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Yes, for an automatic merge the stylesheets need renamed (if the same name) as they often have same name CSS entries (styles) that are totally different.
A merged CSS approach needs renaming of styles that don't match. I've done that for a small omnibus that needs the CSS hugely edited anyway.
Of course if you have the source, or export docx/RTF and properly re-edit in MS Word (or LO Writer as odt) and re-import to Calibre as docx, then you'll have one sensible CSS.
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