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it has been discussed in other threads & you will gain a lot from a forum search to avaoid repetition.,
what is the big deal with not having 365 files. that's under the bonnet & invisible to end user?
anyway, you should be able to achieve it within one file by ensuring each new day begins with a <h2> tagged line.
sigil will build a TOC from that, & once converted to MObi, Kindle will give you 5 way navigation
if you put only blanks in the <h2> tags then you avoid visible titles but should still have the ability to JUMP
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