Looks like I needed
<rule name="WordPress Rule 1" stopProcessing="true">
<match url="^index\.php$" ignoreCase="false" />
<action type="None" />
</rule>
<rule name="WordPress Rule 2" stopProcessing="true">
<match url="^([_0-9a-zA-Z-]+/)?files/(.+)" ignoreCase="false" />
<action type="Rewrite" url="wp-includes/ms-files.php?file={R:2}" appendQueryString="false" />
</rule>
Also here’s a bit more information I was able to find. http://wordpress.org/support/topic/images-files-not-displaying
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