@sjohnson
I use Word all the time to create my HTML files for Calibre.
If you style your headings with the built-in styles "Heading 1", "Heading 2", etc your output HTML should be translated to
<h1>...</h1> where you used "Heading 1"
<h2>...</h2> where you used "Heading 2" ... and so on
<p class=MsoNormal>...</p> where you used "Normal"
<p>...</p> where you used "Normal(Web)"
You can then reference h1, h2, p and p.MsoNormal in your Calibre Extra CSS during conversion if you need to.
Also make sure you save as Web-filtered to avoid much of the MS excess baggage tags.
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