Honestly, I don't know what to make of colleagues (clients, really) who really want to use Word to create HTML files. I've done everything I can to persuade them of the benefits of Multimarkdown and Criticmarkup and they just cannot budge themselves out of their rut.
So now I'm reduced to making an HTML that shows the editing changes, then effecting the changes, and sending both so that they can follow along.
And I absolutely know that if I send Word files, there'll be mistakes in stripping out the awful mess it generates in exporting to HTML.
Big sighs.