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.