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For the most part, I will use the latest CSS supported by my devices for ebooks for my own use. After all, if I see any issues, working around them is a great learning experience and annoys no one other than me.
When I am working on ebooks for others which for the most part are intended to be published via KDP, I tend towards a simpler approach that will work on multiple devices without needing to get into the wonderful world of media queries and will not trigger errors during the conversion process. This at times has also been a learning experience since KDP's documentation and reality often do not have a one to one congruence.
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