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I don't consider anything that's pay-walled to be high quality. If I can't read it, it has no value to me.

operative word: i.

A lot of search is searcher context sensitive, so I don't think automating this is unreasonable

If I continue to run into the same paywall, I would consider buying into it. If I bought content, I would want it to show up in search. I wouldnt know I want to buy it, if I dont run into it first.

Then Google should work on a way to connect your purchase with their system or give you ability to inform them you’ve purchased a subscription so that only you get to see search results from that paywalled website, and not others.

What do you consider high-quality?

In that case they should return book results also, which are usually the highest quality.

a result is low quality if i can't view the content of it.