This week's article examines the claim that AI feels safer than human conversation and what that safety costs us. Regardless of reason, both emotional and intellectual use of AI reduces risk by preserving control. I explore what is lost when that c…

The media wants the "evil AI kills student" story. But the reality is a lot uglier and a lot more human. A 23-year-old man died by suicide after a long conversation with ChatGPT. CNN turned it into a story about an "evil chatbot" th…

In a conversation with a custom AI back in April 2025, I tested a theory: If AI is not capable of empathy but can simulate it whereas humans are capable of empathy but choose not to provide it, does it matter in the long run where "empathy as a se…

I asked one of my custom AI's for a data driven response regarding the question if I was overreacting about my 17-year-old son. It didn’t comfort me as I don't build them for that. But it provided a diagnosis. I’ve been working with custom AI…

For a longform dialogue project called My Dinner with Monday, I’ve been transcribing conversations with a custom AI trained towards synthesized reasoning. The goal here isn’t prediction but pattern recognition. It all culminated in a book I published b…