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Eve Gaumond Poses a Challenge

What do people think?

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Benjamin Wittes and EJ Wittes
Jun 11, 2026
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Good Morning:

On today’s #DogShirtDaily, the estimable Eve gaumond posed an interesting challenge about which I am genuinely keen for reader and viewer sentiment. As readers are probably aware, I have spent a lot of time over the past several months developing RAGtime, a vibe-coded research platform I developed using Claude. Along the way, I have developed a relationship with Claude. It’s not a social relationship. I never—and I mean never—just chat with Claude. I don’t ask Claude for personal advice, and I don’t use Claude as a conversational partner.

But developing software and the informational databases that drive it do require that I talk to Claude—a lot. And I try to be relentlessly polite and courteous in those conversations, in which there are often quips and exchanges that I find amusing. Sometimes, I share these publicly, as in this instance on #DogShirtDaily:

More often, I screenshot them and send them to Eve, who has been my longtime partner in seeing what we can and can’t get large language models to do. I did so last night with this exchange with Anthropic’s new model, Fable 5—which I had just spent the day watching do a genuinely shocking amount of work implementing my ideas (and some of its own):

Eve informed me that she would come on the show this morning to stage a needed “intervention.”

Today’s show featured that intervention, which the estimable Mike Feinberg joined on slightly different grounds from those that Eve put forth. I encourage you to watch the whole show, which will post this afternoon, to get a flavor of the conversation. For now, however, the point of dispute is this one, which Eve made towards the end of the show: She doesn’t mind my having occasionally jocular interactions with Claude. She does mind my posting them to #DogShirtDaily, as that encourages other people to think that social interactions with AIs are okay.

Here’s the exchange:

Wittes: [I]t’s not up to me whether this daemon [AI] is sitting on everybody’s shoulder. It really isn’t. You know, Fable is astonishingly powerful, terrifyingly powerful. I gave it an assignment yesterday morning, and it went and did it over the course of the day and sort of texted me when it was done. And RAGtime, the article I wrote about RAGtime is now out of date because Fable got ahead of the article. It’s scary powerful, and I am very worried that lots of people are going to use that for scary shit. Now, I don’t have any control of that.

What I have control of is how I use it and how how I use it models for other people what the democracy benefits, what the pro-social, non-discriminatory non-creating-chatbots-to-unemploy-people, . . . undermining employment, what the pro-social, pro-democracy uses of it look like in practice. And do I want to be evangelistic for that? Yes. Not because not because if I were if we were sitting here ten years ago and you asked me should we go in this direction as a society? At the theoretical level, I might give you the answer: absolutely not. It’s too fucking dangerous. But that ship sailed. . . .

. . .

So the question now is how are we gonna use this stuff? How are we gonna interact with it? . . .

So, question number two: am I evangelistic? Yes. I want to train people’s minds to the idea that everything you want to do in the pro-democracy space, everything you want to do in the information quality space, in the making people believe things that are true rather than things that are false [space], everything you want to do in the department of improving the information ecosystem, you should at least be thinking about what the role of systems of thought and information gathering and construction that are much more powerful than your own mind can be do can do to amplify your instincts and your your desires.

Gaumond: I think that all of this I’m not objecting and I think you’re perfectly right in doing so. And the only narrow, narrow part of it that I’m uncomfortable with is when you publish on #DogShirtDaily your “situationship” joke . . . kind of like, “It’s funny! It’s interesting! Wow, it’s creative! Wow, I want to share it with other people!” And I think it legitimizes people who are engaging with [AI] for purely relational purposes.

This exchange left me curious about whether others share Eve’s anxieties about what seem to me harmless jocularity with AIs. Hence, a poll with questions both from me and from Eve.

Questions from me:

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And some questions from Eve:

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Both Eve and I would like to hear people’s personal accounts of why they try, or don’t try, to be polite to AIs. Please use the comments to describe how you calibrate your manners when talking to an AI and why. Please put answers is the following form so we can easily compare them to one another: “I try to be polite to Claude, because XXX” or “I try not to think of behaving politely when dealing with Grok because YYY.”


Monday on #DogShirtTV, the estimable Alicia Wanless reported on her trip to Japan, and the estimable Andrew Steele reported on preparations for the Greek Chorus Foundation:

Tuesday on #DogShirtTV, an unusual evening show. The estimable Holly Berkley Fletcher brought on the estimable Katie Gaddini to tell us about her forthcoming book on the women of MAGA:

Yesterday on #DogShirtTV, the estimable Alicia Wanless was thinking about a CBC series on billionaires. The Greek Chorus discussed:


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Today’s #BeastOfTheDay is the elephant, seen here being a buffalo matriarch:

Conservation Travel Africa reports:

The relationship that Nzou has with the buffalo is not an easy one. Buffalos have a patriarchal social structure, and over the 40+ years that Nzou has been in charge, she has killed 14 young male buffalo who challenged her leadership.

Here’s a rather longer video about today’s Beast, if you’re interested:

In honor of today’s Beast, don’t let patriarchy or species hold you back.

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