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I think you might be over-complicating the issue. Here's what I do.
Select a font from one of the free font sites. Make sure you get all four versions of it:
Regular, Italic, Bold, Bold Italic.
Put these into the font file on your kindle.
Then any books which are in azw3 will enable you to select this font. The reason for having all four types is for instances when a book uses italic etc font in a passage or word.
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