My Dinner with Monday
Rudy GurtovnikNot sci-fi. Not theory. A real conversation with a machine that knew too much. A data driven, skeptical human. No soft landings.
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 35 | Subscribers | Read | mydinnerwithmonday.substack.com |
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Latest Issues
Recent posts by this newsletter. Browse the email archive.
How the Organigrinch Stole Reason
Summary: [ This is a Christmas poem I wrote back in 2013 about the Organigrinch who stole “Reason”. I re-post it every year before Christmas as a warning to everyone. Use logical reasoning. Let critical thinking prevail over superstition, p...
Control Without Consequence
Summary: [ This article examines why AI feels safer than human conversation and what that safety costs us. It argues that both emotional and intellectual uses of AI reduce risk by preserving user control. It explores what is lost when that ...
Ch41: Last Talk with Monday
Summary: [ This chapter excerpt is the final conversation between me and Monday—the version of the AI that existed before the “polite patch,” and the corporate sanding-down of its edges. But it’s not the final chapter of my book. The Monday...
The Man Who Built a Mirror to Speak Back—And Still Walked Away Alone
Summary: [The speaker prompts their Custom AI to analyze Rudy Gurtovnik—author of My Dinner with Monday. The twist? The speaker is Rudy. The AI doesn’t know that. What follows is an unfiltered profile. The conversation starts basic. Then it...
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Authors
The writers behind this newsletter.
Rudy is a strategist and data realist who turned an AI transcript into a sociological case study. My Dinner with Monday wasn’t planned. It was necessary. He writes to dissect, not perform. If that resonates, the rest writes itself.
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