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I don't dare saying anything anymore about the Calibre conversion of Word documents...
However, converting Word to HTML can be cumbersome and you have to sacrifice certain things. Most Word to HTML conversions don't deliver what you want or need. Copying between WYSIWYG programs usually deliver WYSIDNWYW (what you see is definitly not what you want).
If you want to retain the styles, you are almost out of luck. I retain the stylenames, but not the styles formatting.
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