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Time spent chatting with a machine is time not spent interacting with people. That is mutually exclusive. Sure, it's not guaranteed that it's displacing time spent interacting with people - it may be displacing time spent dicking around with machines in other ways. Someone might already not be interacting with people. But then this doesn't fix this. If you're talking with ChatGPT instead of messaging people on a dating app, sending out messages on LinkedIn, or chatting on Reddit, you'll get even less social feedback than you do through those today.
The connections could be perfectly well-matched. But the conversion rate depends on things other than that match quality. And those are all the things that you can't practice in front of a screen. If someone fumbles the bag when meeting someone in person for the first time, the only thing that will help them is repetition and practice. It's hard. It's frustrating. It's demoralizing. But it will still be necessary even with "better okcupid."
> Imagine a matchmaker AI that is so smart that it can “intuit” what might work for you that you don’t even realize, based on data
I'm not imagining that here, I'm imagining the "merge our chat GPT conversation history contexts" scenario. A super-human AI could potentially do all sorts of things to help mitigate the lack of practice at live human interaction that today's tools result in. Or it could turn people into wireheads who abandon society altogether. I think we're enough years away from that that to not find it particularly worth addressing. It's not going to make anyone's life better in the immediate future. Practicing will. Talking to ChatGPT instead of getting out there won't.