Personally when I saw the first post I immediately thought to a Kobo and nothing else occurred to me. Then the Pocketbook came to mind but not the Tolino. It was not intentional, I certainly have nothing against the Tolino that I have never had and I have followed very little on the forum so I cannot speak ill of something I don't know.
Instead, I looked at the forum on the Pocketbook because I had the curiosity of the Inkpad X, even if I didn't do anything about it and I will wait for something with colours with the big screen.
I can recommend the Kobo because it adapts very well to the needs of the OP: excellent interaction with calibre, high configurability and not too expensive price given the offer on the Clara.
It's true, you can't put the Kindle app in it but personally, having a Kindle ereader, I don't miss it, maybe that's why I didn't think of it: I notice that even the OP already has a Kindle, of course I don't know if he thinks the same way.
I also feel the need to edit badly formatted books (i.e. almost all of them) so when I buy a book - everywhere - or download one in the public domain, then I have my copy in Epub formatted properly: another reason why I didn't come to mind that a Kindle app or of any other vendor may be useful. Note that OP specified that most of his books came from outside the Amazon store so it means that he has no trouble in converting books.
But all considerations are personal, of course: if I recommend a Kobo, based on my experience, I don't mean that the rest sucks.
For example I own a Paperwhite and it is an excellent device, but if the calibre integration is important this is a weakness of it because You have only a very basic treatment of metadata: Author, title, cover and stop. And no collection available.
At the end I am convinced of what I have written and I think that he will be happy with Clara.
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