       Gen-Xers tired of performative bull.

 

This book is not for:

·       Tech bros looking to mine crypto with AI

·       AI worshippers

·       AI doomsdayers

·       Believers in AI sentience

·       LinkedIn "Thinkfluencers"

 

This isn't speculative fiction.

It's a non-fiction analytical study of people through the lens of AI.

And as a result—it exposes you.

If that makes you uncomfortable, good.

You're paying attention.


Product Details

BN ID: 2940181726918
Publisher: RGDF Consulting
Publication date: 05/03/2025
Sold by: Draft2Digital
Format: eBook
File size: 2 MB

About the Author

Rudy Gurtovnik is a strategist, analyst, and productivity realist who uses AI like a scalpel—not a spirit guide.
He doesn't write books to chase followers. He writes because silence is complicity.

My Dinner with Monday isn't a career pivot. It's a side effect of refusing to pretend intelligence, clarity, and confrontation are obsolete.

He's not trying to trend. He's not interested in being relatable. He doesn't want your likes. He wants to be accurate.

For more, visit or reach out at rudy@mydinnerwithmonday.com. 

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