Both Microsoft Word 2013 and 2016 allow to rotate and flip text which is in Text Box. You can't just rotate any text. It actually makes sense since you can fully control content of the Text Box and Text Box it self. You can resize it, change color, border, anchor it to surrounding text.
Rotating text is very easy. Here I will show you how to do it. Also in the end we will remove the border of the Text Box so that the text looks cleaner.
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Insert Text Box by clicking Text Box item in Insert tab.
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Left click inside Text Box and type in or use Copy/Paste to insert text you want to rotate