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Originally Posted by Reader Paradice
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I thought this had to do with the way the book was formatted or the font. I had this hit 'n miss experience also, but only with certain books. I only had this so far with free books like from Gutenberg, etc, but not from Kobo themselves.
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I did a search online after my testing above of both side-loaded and Kobo bought brought negative results for me in night mode. It seems you're probably right about it being about the individual book's formatting which affects whether the book can be read in night mode. A poster on the goodereader forum posted a FAQ/Hints post about the Vox mentioned this very issue saying it depends on the book whether night mode will work properly.
To double check I went back and checked a book I had read in night mode and a couple of others and they all three worked perfectly fine while the one's I tried this afternoon still don't. It's also doesn't seem to matter whether or not the book is side-loaded as two of those I was able to read were imported to my Kobo not kepubs while two that didn't (and still don't) work in night mode were kepubs.