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answers:

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I've been manually converting articles into Markdown syntax for a few days now, and it's getting rather tedious. Some of these are 3 or 4 pages, italics and other emphasized text throughout. Is there a faster way to convert (.rtf|.doc) files to clean Markdown Syntax that I can take advantage of?

A: 

I'm not aware of anything that will convert directly from Word to Markdown. You could try using OpenOffice to convert to HTML and then convert that to Markdown (with Markdownify). Of course, whether or not the HTML output from OpenOffice is suitable for conversion to Markdown depends on how your Word documents have been formatted.

Alternatively, if you can get your files into RTF format you should be able to write a simple RTF to Markdown converter if you just need to handle a small set of formatting rules.

Richard M
I can request articles in .rtf format from now on. I've updated my questiont-title to include .rtf. Do you happen to know of a ready-solution for converting rtf->html? If so, I can use Markdownify for html->markdown.
Jonathan Sampson